Canoe Place Inn: A Historic Gem Reimagined

Recently revitalized, Canoe Place Inn blends historic character with modern luxury. Guests enjoy stylish suites, exceptional dining, lush gardens, and sweeping waterfront views—all within easy reach of the Hamptons’ fall highlights. As your home base, Canoe Place offers curated events and the perfect setting for a memorable autumn escape.

Here are some of the best things to do in the Hamptons this fall:

Wander Sag Harbor

About 30 minutes from Canoe Place, Sag Harbor exudes historic charm with indie bookstores, chic boutiques, and inviting cafés. The Sag Harbor Whaling & Historical Museum, housed in a Greek Revival mansion built in 1845, offers a fascinating glimpse into the area’s maritime past. Cap your visit with a stroll along the marina.

Pumpkin Picking at Hank’s Pumpkintown

Just 15 minutes away in Water Mill, Hank’s Pumpkintown is a fall favorite for families and couples alike. Apple orchards, sprawling pumpkin patches, hayrides, corn mazes, and hot cider donuts make it a quintessential autumn outing.

Wine Tasting at Wölffer Estate Vineyard

Located 20 minutes from Canoe Place in Sagaponack, Wölffer Estate Vineyard is a must-visit. While their rosé is iconic in summer, fall is the time to savor their robust reds while overlooking rows of vines glowing in autumn hues.

Curated North Fork Tour: Sights, Bites, and Flights

For a seamless way to explore beyond the South Fork, Canoe Place hosts the Curated North Fork Tour. This guided experience pairs scenic drives with tastings at celebrated wineries, craft breweries, and local eateries. It’s an insider’s look at Long Island’s wine country and artisanal food scene—perfect for couples or groups who want a memorable day trip without the planning.

The Hamptons International Film Festival

Held in early October, the Hamptons International Film Festival (HIFF) draws filmmakers, actors, and cinephiles from around the globe. Screenings, panels, and parties unfold in East Hampton, Southampton, and Sag Harbor, with Guild Hall and Sag Harbor Cinema as central venues. Whether you’re a serious film lover or just curious to spot celebrities, HIFF is a fall highlight.

Explore the Parrish Art Museum

The Parrish Art Museum in Water Mill is an architectural landmark showcasing modern and contemporary art. Surrounded by meadows and trails, it’s as much about the setting as the exhibitions—perfect for a reflective walk among the fall foliage.

Fall Festivals and Fairs

Early October brings SouthamptonFest, a lively celebration with live music, food vendors, and family-friendly fun like scavenger hunts. It’s a vibrant showcase of local creativity and community spirit.

Hike Shadmoor State Park

Cooler days are ideal for exploring the Hamptons’ natural beauty. Shadmoor State Park in Montauk offers serene trails, sweeping ocean views, and dramatic bluffs across its 99 acres, including 2,400 feet of Atlantic shoreline.

Plan Your Fall Escape

From vineyard tastings and pumpkin picking to guided tours, film festivals, and seaside hikes, fall in the Hamptons brims with cozy adventures. Pack your sweaters, bring your walking shoes, and let Canoe Place Inn be your luxurious home base for making the most of the season.

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Of course, you don’t have to go far to enjoy it. Right here at Canoe Place, our very own Good Ground Tavern serves coastal cocktails in a lush garden setting, perfect for lingering over lunch, easing into dinner, or watching the light shift across the lawn with something chilled in hand.

But if you’re ready to explore a little further, here are five more local favorites, all within a five-minute drive, and if you’re a guest of the Inn, our complimentary Canoe Place Courtesy Vehicle is available to take you there and pick you up when you’re ready to return.

1. Cowfish

0.2 miles from Canoe Place – 1-minute walk or drive

Just across the street from Canoe Place, Cowfish combines laid-back energy with sweeping canal views. Their spacious deck and upbeat happy hour (Friday–Sunday) make it a favorite for locals and visitors alike. Great drinks, great food, and just steps from your room. Why we love it: Lively and convenient with a front-row view of the marina.

2. Canal Café

1.6 miles from Canoe Place – 4-minute drive
Tucked behind Hampton Watercraft Marina, Canal Café is a relaxed, dockside gem. Known for their lobster rolls and casual charm, this spot is perfect for an easy afternoon drink as the boats pass through the Shinnecock Canal. Why we love it: Local favorite, zero fuss, unbeatable views.

3. RUMBA

1.5 miles from Canoe Place – 3-minute drive or 20-minute walk
A tropical escape just around the bend, RUMBA is known for its rum-forward cocktails, Caribbean-inspired bites, and reggae soundtrack. Pull up by boat or land and sink into island time. Why we love it: Pure vacation vibes with drinks to match.

4. Amalfi Coastal Kitchen & Cocktails

2.4 miles from Canoe Place – 5-minute drive
For an elevated waterfront experience, Amalfi delivers Italian-coastal charm right on Shinnecock Bay. Chic cocktails, marina views, and glowing sunset skies make it an ideal spot to unwind. Why we love it: Stylish, scenic, and effortlessly Hamptons.

5. Oakland’s Restaurant

4.6 miles from Canoe Place – just under 10 minutes, but worth the sunset drive

Located on Dune Road at the mouth of the inlet, Oakland’s is the perfect blend of classic Hamptons seafood and strong cocktails. Grab a table on the deck and toast the view. Why we love it: Sunset perfection, casual and fresh, local flavors.

Of course, some of the finest cocktails in Hampton Bays are just steps from your room. At the heart of Canoe Place, Good Ground Tavern offers seasonal, handcrafted drinks served in a peaceful coastal garden—perfect for a leisurely afternoon or a sunset toast.

Wherever you choose to raise your glass, may it be in good company, under the warm Hamptons sky.

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This is just the beginning—iconic artists, intimate performances, pre-parties on the Rotunda, and timeless summer moments await. Explore the full lineup and make this a summer to remember.

View Upcoming Performances

Images: Gipsy Kings performing at the Hamptons Summer Series Presented by Murmrr, Gipsy Kings Concert at Canoe Place in Hampton Bays, NY on June 8, 2025. (Photo by David Warren /Sipa​ USA)

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Curated by Canoe Place Inn & Cottages

Summer on the East End means long days, salty breezes, and toes in the sand. Whether you’re seeking gentle bay waters for the little ones, scenic surf for a solo dip, or simply a picture-perfect spot to unwind with a good book, the Hamptons offers no shortage of stunning beaches.

As our guest at Canoe Place Inn & Cottages, you’re ideally situated to explore some of the most beloved stretches of shoreline in the region. Below, we’ve rounded up a curated list of local favorites—each one worth a visit.

Hampton Bays: Local Favorites 

Ponquogue Beach
Just minutes from the Inn, Ponquogue is a local treasure. With its recently renovated boardwalk and pavilion, this oceanfront beach offers lifeguards, concessions, showers, restrooms, and picnic tables—everything you need for a perfect beach day.

Meschutt Beach County Park
Located on the calm waters of Great Peconic Bay, Meschutt is ideal for families and relaxed swimmers. By evening, it comes alive with live music, dance nights, and vintage car shows. The on-site beach bar serves casual bites and cocktails all summer long.

Tiana Beach
A short drive down Dune Road from Ponquogue, Tiana is a spacious ocean beach with lifeguards and public facilities—great for a more tranquil seaside escape.

Hot Dog Beach
A beloved local spot known for its low-key vibe. Lifeguards are on duty during summer days, and food trucks make the occasional appearance.

Shinnecock Inlet
While not for swimming, this rocky jetty offers a stunning view of the inlet—perfect for a morning walk or catching the sunset as boats sail through.

Southampton: Iconic and Elegant

Cooper’s Beach
Arguably the most famous beach in the Hamptons, Cooper’s offers white sand, on-duty lifeguards, food concessions, showers, bathrooms, and chair and umbrella rentals. A must-visit.

Little Plains Beach
A charming, less-crowded alternative within Southampton Village—ideal for a quiet afternoon.

Flying Point Beach
Located in Water Mill, Flying Point features sweeping ocean views, seasonal lifeguards, and the occasional ice cream or food truck.

Bridgehampton: Coastal Classics

Mecox Beach
Peaceful and picturesque, this ocean beach is perfect for swimming, strolling, or simply soaking in the sun.

W. Scott Cameron Beach
Tucked away and lesser known, this beach offers a serene vibe with natural dunes and plenty of space to unwind.

Sag Harbor: Bayside Beauty

Foster Memorial “Long” Beach
This calm bay beach is ideal for paddleboarding or family swims, with lifeguards on duty during the season.

Havens Beach
A popular spot for locals and visitors alike, with boating access and scenic views.

Windmill Beach
Located next to the historic Sag Harbor Windmill, this small beach is perfect for a short stop and photo op.

East Hampton & Sagaponack: Surf Meets Solitude

Sagg Main Beach
A classic Hamptons ocean beach with lifeguards, soft sand, and reliable surf.

East Hampton Main Beach
Well-equipped and always lively, this oceanfront favorite offers full amenities and seasonal lifeguards.

Egypt Beach
Undeveloped and quiet—perfect for those seeking solitude. No restrooms or lifeguards available.

Two Mile Hollow Beach
An elegant and peaceful spot with lifeguard protection during peak months.

Westhampton: Laid-Back Charm

Pikes Beach
Situated along Dune Road, Pikes is a quieter alternative with beautiful dune views and access to the Atlantic.

Rogers Beach
Family-friendly with concessions, restrooms, showers, and a quaint gazebo overlooking the ocean.

Cupsogue Beach County Park
A lively park-style beach with a boardwalk, beach shack dining, lifeguards, and restrooms. Great for a full-day adventure.

Montauk: Where the Coastline Comes Alive

Ditch Plains Beach
A surfer’s haven and a favorite for beachgoers of all kinds—ideal for lounging, swimming, or catching waves.

Gin Beach
A bay beach with gentle waters, summer food trucks, and on-site restrooms.

Sunset Beach
Tucked near downtown, this smaller beach is perfect for golden hour and post-dinner strolls.

South Edison Beach
Steps from town with easy access to shops and restaurants—plus restrooms and ocean access.

Kirk Park Beach
With lifeguards, restrooms, and showers, this centrally located beach is one of Montauk’s best-equipped.

Your Hamptons Beach Day, Perfected. Canoe Place Beach Experience 

This summer, guests of Canoe Place Inn & Cottages and the Waterfront Residences can enjoy effortless access to the East End’s pristine shoreline—just a breezy 7-minute drive away. From seamless transportation to plush beach chairs, soft towels, and shaded umbrellas, every detail is thoughtfully arranged by our team so you can simply relax. For an added touch of indulgence, enhance your beach day with a Yeti Beach Cooler stocked with your preferred light bites and chilled refreshments—available for an additional fee. Soak up the sun and let us take care of the rest. Guests may reserve their Canoe Place Beach Experience by contacting Guest Services at Guestservices@canoeplace.com or by calling 631.763.6300. Offerings are subject to seasonal updates and weather conditions.

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Storytelling through song is a quintessential feature of the folk genre, and maybe that’s why, when she released “Mental Illness,” her ninth studio album, in 2017, it was nominated for a Grammy for Best Folk Album. In 2018, she won. And still, she returns to her steady work. Writing, processing, practicing. When she comes to Canoe Place Inn in Hampton Bays this summer, she’ll be sharing her unique, unadulterated view of the world in the best way she knows how — through her original music that speaks for itself.

Aimee Mann will play at Canoe Place Inn in Hampton Bays on Thursday, June 12, at 8 p.m.

Keep Reading at 27 East

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That’s an understatement. They’ve added new shows and continue to do so. It’s thanks in part to a ballroom steeped in history, newly fitted with state-of-the-art lighting and equipment. “Artists are excited to play in a room where the acoustics are great,” said Brian Kelly. His New York City-based Murmrr Presents books the acts. He’s also brought other big names out for charitable events like the benefit for the Montauk Point Lighthouse. “The ballroom has been professionally ‘tuned’ and it sounds amazing. It’s a ‘Lamborghini off the lot’ in terms of sound systems. There’s no other place out here that has anything like it.”

Keep reading at James Lane Post 

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Winter Beach Walks

• Sure, it’s too cold for swimming (aside from a few local polar plunges), but winter beach walks can be incredibly serene. Perfect to reflection and solitude. From Coopers Beach, East Hampton Main Beach, all the way to Montauk’s Ditch Plains you’ll take in breathtaking views of the ocean and dramatic winter skies. Privacy assured. 

Sounds and Sights

The Hamptons are home to many galleries and art museums, and winter is a great time to explore them without the summer crowds. Check out:

• Canoe Place Inn and Cottages Live Music, Comedy and ongoing live music and dining experiences 
• The Parrish Art Museum in Water Mill, which has a great collection of American art and often hosts special exhibitions and events.
• Guild Hall in East Hampton, known for its cultural programming and art exhibits, including contemporary works.
• The Drawing Room in East Hampton, which showcases both modern and classic pieces.

Magical Montauk 

• At the easternmost point of Long Island, legendary and usually lively Montauk is a peaceful destination in winter. With summer pop ups closed for the season, you can still enjoy the beauty of Montauk Point State Park and Montauk Lighthouse. In fact the lighthouse is festively decorated like a giant “tree” and acts as a  beacon for holiday memories.

Winter Sports

• Many of the town ponds freeze over creating a winter wonderland. And there are trails for hiking or skiing. Why not try:
  • Ice Skating: You can often find outdoor ice skating rinks set up in East Hampton or Southampton during the winter months.
  • Cross-Country Skiing or Snowshoeing: In the right conditions, you can explore nature preserves and trails, like those at Quogue Wildlife Preserve, Southampton’s Agawam Park or Cedar Point County Park, on skis or snowshoes.
  • We can find the charter companies offering winter fishing experiences in the Hamptons. Cold weather  species like striped bass are still available, and the experience can be serene and rewarding in the quiet off-season.

“Cheers” to our Wineries and Distilleries

• • Taste our local wineries, breweries and distilleries in cozy often fireside settings. Some popular spots:
    • Main and Mill Tasting Room in nearby Jamesport introduces you to the North Fork.
    • Long Island Farm Brewery located in a former potato barn with a  tasting room and brewhouse reminiscent of Long Island’s farming past. Situated on the east end of Long Island next to Waterdrinker Family Farm in Manorville and now in Riverhead.

• Westhampton Beach Brewing Company is hidden away from most of the public in a warehouse district in Westhampton. Don’t worry, we’ll show you the way.

• • Wölffer Estate Vineyard in Sagaponack offers a beautiful tasting room and delicious wines. It’s not just ‘Summer in a Bottle’ anymore!
  • Channing Daughters Winery in Bridgehampton offers wines made from grapes grown on the South Fork, with a charming winter ambiance.
  • Montauk Distillery offers a taste of local spirits like rum and vodka, often served in a cozy, intimate setting.

Memorable Meals

• Many top-tier restaurants remain open in the winter months, and some even offer seasonal menus that feature hearty, comfort food perfect for colder weather. Consider dining at:
  • Good Ground Tavern is our own world class dining experience curated by Union Square’s own Danny Meyer. We’d love to have you but admit there are other choices. How will you know we’re the best unless you try them?
  • Nick & Toni’s in East Hampton, known for its excellent seasonal menu and cozy ambiance.
  • The 1770 House in East Hampton, which is famous for its historic charm and upscale American cuisine.
  • The Lobster Roll in Amagansett, offering fresh seafood in a laid-back setting, often open for lunch during winter weekends.

Shopping Sprees

• The Hamptons is home to some unique boutique shopping, and winter is a great time to find locally-made gifts, clothing, and home decor. Browse shops like:
  • The East Hampton Village shops for fashion, art, and home decor.
  • Southampton’s Main Street, which offers a mix of high-end stores and more casual, quirky shops.

Ways To Wellness

• The Hamptons are known for their luxurious spas and wellness retreats, and a winter spa day can be just what you need to relax. Consider visiting SommetBeauty at Canoe Place Inn and Cottages. Other options include:
• Nauturopathica in East Hampton
• Gurney’s Inn near Montauk

Hit The Roads

• Imagine the Hamptons when you can actually drive around without traffic. That’s one of the great pleasures of the winter out east. Quiet streets and coastal roads offer picturesque winter scenery. Drive along the South Fork or North Fork to enjoy the wintery landscapes, from quaint villages to expansive vineyards, and stop at a local café or bakery for a warm drink.

A Cozy Inn That’s The Place To Be

• Winter in the Hamptons is an excellent time to escape the hustle and bustle and relax in one of the many boutique hotels or inns. Canoe Place Inn & Cottages in Hampton Bays is a luxurious option. From our charming Inn to property cottage and waterfront residences across the canal with up to three bedrooms, a fully equipped kitchen and of course a fireplace.

The Hamptons in winter offer a calm, more introspective version of its lively summer self, with plenty of cozy experiences and opportunities for outdoor enjoyment in a peaceful, picturesque setting. And it all starts in one of the only Inns and Cottage experiences open all year long. 

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Harvest Markets and Pumpkin Picking

Fall in the Hamptons means bountiful harvests, and the Riverhead Farmers Market showcases the best of Long Island’s offerings. A year-round indoor market offering local produce, artisanal goods, and freshly baked pies, this food haven is just a short drive from Canoe Place Inn.

Similarly, Hank’s PumpkinTown in Water Mill is a quintessential fall destination. Wander through pumpkin patches, navigate the corn maze, and enjoy family-friendly activities. 

Sip and Savor the Flavors of Fall

Wölffer Estate Vineyard is an iconic Hamptons winery known for its breathtaking views and exceptional vintage—and their Fall in a Bottle Rosé happens to pair perfectly with autumn afternoons. Reserve a spot at Wölffer Estate for a tasting or take a bottle back to Canoe Place Inn to enjoy fireside.

For craft beer enthusiasts, Montauk Brewing Company offers a lineup of seasonal brews. Sip a Driftwood Ale while basking in the cozy ambiance of their Montauk taproom. 

Beach Walks and Wildlife Wonders

The beaches of the Hamptons take on a serene beauty in the fall. Cooper’s Beach in Southampton, with its soft sands and calm waves, is a picturesque setting for a stroll. For nature lovers, a visit to the Elizabeth A. Morton National Wildlife Refuge in Sag Harbor is home to migratory birds and other wildlife as well as stunning golden foliage. 

Festivals and Fall Fun

The Hamptons come alive with seasonal festivals in the fall. The Hamptons International Film Festival, held in October, showcases incredible films and talent and draws cinephiles from around the globe. 

Another must-visit, the Sag Harbor American Music Festival features live performances in various intimate venues, bringing warmth and rhythm to cool autumn nights. 

Dine in Style

Canoe Place Inn isn’t just a place to stay; it’s a culinary destination. The onsite restaurant, Good Ground Tavern, offers an elevated dining experience that celebrates local ingredients and seasonal flavors. Begin your day with their indulgent brunch, featuring dishes like fluffy buttermilk pancakes and savory eggs benedict. For dinner, savor expertly prepared seafood, like locally sourced oysters or pan-seared scallops, paired with a curated wine list.

For a more casual bite, the tavern’s bar menu features artisanal cocktails and small plates, perfect for unwinding after a day of exploring. 

Off property, Cowfish is a favorite for fresh seafood, stunning water views, and delicious fall specials.

Art, History, and Culture

The Parrish Art Museum in Water Mill hosts captivating exhibitions that connect art to the local community. Visitors in the fall love to wander the outdoor sculpture garden in the crisp autumn air. 

For history buffs, the Sag Harbor Whaling and Historical Museum offers fascinating insights into the area’s maritime legacy. A walk through Sag Harbor’s charming streets, lined with historic homes, adds to the experience.

Relax and Rejuvenate

Canoe Place Inn’s world-class amenities ensure your fall getaway is as restorative as it is exciting. The hotel’s Sommetbeauty is the best place for a massage, facial, or more complex detox and wellness treatments. Afterwards, unwind by the fire pit with a warm drink.

Sunset Splendor and Starry Nights

Finally, don’t miss a spectacular fall sunset at Ponquogue Beach in Hampton Bays to take in the vibrant hues of the setting sun over the Atlantic. 

Fall in the Hamptons is an experience like no other, and Canoe Place Inn is the perfect home base to soak it all in. From harvest festivals and scenic walks to world-class dining and cozy evenings by the fire, your autumn escape awaits. Book your stay at Canoe Place Inn and discover why it’s the best hotel in the Hamptons for a fall getaway.

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The Hamptons, known for its summertime allure, transforms in the fall into a picturesque haven of autumnal coziness. Trees’ leaves turn fiery red, pumpkin orange, and buttery yellow; vineyards become harvest celebration hubs; and evenings are best spent curled up near the water. Whether you’re looking for a relaxing break or a few days packed with activities, Canoe Place Inn in Hampton Bays stands as one of the best hotels in the Hamptons to host your fall getaway.

Canoe Place Inn: Your Base for Exploring the Hamptons

Canoe Place Inn, a recently revitalized historic gem, combines modern luxury with classic charm. This iconic property offers stylish suites, exceptional dining options, and easy access to the area’s fall highlights. Nestled in Hampton Bays, the inn’s waterfront views, lush gardens, and curated events make it the ideal setting for a weekend escape in the Hamptons. Here are some of the best things to do in the Hamptons in fall.

Stroll Through Sag Harbor

The quaint village of Sag Harbor, about a 30-minute drive from Canoe Place Inn, blends historical charm with cozy bookstores, chic boutiques, and gourmet cafés. The Sag Harbor Whaling & Historical Museum offers a deep dive into the rich maritime heritage of the area and is located in a Greek Revival mansion built in 1845. After a meal, take a walk along the marina. 

Pumpkin Picking at Hank’s Pumpkintown

Hank’s Pumpkintown, in Water Mill, is a 15-minute drive from Canoe Place and a beloved fall destination for all ages. Set on a sprawling farm, Hank’s boasts a vast pumpkin patch, apple picking in their picturesque orchard, corn mazes, hayrides, and famous apple cider donuts. 

Wine Tasting at Wölffer Estate Vineyard

Just 20 minutes from Canoe Place Inn,Wölffer Estate Vineyard in Sagaponack is home to one of the best wineries—and wine-tasting experiences—on Long Island. Sure, their rosé is a celebrated drink of the summer, but the heartier reds on offer are just as good, and are the ideal complement to taking in the fall-colored vines. 

The Hamptons International Film Festival

The Hamptons International Film Festival (HIFF), which takes place in early October, attracts filmmakers, actors, and cinephiles from around the world. Screenings, panel discussions and parties take place across various venues in East Hampton, Southampton, and Sag Harbor, with the Guild Hall in East Hampton and Sag Harbor Cinema as two hubs. Whether you’re a die-hard film buff looking to catch the latest documentary feature or a Page Six–reading celebrity-hunter, this is a can’t-miss event in the fall in the Hamptons.

Explore The Parrish Art Museum

The stunning Parrish Art Museum in Water Mill features striking architecture and an enviable collection of modern and contemporary works. Furthermore, the museum’s gorgeous setting, surrounded by meadows and walking trails, invites peaceful contemplation—or just a chance to stretch your legs—with the changing leaves as a beautiful backdrop. 

Fall Festivals and Fairs

SouthamptonFest, hosted in early October each year, features two days of live performances, local food vendors, and fun, family-friendly activities like a children’s scavenger hunt. A beloved part of fall in the Hamptons, this festival showcases some of the best in Southampton’s traditions and local creativity. 

Hiking in Shadmoor State Park

Cooler temperatures offer a great opportunity to take some hikes and explore the Hamptons’ natural beauty. Shadmoor State Park in Montauk, with its scenic bluffs, ocean views, and tranquil trails, is a peaceful environment of 99 acres, including 2,400 feet of Atlantic Ocean shoreline.

So pack your sweaters and walking shoes and escape to the Hamptons this autumn for a weekend of wine tasting, pumpkin picking, festival-going, and seaside hiking. The best of the Hamptons in fall is best enjoyed with Canoe Place Inn as your luxurious and cozy home base. 

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As the warmth of summer gives way to cooler breezes, the music on Long Island doesn’t stop, with vibrant performances continuing into September, October, and November. This fall, Canoe Place Inn & Cottages in Hampton Bays continues to shine as a cultural hub with its Front Row series, offering a haven for music lovers. But it’s not the only place to experience the magic of live music on Long Island—year-round!

At Canoe Place, the Front Row series continues into the fall after a summer filled with stellar performances featuring the likes of Jeff Goldblum & The Mildred Snitzer Orchestra. On September 16, the enchanting Cyrille Aimee is set to dazzle with her soulful jazz performance, adding another unforgettable night to the season. Guests staying at Canoe Place can immerse themselves fully and add dinner at the Good Ground Tavern and drinks at the Tavern bar to the itinerary before and after the concert. 

There are dozens of other venues across the Hamptons and beyond that host incredible live music in equally unforgettable settings. Here are some of our favorites:

Stephen Talkhouse, Amagansett

A legendary spot for live music, Stephen Talkhouse in Amagansett draws a wide range of performers, from local legends to internationally renowned artists. Known for its intimate and energetic atmosphere, this venue has hosted iconic acts such as Paul McCartney, Billy Joel, and The Rolling Stones, as well as cult-favorite cover bands. Fall evenings here are less-packed but equally rocking, making it a go-to spot for music lovers.

The Suffolk Theater, Riverhead

This beautifully restored Art Deco theater in Riverhead offers a unique experience with a diverse lineup, from tribute bands to jazz nights. Its stunning interior and cabaret-style seating create an elegant setting for performances.

The Clubhouse Hamptons, East Hampton

For a mix of live music and entertainment, The Clubhouse in East Hampton is a fun spot to watch live music, bowl, play arcade games, and have a meal or snack. The Clubhouse hosts local and regional bands as well as DJs, making it perfect for a casual night out with friends and family.

The Paramount, Huntington

In Huntington, The Paramount is a premier live music venue that attracts major artists like Ed Sheeran, Phish, and Kesha. It also hosts comedy shows and live theater.

Green Hill Kitchen & Que, Greenport

Located in the nearby North Fork area, Green Hill Kitchen & Que in Greenport serves delicious barbecue with live music. The relaxed Green Hill features jazz, rock, folk performances, and open mic nights, making it the perfect spot for a meal while exploring the beautiful North Fork. 

Seaside Grill, Riverhead

For a delightful waterside evening, even in the fall, head to Seaside Grill in Riverhead, where live music combines with great views. Seaside Grill offers a cozy, intimate atmosphere featuring performances that range from local artists to cover bands.

Westhampton Beach Performing Arts Center, Westhampton Beach

Finally, the Westhampton Beach Performing Arts Center offers a diverse range of shows, including live music, theater, and comedy in state-of-the-art facilities. The fall lineup includes everything from classical music to contemporary bands. 

From the iconic stage at Canoe Place Inn in Hampton Bays to the intimate corners of Montauk and Riverhead, Long Island’s music scene thrives well into the fall. The Hamptons remain a top destination for both luxurious stays and entertainment that bring people together.

Reserve a room at one of Long Island’s boutique hotels and experience the best of Long Island’s live music.

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