Cutchogue Hotel & Accommodation Deals 2026 from AU$130 - Compare prices by date

A coastal landscape with a sandy beach, calm waters, and a clear sky.

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Our top choices for Cutchogue hotels

A round table with a magazine, a plate with a pastry, a cup, and a vase with flowers.

A bedroom with a bed, a door, and a framed picture on the wall.

A reception desk with a vase of flowers, a sign that says "STAY awhile", and a window with blinds.

A breakfast bar with cereal, coffee, and fresh milk.

1. Shorewood Inn

Riverhead

KAREN

AU$141

includes taxes & fees

4 Oct - 5 Oct

A modern lounge area with a pool view, white furniture, and contemporary lighting fixtures.

A modern outdoor seating area with a white sofa and a table, a sliding glass door, and a number '25' on the wall.

A hotel room with two beds, a wall art piece with the text "GOOD DREAMS START HERE", and a pink abstract wall design.

A modern bathroom with a large mirror, wooden vanity, and a sink. There is a chair and a small table in the adjacent living area, with a sofa and a view of the outdoors.

2. The Bentley Hotel Southampton

Southampton

Frank

AU$236

includes taxes & fees

19 Oct - 20 Oct

A modern outdoor seating area with two wicker chairs and a small table, overlooking a body of water and a wooden deck.

A light blue bus with "THE SHOALS" written on the front, parked in a driveway with a house and garden in the background.

A modern hotel room with a bed, a sofa, a coffee table, and a view of the city.

A modern living room with a blue sofa, light blue armchairs, a dining table, and a kitchen in the background.

3. The Shoals Suites and Slips

Southold

Melissa

AU$369

includes taxes & fees

1 Nov - 2 Nov

A two-story house with a balcony, outdoor seating area, and a variety of plants.

A bar area with stools, a shelf with glasses, and decorative plants.

A bathroom with a bathtub, green tiled walls, and windows with white blinds.

A restaurant with a signboard listing its hours of operation.

4. Zey Hotel

Greenport

Renee

AU$277

includes taxes & fees

15 Oct - 16 Oct

A spacious room with wicker furniture, large windows, and a view of the sea.

A beach bar with wooden chairs and a small table, overlooking the sea.

A beach scene with a wooden structure, two wooden chairs, a campfire, and string lights.

A coastal building with large windows, a deck, and a view of the sea at sunset.

5. Sound View Greenport

Greenport

Irene

AU$357

includes taxes & fees

2 Nov - 3 Nov

A beachside lounge with wicker furniture, a fire pit, and string lights.

A spacious room with a large bed, a round table, and a wicker chair.

A room with a large window overlooking a body of water, featuring two wicker chairs and a table.

A modern bathroom with a large bathtub, a seating area with a sofa and chairs, a dining table, and a view of the water.

6. Aqua by American Beech - Adults Only

Riverhead

Monique

AU$390

includes taxes & fees

4 Oct - 5 Oct

A hotel room with a bed, bedside tables, a desk with chairs, a sofa, a window with curtains, and a door leading outside.

A kitchen counter with a coffee maker, thermos, fruits, and breakfast items.

A swimming pool with lounge chairs and umbrellas, surrounded by a wooden fence and trees.

7. The Atlantic Hotel

Southampton

Chris

AU$183

includes taxes & fees

28 Oct - 29 Oct

A rooftop terrace with lounge chairs, a wooden table, and a view of the landscape.

A table with a vase of dried flowers, a bottle of champagne, and two glasses.

A leather armchair, a small round table with a book, and a bookshelf with books and decorative items.

A neatly arranged hotel room with a bed, two bedside tables with lamps, a window with curtains, and two framed artworks on the wall.

8. The Harbor Front Inn

Greenport

Jordan

AU$296

includes taxes & fees

1 Nov - 2 Nov

A modern kitchen with a central island, bar stools, pendant lighting, and a seating area with a sofa and coffee table.

A beach with sand and sparse vegetation.

A bedroom with a large bed, a chandelier, and multiple windows.

A two-story house with a windmill on the roof, a balcony, and three Adirondack chairs in the front yard.

9. The Hampton Maid

Hampton Bays

SABINA

AU$349

includes taxes & fees

13 Oct - 14 Oct

A waterfront property with a large house, multiple boats docked, and lush greenery.

A hotel lobby with a sofa, chairs, tables, and a large window.

A spacious hallway with a fireplace, a large window, and a built-in shelving unit.

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with a building in the background.

10. Sag Harbor Inn

Sag Harbor

Terri

AU$361

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio area with string lights, tables, chairs, and a fire pit.

A large, white building with multiple windows and a prominent tree in the foreground.

A large, multi-story building with a porch and outdoor seating area, featuring multiple windows and a balcony.

A staircase with wooden balusters and a white wall.

11. The Chequit

The Heights

Kristin

AU$246

includes taxes & fees

1 Nov - 2 Nov

Outdoor seating with tables and chairs, a covered area, and a view of the water.

A grassy area with trees and a view of a body of water.

A beach with sun loungers and umbrellas, a sandy path, and a view of the water.

12. Silver Sands Motel & Beach Bungalows

Greenport

Keith

AU$482

includes taxes & fees

26 Oct - 27 Oct

A glass-top table with a vase of flowers, surrounded by white-covered chairs, in a bright indoor setting with plants and a fireplace in the background.

A house with a covered porch, a garden with various plants and flowers, and a 'OPEN' sign on the window.

A spacious living room with a white sofa, a coffee table, and a fireplace. There are large windows offering a view of the outdoors.

A room with a wicker sofa, a small table with a potted plant, and a bed with a wooden ladder.

13. Hamlet Inn

Southampton

Thomas

AU$250

includes taxes & fees

4 Oct - 5 Oct

A marina with boats docked, a globe sculpture, wicker furniture, and a bottle of wine on a table.

A marina with boats docked, a fire feature, and outdoor seating with a bottle and glasses.

A modern hotel with a glass facade, a covered entrance, and a sign indicating it is a Hyatt Place.

A modern bar area with a long counter, multiple seating options, and a variety of bottles and glasses on shelves.

14. Hyatt Place Long Island East End

Riverhead

Veronica

AU$257

includes taxes & fees

1 Nov - 2 Nov

An outdoor seating area with Adirondack chairs and a table, surrounded by American flags and flowers, with a view of houses and a body of water in the background.

A window with a view of a building and trees, a small table with a lamp, and a curtain partially covering the window.

A bedroom with a bed, a desk, a chair, a window with a view of trees and a body of water.

A house with a dark blue exterior, a white porch railing, and a red door.

15. Ocean View Terrace Inn

Hampton Bays

Timothy

AU$282

includes taxes & fees

22 Oct - 23 Oct

16. Shelter Island House

Shelter Island Heights

Dorothy

AU$332

includes taxes & fees

4 Oct - 5 Oct

17. Cliffside Resort Condominiums

Greenport

Christine

AU$439

includes taxes & fees

1 Nov - 2 Nov

A garden with a wooden bench, a playground, and a house in the background.

A stone fireplace with a built-in bench, a window with a view of trees, and a stone floor.

A dining area with wicker chairs, a glass table, and a flat-screen TV mounted on the wall.

A hotel room with two beds, a desk, a coffee maker, and a view of greenery through the window.

18. Hampton's Vacation Inn

Hampton Bays

Christopher

AU$204

includes taxes & fees

4 Oct - 5 Oct

A serene landscape with a calm body of water reflecting trees with autumn foliage.

A conservatory with a dining table set for four, surrounded by wooden chairs, with a view of trees and a lawn.

A sign for 'House on Chase Creek' with a duck illustration.

A serene lakeside view with two Adirondack chairs facing a calm lake, surrounded by trees and a clear sky.

19. House on Chase Creek

The Heights

Tracey

AU$305

includes taxes & fees

2 Nov - 3 Nov

A modern hotel room with a large bed, a framed picture on the wall, and a wooden floor.

A two-story building with a sign reading "Squiretown Rd" and a storefront with a sign that says "B&B."

A spacious bar area with a long counter and multiple stools, a brick wall with a mural, and exposed pipes on the ceiling.

A spacious room with wooden flooring, a bar area with stools, and large windows allowing natural light.

20. Hampton Bays Hotel on Main

Hampton Bays

desirae

AU$195

includes taxes & fees

4 Oct - 5 Oct

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Stay near popular Cutchogue attractions

Bedell Cellars

8.6/10 (4 reviews)

This award-winning Long Island winery served its 2009 Merlot at the 2013 Presidential Inauguration. Sample handcrafted wines in a renovated barn with panoramic vineyard views and artisanal cheese pairings.

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Peconic Bay Winery

This sustainable North Fork winery showcases Long Island's unique terroir through exceptional vintages. Reserve a private picnic among the vines or savour wine paired with fresh oysters in their elegant tasting room.

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Pugliese Vineyards

8.0/10 (2 reviews)

This family-owned North Fork winery offers estate-bottled varieties and sparkling champagnes in an intimate setting. Enjoy guided tastings beside a picturesque koi pond while savouring the serene vineyard atmosphere.

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8 Hands Farm

This regenerative farm showcases heritage breed animals and sustainable practices. Sample artisanal charcuterie and seasonal farm-to-plate offerings at the on-site store while exploring the pastoral landscape.

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Pellegrini Vineyards

Pellegrini Vineyards crafts award-winning Merlot and Chardonnay in its on-site winemaking facility. Savour premium tastings in the cathedral-like tasting room with vineyard views or explore through self-guided tours.

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Cutchogue Village Green

Step back in time at Cutchogue Village Green, home to the Old House (1649), one of New York State's oldest English-style dwellings. Wander through preserved colonial buildings that illuminate early American life.

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McCall Wines

10.0/10 (1 review)

This sustainable vineyard pairs award-winning Pinot Noir with the rustic charm of a converted potato barn. Sample their acclaimed wines while watching Charolais cattle graze among the vines.

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Waters Crest Winery

This family-run North Fork winery crafted distinctive Cabernet Franc and Merlot in an intimate setting. Visitors could enjoy personalised tastings with owner Jim Waters and attend enlightening "Wine University" classes.

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Learn more about Cutchogue

Vineyard-hop through North Fork's wine country, where family-owned tasting rooms offer flights alongside views of grapevines stretching to the horizon. Explore historic Cutchogue Village Green with its 1700s buildings, then head to nearby Peconic Bay beaches for kayaking or sampling just-caught oysters at waterfront seafood shacks.

See all hotels in Cutchogue

Top Cutchogue Hotel Reviews

Recent Reviews in Cutchogue

The Bentley Hotel Southampton

10/10 Excellent

"Kind of expected to be disappointed. However, really delighted. Room was lovely, clean and thoughtful appointments. Location was OK, but doable."

Zey Hotel

10/10 Excellent

"Lots of space to sit and talk or work or catch up with friends. Only minor thing for me personally was no decaf coffee because it meant that my mom waited for me to run to get some. Great location for walking everywhere and not taking the car. And the only reason we haven’t booked every year before is we didn’t know it was there. Will be back again."

Pier Blue Inn Old Saybrook - Essex

8/10 Good

"Nice place !"

The Atlantic Hotel

8/10 Good

"Byłoby miło gdyby w pokoju oprócz kawy była także herbata."

Greenview Inn Riverhead

8/10 Good

"Well maintained property, extremely helpful stuff. Very good value for the money. We stayed for only one night, so did not took full advantage of the pool. But seating area facing Peconic river is great."

Water's Edge Resort & Spa

10/10 Excellent

"They upgraded us to a balcony and there was a lot to do there. The pool and hot tub were nice too!"

Saybrook Point Resort & Marina

8/10 Good

"The staff are very welcoming. A small point but the hot water in the bathroom is just warm and takes a time to arrive...."

The Shoals Suites and Slips

10/10 Excellent

"The staff were all great, the food from food truck was delicious, check in was quick!"

The Harbor Front Inn

10/10 Excellent

"The hotel was just what we expected, cozy and comfortable and nestled right into central Greenport. Close to everything, dinner spots just steps away. Will definitely return."

More cheap accommodation in Cutchogue

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT

AU$130

5 Oct - 6 Oct

includes taxes & fees

8/10 Very good! (1,002 reviews)

Budget Host East End

30 Lake Avenue Riverhead NY

AU$146

6 Oct - 7 Oct

includes taxes & fees

6.8/10 (893 reviews)

Greenview Inn Riverhead

1433 W Main St Riverhead NY

AU$176

1 Nov - 2 Nov

includes taxes & fees

7.4/10 Good! (883 reviews)

The Atlantic Hotel

1655 County Road 39 Southampton NY

AU$183

28 Oct - 29 Oct

includes taxes & fees

7.2/10 Good! (1,001 reviews)

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY

AU$236

19 Oct - 20 Oct

includes taxes & fees

9.6/10 Exceptional! (593 reviews)

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY

AU$348

19 Oct - 20 Oct

includes taxes & fees

Frequently asked questions

What is the best area to stay in Cutchogue?

The best area to stay in Cutchogue is centrally located, near the main thoroughfare of Main Road (Route 25), offering convenient access to the area's best vineyards and farm stands.This central stretch of Cutchogue provides easy access to many of the North Fork's most popular wineries, often just a short drive or even a pleasant walk away. You'll find a selection of charming accommodation options, from boutique inns to guesthouses, many offering amenities like breakfast or access to local activities. The area around the Cutchogue Village Green is particularly pleasant, with its historic buildings and local shops.For couples looking for a relaxing and picturesque getaway, staying near the vineyards off Main Road is ideal. You'll be perfectly positioned to enjoy wine tastings, stroll through the rows of grapes, and savour farm-to-table dining experiences. Many accommodations in this area are designed for a tranquil escape, often featuring lovely gardens or views of the surrounding countryside.Families might prefer options slightly off the main road but still within easy reach of attractions. Look for places with more space, perhaps a small garden, and proximity to family-friendly spots like local farms offering fruit picking or beaches along the Peconic Bay.

When is the best time to go to Cutchogue?

The best time to go to Cutchogue is during the late spring, summer, and early autumn months, from May to October, when the weather is warm and most attractions are fully operational.For those looking to enjoy the vineyards and farm stands at their peak, July and August are ideal. The weather is typically sunny and warm, superb for exploring the North Fork's outdoor offerings. This period is particularly good for couples interested in wine tasting tours and experiencing the local culinary scene, with many restaurants offering outdoor seating.If you prefer a slightly quieter experience with pleasant temperatures and fewer crowds, late May to June or September to early October are excellent choices. During these shoulder seasons, you can still enjoy the beaches and vineyards without the peak summer rush.

Can I cancel my hotel reservation on Expedia?

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Cutchogue.

How can I save on a hotel booking in Cutchogue with Expedia?

One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Cutchogue hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

How much is the nightly rate for a hotel in Cutchogue?

Prices for hotels in Cutchogue often vary, but you can find a great deal from AU$130 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

Explore a world of travel with Expedia

Book Hotels in Cutchogue on Expedia.com

Search Cutchogue hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Cutchogue

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Cutchogue hotels

1. Shorewood Inn

2. The Bentley Hotel Southampton

3. The Shoals Suites and Slips

4. Zey Hotel

5. Sound View Greenport

6. Aqua by American Beech - Adults Only

7. The Atlantic Hotel

8. The Harbor Front Inn

9. The Hampton Maid

10. Sag Harbor Inn

11. The Chequit

12. Silver Sands Motel & Beach Bungalows

13. Hamlet Inn

14. Hyatt Place Long Island East End

15. Ocean View Terrace Inn

16. Shelter Island House

17. Cliffside Resort Condominiums

18. Hampton's Vacation Inn

19. House on Chase Creek

20. Hampton Bays Hotel on Main

Stay near popular Cutchogue attractions

Bedell Cellars

Peconic Bay Winery

Pugliese Vineyards

8 Hands Farm

Pellegrini Vineyards

Cutchogue Village Green

McCall Wines

Waters Crest Winery

Learn more about Cutchogue

Top Cutchogue Hotel Reviews

Recent Reviews in Cutchogue

The Bentley Hotel Southampton

Zey Hotel

Pier Blue Inn Old Saybrook - Essex

The Atlantic Hotel

Greenview Inn Riverhead

Water's Edge Resort & Spa

Saybrook Point Resort & Marina

The Shoals Suites and Slips

The Harbor Front Inn

More cheap accommodation in Cutchogue

Pier Blue Inn Old Saybrook - Essex

Budget Host East End

Greenview Inn Riverhead

The Atlantic Hotel

The Bentley Hotel Southampton

The Hampton Maid

Frequently asked questions

Explore a world of travel with Expedia

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