Does Cutchogue have any 4-star all-inclusive resorts?

Enjoy a stress-free holiday experience where almost everything is included in one upfront price by using our "All inclusive" filter. Keeping to your budget is easy when your meals, accommodation and activities are already taken care of. After more options? Browse the deals on Expedia's standard 4-star resorts in and around Cutchogue too.

Are there any 4-star casino hotels in Cutchogue?

Shuffle between your room and the craps table with ease by using our handy filters to find 4-star casino hotels in and around Cutchogue. Celebrating with somebody special? Narrow your search further by choosing amenities with that wow-factor, like a pool or hot tub.

The 10 Best 4 Star Hotels in Cutchogue - 2026 Updated Prices

Peconic and Great Peconic bay meet at Nassau Point drone view

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Check availability on Cutchogue 4 Star Hotels

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Our top choices for Cutchogue 4-star hotels

Sound View Greenport

Greenport

Gina

13.379.046 ₫ total

includes taxes & fees

24 Jun - 25 Jun

The Pridwin Hotel

Shelter Island Heights

Rita

18.406.694 ₫ total

includes taxes & fees

24 Jun - 25 Jun

Madison Beach Hotel

Madison Center

Bevin

15.109.470 ₫ total

includes taxes & fees

14 Jun - 15 Jun

Journey East Hampton

East Hampton North

Dan

19.506.679 ₫ total

includes taxes & fees

24 Jun - 25 Jun

Topping Rose House

Bridgehampton

Ming Da

24.323.225 ₫ total

includes taxes & fees

14 Jun - 15 Jun

Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Canoe Place Inn and Cottages

Hampton Bays

Micheal

22.799.081 ₫ total

includes taxes & fees

24 Jun - 25 Jun

The Maidstone

East Hampton

raje

20.688.995 ₫ total

includes taxes & fees

15 Jun - 16 Jun

Beach nearby, white sand, sun-loungers, beach umbrellas

The Roundtree, Amagansett

Amagansett North

Glenn

31.394.904 ₫ total

includes taxes & fees

11 Jun - 12 Jun

Faraway Sag Harbor

Sag Harbor

Michael

24.321.221 ₫ total

includes taxes & fees

11 Jun - 12 Jun

Silver Sands Motel & Beach Bungalows

Greenport

Timothy

15.642.653 ₫ total

includes taxes & fees

16 Jun - 17 Jun

The 1770 House Restaurant & Inn

East Hampton

Lisa

23.801.531 ₫ total

includes taxes & fees

14 Jun - 15 Jun

Canoe Place Waterfront Residences

Hampton Bays

The Farmhouse Bed and Breakfast

Cutchogue

Valentine

434 on Main

Amagansett North

David

Miss Anna James Room | Individually decorated, individually furnished, iron/ironing board

James Pharmacy Bed & Breakfast

Old Saybrook Center

"The fireplace was lovely and the room was cozy and attractive. The bathroom was spacious and clean, however we weren’t able to locate any extra t.p. I would advise people that the staircase going up to the rooms is quite steep. We were able to manage ok, but anyone with difficulty with stairs would have a challenge. The breakfast voucher for breakfast was great and we enjoyed a lovely meal. We also had a wonderful time at The Kate at a Blues concert. Overall, very satisfied with our overnight...

pamela

The Baker House 1650

East Hampton

Marcelle

East Hampton Art House Bed & Breakfast

Clearwater Beach

IVAN

Villa, 3 Bedrooms, Pets allowed, Pool View | Exterior

Serenity at Shorewood

East Hampton

PinkWood PlayHouse

East Hampton

Jedediah Hawkins Inn

Jamesport

OMAR

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Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Cutchogue.

Mill House Inn

31 North Main Street East Hampton NY

18.410.199 ₫

28.100.692 ₫ total

15 Jun - 16 Jun

includes taxes & fees

9/10 Wonderful! (85 reviews)

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Pool Spa Hot tub Breakfast included Waterpark

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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

The Pridwin Hotel

10/10 Excellent

"We had an absolutely enchanting long weekend at the Pridwin. This beautifully appointed property exudes timeless elegance, with thoughtful touches that made us feel truly pampered from the moment the staff reached out to us long before our stay. The complimentary breakfast, in-room snacks and drinks, outdoor fire pits with rocking chairs, and cozy nights spent by the fireplace with bar service turned our visit into a heartfelt home away from home — far warmer and more inviting than any sterile hotel experience. The outdoor heated pool was simply divine, backed by attentive and friendly service that made every swim a pleasure. Shelter Island offers the perfect backdrop for adventure and relaxation — exploring nearby vineyards to the north, or heading south by ferry to Sag Harbor and the broader Hamptons — all while knowing you can retreat each evening to this quiet, serene haven. A special shoutout to Tony, the bartender, whose genuine warmth and friendliness made us feel so welcome every time we crossed paths. Not to mention, he crafts exquisite cocktails and martinis that truly elevated our evenings."