Hotels in Wainscott Woods

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Wainscott Woods Retreat
Wainscott Woods Retreat
2.5 star property
Wainscott
7.0 out of 10, Good, (9 reviews)
This tranquil retreat sits adjacent to a golf course and near Wolffer Estates Vineyard. Enjoy complimentary WiFi and parking while relaxing in the seasonal outdoor pool. A garden and terrace create perfect spots for unwinding after exploring SagPond Vineyards.
The price is $650
$743 total
includes taxes & fees
Apr 30 - May 1
Wainscott Woods Retreat
The Sagaponack
The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (251 reviews)
Escape to this charming Wainscott B&B offering a refreshing seasonal outdoor pool and complimentary WiFi and parking. Just a 5-minute drive from stunning Hamptons Beaches and Wolffer Estates Vineyard, with attentive staff praised by past guests.
The price is $229
$297 total
includes taxes & fees
May 4 - May 5
The Sagaponack
The 1770 House Restaurant & Inn
The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (164 reviews)
This charming inn offers American cuisine at its renowned restaurant, with a cozy bar/lounge for evening relaxation. Free WiFi and parking enhance your stay while Guild Hall and Mulford Farm await nearby exploration.
The price is $374
$511 total
includes taxes & fees
May 3 - May 4
The 1770 House Restaurant & Inn
A Room At The Beach
A Room At The Beach
3.0 star property
Bridgehampton
9.2 out of 10, Wonderful, (92 reviews)
Escape to this tranquil Hamptons motel where the outdoor pool invites endless relaxation. Borrow free bicycles to explore nearby beaches or walk to Bridgehampton Station. The Hamptons Beaches and Natural History Museum are just minutes from your 24-hour attended haven.
The price is $329
$376 total
includes taxes & fees
Apr 30 - May 1
A Room At The Beach
Topping Rose House
Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (149 reviews)
Indulge in hot stone massages at the full-service spa or savor meals at Topping Rose restaurant. Just a 13-minute walk from Bridgehampton Station with an outdoor pool, fitness center, and bar for a complete luxury escape.
The price is $585
$672 total
includes taxes & fees
Apr 30 - May 1
Topping Rose House
The Maidstone
The Maidstone
4.0 star property
East Hampton
8.0 out of 10, Very Good, (157 reviews)
Escape to The Hamptons in style at this East Hampton boutique hotel. Borrow complimentary bikes to explore or catch the beach shuttle to nearby shores. After sandy adventures, unwind in the garden or sip drinks at the on-site bar.
The price is $348
$397 total
includes taxes & fees
Apr 30 - May 1
The Maidstone
The Huntting Inn
The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (105 reviews)
Escape to this historic inn featuring Italian cuisine at The Palm restaurant and relaxing garden spaces. Just minutes from Osborn-Jackson House Museum and local beaches, with free breakfast, WiFi, and parking for a hassle-free Hamptons experience.
The price is $431
$503 total
includes taxes & fees
May 12 - May 13
The Huntting Inn
Mill House Inn
Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (83 reviews)
Wake up to a complimentary cooked-to-order breakfast at this luxury B&B near The Hamptons Beaches. Adventure seekers can explore nearby hiking trails and kayaking spots, while free WiFi and parking add convenience for trips to Old Hook Mill.
The price is $375
$471 total
includes taxes & fees
Apr 30 - May 1
Mill House Inn
Sag Harbor Inn
Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (605 reviews)
Wake up to complimentary breakfast at this waterfront hotel, just moments from Sag Harbor Whaling Museum. The outdoor pool offers refreshing relaxation after exploring nearby attractions. Free WiFi and parking enhance the value, while the attentive staff ensures a memorable stay.
The price is $225
$257 total
includes taxes & fees
Apr 30 - May 1
Sag Harbor Inn
Journey East Hampton
Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (171 reviews)
Bask in East Hampton charm at this hotel offering complimentary breakfast and bicycles. A seasonal outdoor pool awaits after exploring nearby Atlantic Double Dunes Preserve or Amelia Cottage Museum. The coffee shop and garden create a peaceful retreat within 2 minutes of Amagansett Station.
The price is $266
$334 total
includes taxes & fees
May 10 - May 11
Journey East Hampton
East Hampton House Resort
East Hampton House Resort
3.0 star property
East Hampton North
9.0 out of 10, Wonderful, (298 reviews)
Discover seaside serenity at this East Hampton retreat with a seasonal outdoor pool and fitness center. Just a short drive from Amagansett Station, this hotel offers easy beach access plus garden views and a terrace. Rooms include convenient refrigerators and microwaves.
The price is $216
$269 total
includes taxes & fees
Apr 30 - May 1
East Hampton House Resort
EHP Resort & Marina
EHP Resort & Marina
3.5 star property
East Hampton
7.4 out of 10, Good, (9 reviews)
This waterfront hotel in East Hampton offers a marina, seasonal outdoor pool with bar, and two restaurants including Sí Sí serving Mediterranean cuisine. Near Three Mile Harbor with convenient access to Amagansett Station, rooms include refrigerators and microwaves.
The price is $374
$470 total
includes taxes & fees
Apr 30 - May 1
EHP Resort & Marina
The Reform Club
The Reform Club
2.0 star property
Amagansett North
10.0 out of 10, Exceptional, (2 reviews)
Nestled in Amagansett, this tranquil hotel offers free breakfast, WiFi and valet parking. Pamper yourself with deep-tissue massages or explore nearby attractions using complimentary bike rentals. The beach shuttle makes coastal visits effortless.
The price is $813
$1,003 total
includes taxes & fees
May 18 - May 19
The Reform Club
The Roundtree, Amagansett
The Roundtree, Amagansett
4.5 star property
Amagansett North
10.0 out of 10, Exceptional, (94 reviews)
Immerse yourself in luxury at this Amagansett gem near The Hamptons Beaches. Enjoy free continental breakfast, WiFi, parking, and bike rentals for exploring nearby trails. Just a 10-minute walk from Amagansett Station and close to local attractions.
The price is $794
$953 total
includes taxes & fees
May 3 - May 4
The Roundtree, Amagansett
Harpoon House
Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very Good, (150 reviews)
Escape to Harpoon House, where 3 stylish bars and a charming café await after a day at nearby Hamptons beaches. Free WiFi and parking complement this retreat, with Southampton Station and local museums just a short walk away.
The price is $276
$316 total
includes taxes & fees
Apr 30 - May 1
Harpoon House
Southampton Village Motel
Southampton Village Motel
2.5 star property
Southampton
9.2 out of 10, Wonderful, (54 reviews)
The price is $467
$533 total
includes taxes & fees
May 17 - May 18
Southampton Village Motel
Southampton Inn
Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (565 reviews)
Unwind at this peaceful Hamptons retreat near Southampton's shops and beaches. The seasonal pool, 2 bars, tennis court, and local cuisine at Claude's restaurant create the perfect base for exploring. Enjoy free WiFi just minutes from Agawam Park.
The price is $220
$268 total
includes taxes & fees
Apr 30 - May 1
Southampton Inn
Capri
Capri
3.5 star property
Southampton
6.6 out of 10, (246 reviews)
This Hamptons hotel offers complimentary continental breakfast, WiFi, and parking. Relax in the seasonal outdoor pool or garden terrace. North Main Street Historic District and Southampton Historical Museum are nearby, with MacArthur Airport 48 minutes away.
The price is $549
$666 total
includes taxes & fees
May 3 - May 4
Capri
Southampton Long Island Hotel
Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (210 reviews)
Dive into vacation mode at this Southampton retreat, just a 10-minute drive from Cooper's Beach. After exploring nearby attractions, cool off in the outdoor pool. Complimentary WiFi and self parking enhance your coastal escape.
The price is $147
$176 total
includes taxes & fees
May 28 - May 29
Southampton Long Island Hotel
Shelter Island House
Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very Good, (57 reviews)
Tucked away in Shelter Island Heights, this golf-adjacent hotel offers a seasonal outdoor pool and rejuvenating massage services. Enjoy cocktails at the poolside bar, grab bites at the restaurant or deli, then explore nearby Sunset Beach and Shelter Island Country Club.
The price is $201
$230 total
includes taxes & fees
May 17 - May 18
Shelter Island House
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 Wainscott Woods

The region around Wainscott Woods is home to attractions such as Wolffer Estates Vineyard and Georgica Beach.

Photo by Miriam Marcus
Open Photo by Miriam Marcus

Check out reviews of Wainscott Woods hotels guests love

Frequently asked questions

What hotels do travelers recommend in Wainscott Woods?
Can I book a refundable accommodation in Wainscott Woods?
If you want the flexibility to change your travel plans to Wainscott Woods, most accommodations offer refundable* rates you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where should I stay in Wainscott Woods if I want a budget-friendly accommodation?
An inexpensive option worth considering is Wainscott Woods Retreat.
Where can I stay in Wainscott Woods if I want a vacation rental instead of a traditional hotel?
If you're looking for a good alternative to a hotel, browse our selection of 20 vacation homes.
What will the weather in Wainscott Woods be like during my vacation?
August and July are typically the warmest months in Wainscott Woods when the average temp is 70°F. January and February are the coldest months when the average temperature is 38°F. October and December are the months with the most rain.
Why should I book my Wainscott Woods hotel with Hotels.com?
There are lots of reasons to book your Wainscott Woods trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.