Hotels in Wainscott Woods

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The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (277 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 $585
$719 total
includes taxes & fees
Aug 2 - Aug 3
The Sagaponack

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (649 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 $509
$582 total
includes taxes & fees
Jul 26 - Jul 27
Sag Harbor Inn

A Room At The Beach

A Room At The Beach
3.0 star property
Bridgehampton
9.2 out of 10, Wonderful, (96 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 $650
$743 total
includes taxes & fees
Jul 26 - Jul 27
A Room At The Beach

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (360 reviews)
Stylish rooms in this boutique hotel offer a peaceful retreat after exploring the harbor. Unwind with a drink at the bar, grab a bite at the coffee shop, or bike to nearby Greenport Harbor Brewing Company and Farmers' Market.
The price is $270
$308 total
includes taxes & fees
Jul 28 - Jul 29
Zey Hotel

The Maidstone

The Maidstone
4.0 star property
East Hampton
8.2 out of 10, Very Good, (166 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 $607
$728 total
includes taxes & fees
Aug 16 - Aug 17
The Maidstone

East Hampton House Resort

East Hampton House Resort
3.0 star property
East Hampton North
9.0 out of 10, Wonderful, (320 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 $504
$603 total
includes taxes & fees
Aug 11 - Aug 12
East Hampton House Resort

The Hedges Inn

The Hedges Inn
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (74 reviews)
The price is $699
$858 total
includes taxes & fees
Jul 26 - Jul 27
The Hedges Inn

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (494 reviews)
This charming Southampton motel offers a refreshing seasonal pool and garden terrace just minutes from Cooper's Beach. Enjoy room conveniences like refrigerators and microwaves after exploring nearby hiking trails or trying kayaking adventures. Free WiFi and parking complete your Hamptons getaway.
The price is $247
$319 total
includes taxes & fees
Aug 3 - Aug 4
Hamlet Inn

Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (154 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 $986
$1,129 total
includes taxes & fees
Aug 2 - Aug 3
Topping Rose House

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.4 out of 10, Good, (94 reviews)
Just a 5-minute drive from The Hamptons Beaches, this hotel offers 2 bars/lounges and free WiFi. Only a 3-minute walk from Hampton Bays Station and close to Good Ground Park and Regal UA Hampton Bays for local entertainment.
The price is $148
$169 total
includes taxes & fees
Aug 11 - Aug 12
Hampton Bays Hotel on Main

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (120 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 $602
$698 total
includes taxes & fees
Aug 23 - Aug 24
The Huntting Inn

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (218 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 $299
$357 total
includes taxes & fees
Jul 27 - Jul 28
Southampton Long Island Hotel

Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (297 reviews)
Immerse in coastal charm at this Sag Harbor retreat where massages await after beach days. The seasonal outdoor pool offers refreshment while the fitness center keeps routines intact. Friendly staff ensure a memorable stay near historical museums.
The price is $950
$1,194 total
includes taxes & fees
Jul 26 - Jul 27
Faraway Sag Harbor

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (188 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 $680
$854 total
includes taxes & fees
Aug 9 - Aug 10
Journey East Hampton

Southampton Village Motel

Southampton Village Motel
2.5 star property
Southampton
9.2 out of 10, Wonderful, (55 reviews)
The price is $428
$489 total
includes taxes & fees
Aug 23 - Aug 24
Southampton Village Motel

Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very Good, (61 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 $316
$361 total
includes taxes & fees
Aug 6 - Aug 7
Shelter Island House

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.6 out of 10, Excellent, (780 reviews)
Steps from Riverhead's renowned vineyards, this welcoming motel offers free WiFi and complimentary parking. The 24-hour front desk ensures convenience while clean, comfortable rooms provide a relaxing base to explore nearby Westhampton beaches.
The price is $181
$207 total
includes taxes & fees
Jul 26 - Jul 27
Shorewood Inn

The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (42 reviews)
Wake to island tranquility at this Shelter Island Heights hotel with premium bedding. Near Shelter Island Country Club and Sunset Beach, this refined retreat offers free WiFi and parking. Convenient to Greenport Station for day trips.
The price is $425
$486 total
includes taxes & fees
Jul 26 - Jul 27
The Chequit

Ocean View Terrace Inn

Ocean View Terrace Inn
2.0 star property
Hampton Bays
8.6 out of 10, Excellent, (128 reviews)
Discover coastal charm at this Hampton Bays motel, just minutes from Cooper's Beach. Unwind with deep-tissue massages after exploring nearby attractions, then cool off in the seasonal outdoor pool. Enjoy complimentary breakfast, WiFi, and parking.
The price is $258
$370 total
includes taxes & fees
Aug 5 - Aug 6
Ocean View Terrace Inn

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (301 reviews)
Dive into waterside charm at this Southold retreat on the bay. Located near The Old Field Vineyards and Crescent Beach, the hotel offers free WiFi, bicycles, and a cafe/bar lounge. Travelers consistently praise the helpful staff for enhancing their stay experience.
The price is $413
$497 total
includes taxes & fees
Jul 26 - Jul 27
The Shoals Suites and Slips
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 The Hamptons Beaches and Wolffer Estates Vineyard.

Brioche buns with chocolate chips priced at $3.50.
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?
Guests like Sag Harbor Inn.
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 18 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.