Hotels in Wainscott Woods

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Check prices for these dates

Tonight
Jan 28 - Jan 29
Tomorrow
Jan 29 - Jan 30
This weekend
Jan 30 - Feb 1
Next weekend
Feb 6 - Feb 8

Where to stay in Wainscott Woods?

Exterior
Wainscott Woods Retreat
Wainscott Woods Retreat
2.5 star property
Wainscott
7.0 out of 10, Good, (9 reviews)
  • cleanliness
    Escape to a serene golf-side sanctuary with a seasonal outdoor pool in Wainscott.
The price is $285
$326 total
includes taxes & fees
Feb 1 - Feb 2
Wainscott Woods Retreat
Property entrance
The Sagaponack
The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (222 reviews)
  • cleanliness
    Boutique B&B with seasonal pool, minutes from The Hamptons Beaches and wineries.
The price is $152
$214 total
includes taxes & fees
Feb 26 - Feb 27
The Sagaponack
Front of property - evening/night
Mill House Inn
Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (78 reviews)
  • cleanliness
    Luxurious B&B retreat minutes from East Hampton beaches with gourmet breakfast.
The price is $250
$314 total
includes taxes & fees
Feb 3 - Feb 4
Mill House Inn
Property entrance
The Maidstone
The Maidstone
4.0 star property
East Hampton
8.0 out of 10, Very Good, (150 reviews)
  • cleanliness
    Hamptons boutique hotel with free bikes minutes from beautiful beaches.
The price is $178
$203 total
includes taxes & fees
Feb 1 - Feb 2
The Maidstone
2 restaurants, American cuisine
The 1770 House Restaurant & Inn
The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (162 reviews)
  • cleanliness
    Experience a culinary retreat in the heart of East Hampton, just minutes from the sea.
The price is $295
$403 total
includes taxes & fees
Jan 29 - Jan 30
The 1770 House Restaurant & Inn
Building design
Sag Harbor Inn
Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (582 reviews)
  • cleanliness
    Situated on the serene harbor with easy access to The Hamptons beaches.
The price is $205
$234 total
includes taxes & fees
Feb 15 - Feb 16
Sag Harbor Inn
View from property
Journey East Hampton
Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (162 reviews)
  • cleanliness
    Experience a tranquil escape just minutes from The Hamptons Beaches.
The price is $185
$232 total
includes taxes & fees
Feb 2 - Feb 3
Journey East Hampton
Outdoor pool
Topping Rose House
Topping Rose House
4.5 star property
Bridgehampton
9.2 out of 10, Wonderful, (140 reviews)
  • cleanliness
    Experience panoramic views from the rooftop terrace at this luxurious Bridgehampton retreat.
The price is $595
$683 total
includes taxes & fees
Jan 29 - Jan 30
Topping Rose House
Beach nearby, white sand, sun loungers, beach umbrellas
The Roundtree, Amagansett
The Roundtree, Amagansett
4.5 star property
Amagansett North
10.0 out of 10, Exceptional, (92 reviews)
  • cleanliness
    Exclusive Hamptons retreat with beach access and complimentary breakfast.
The price is $594
$713 total
includes taxes & fees
Jan 29 - Jan 30
The Roundtree, Amagansett
Bar (on property)
Bridgehampton Inn
Bridgehampton Inn
3.5 star property
Bridgehampton
9.4 out of 10, Exceptional, (221 reviews)
  • cleanliness
    Stay at this charming inn near Bridgehampton Station, perfect for exploring East Hampton.
The price is $299
$342 total
includes taxes & fees
Jan 29 - Jan 30
Bridgehampton Inn
Interior detail
Harpoon House
Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very Good, (148 reviews)
  • cleanliness
    Unwind in style at this coastal B&B, just minutes from Southampton beaches.
The price is $169
$193 total
includes taxes & fees
Jan 29 - Jan 30
Harpoon House
Desk, free WiFi, bed sheets
Southampton Long Island Hotel
Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (206 reviews)
  • cleanliness
    Enjoy seaside charm near The Hamptons Beaches with free WiFi and parking.
The price is $105
$125 total
includes taxes & fees
Jan 29 - Jan 30
Southampton Long Island Hotel
Breakfast, lunch, brunch served; local cuisine
Southampton Inn
Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (555 reviews)
  • cleanliness
    Beachside Tudor inn with a seasonal pool and multiple bars just minutes from the shore.
The price is $200
$245 total
includes taxes & fees
Jan 29 - Jan 30
Southampton Inn
View from property
House on Chase Creek
House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (80 reviews)
  • cleanliness
    Beautiful waterfront guesthouse on Shelter Island with golf course access.
The price is $104
$119 total
includes taxes & fees
Jan 29 - Jan 30
House on Chase Creek
Restaurant
Hamlet Inn
Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (448 reviews)
  • cleanliness
    Experience Southampton with easy beach access and seasonal outdoor pool.
The price is $86
$112 total
includes taxes & fees
Feb 10 - Feb 11
Hamlet Inn
Exterior
The Rams Head Inn
The Rams Head Inn
4.0 star property
Shelter Island Heights
7.6 out of 10, Good, (18 reviews)
The price is $395
$451 total
includes taxes & fees
Jan 31 - Feb 1
The Rams Head Inn
Lobby lounge
The Harbor Front Inn
The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (563 reviews)
  • cleanliness
    Quaint waterfront escape with bay views and steps to Greenport's charming downtown.
The price is $126
$172 total
includes taxes & fees
Jan 29 - Jan 30
The Harbor Front Inn
Exterior
The Shoals Suites and Slips
The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (238 reviews)
  • cleanliness
    Contemporary bay stay with complimentary bikes and a welcoming lounge.
The price is $162
$185 total
includes taxes & fees
Jan 29 - Jan 30
The Shoals Suites and Slips
Reception
The Bentley Hotel Southampton
The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (432 reviews)
  • cleanliness
    Enjoy Long Island luxury close to The Hamptons Beaches and Cooper's Beach.
The price is $109
$126 total
includes taxes & fees
Feb 8 - Feb 9
The Bentley Hotel Southampton
Terrace/patio
American Beech Hotel
American Beech Hotel
3.5 star property
Greenport
8.8 out of 10, Excellent, (195 reviews)
  • cleanliness
    Charming Greenport inn with free bicycles, breakfast, and a garden restaurant.
The price is $155
$217 total
includes taxes & fees
Jan 29 - Jan 30
American Beech Hotel
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.
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Learn more about Wainscott Woods

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

See all hotels in Wainscott Woods
If I could only "Trove" a smell. Delicious scones and brioches (cinnamon butter and chocolate chip options), etc.
Photo by Miriam Marcus
Open Photo by Miriam Marcus

Check out reviews of Wainscott Woods hotels guests love

Montauk Manor

Montauk Manor

10/10 Excellent
"Everyone was perfect for our stay at the Montauk Manor!!! The lobby is beautiful and clean. The staff was friendly and very welcoming. We enjoyed massages with Amy, which I highly recommend. Breakfast was delicious at Monte’s (restaurant in the lobby). We loved our room it was immaculate and had everything we needed for a perfect weekend getaway!! We are looking forward to returning again in the spring. "
Phyllis 2-night trip
Posted 2 days ago
Montauk Manor

Frequently asked questions

What hotels do travelers recommend in Wainscott Woods?
Guests like The Sagaponack, Journey East Hampton and 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.