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Our top choices for Wainscott Woods hotels

Exterior

Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
Wainscott
7.0 out of 10, Good, (9 reviews)
  • cleanliness
    Escape to a golf retreat with poolside relaxation in scenic Wainscott.
"Newly Renovated and extremely clean, well kept, and inviting rooms. Staff could not be nicer and more accommodating. Location is ideally situated close to lots of shops, Goldbergs for bagels, East Hampton Beaches etc. Highly recommend this accommodation to anyone staying in the area."
United States
Ivan
The price is ￥45,155
￥51,590 total
includes taxes & fees
Feb 1 - Feb 2
Wainscott Woods Retreat
Deluxe Double Room, 1 King Bed, City View | In-room safe, individually decorated, individually furnished, desk

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.2 out of 10, Good, (70 reviews)
  • cleanliness
    Located close to Hampton Bays Station, this hotel offers beachside relaxation and local charm.
"Loved the 2 bar options on the property."
United States
Jennifer
Hampton Bays Hotel on Main
Beach nearby

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (105 reviews)
  • cleanliness
    Picturesque East Hampton B&B with an Italian restaurant and garden escape.
"Inn has been newly renovated. Room was spotless. Staff were wonderful. Had an excellent stay. Highly recommend! "
United States
Valerie
The price is ￥68,238
￥79,545 total
includes taxes & fees
Feb 3 - Feb 4
The Huntting Inn
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas

Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
4.0 star property
Hampton Bays
9.8 out of 10, Exceptional, (60 reviews)
  • cleanliness
    Escape to Canoe Place Inn, an elegant Hampton Bays retreat with marina access.
"Amazing property. Really enjoyed our stay."
United States
Dave
Canoe Place Inn and Cottages
Bar (on property)

The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (688 reviews)
  • cleanliness
    Unwind at this Hampton Bays motel with a seasonal pool and international dining.
"Great place to stay"
United States
Mitchell
The Hampton Maid
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
    Experience coastal charm at this luxurious B&B near The Hamptons Beaches.
"the rooms are outdated and the front desk staff was overbearing the location is great but it’s noisy the breakfast was awesome as was the chef "
United States
Sharon
The price is ￥39,548
￥49,702 total
includes taxes & fees
Jan 29 - Jan 30
Mill House 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
    Unwind at this East Hampton retreat with free bikes and seasonal pool access.
"Amazing stay"
United States
Liana
The price is ￥29,186
￥36,680 total
includes taxes & fees
Jan 26 - Jan 27
Journey East Hampton
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 oceanfront elegance at this East Hampton inn with dining and garden.
"The staff was incredibly genuine and the property felt intimate and comfortable."
United States
Aniya
The price is ￥46,666
￥63,798 total
includes taxes & fees
Jan 22 - Jan 23
The 1770 House Restaurant & Inn
Property entrance

The Maidstone

The Maidstone
4.0 star property
East Hampton
8.0 out of 10, Very Good, (150 reviews)
  • cleanliness
    Boutique Hamptons retreat offers garden setting and breakfast near the beach.
"We had a wonderful stay "
United States
Sabrina
The price is ￥27,542
￥31,466 total
includes taxes & fees
Jan 22 - Jan 23
The Maidstone
Private kitchen

Canoe Place Waterfront Residences

Canoe Place Waterfront Residences
4.0 star property
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is ￥189,726
￥229,767 total
includes taxes & fees
Jan 22 - Jan 23
Canoe Place Waterfront Residences
Reception

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (429 reviews)
  • cleanliness
    Relaxing Southampton getaway with a seasonal pool and minutes from beaches.
"Adorable boutique hotel with charming unique touches. "
United States
Mary
The price is ￥18,212
￥20,966 total
includes taxes & fees
Jan 29 - Jan 30
The Bentley Hotel Southampton
Lobby lounge

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (562 reviews)
  • cleanliness
    Enjoy picturesque views by the bay at this boutique hotel with a seasonal pool.
"Everything was Great Immaculate hotel very good location sraff was great"
United States
latoya
The price is ￥21,219
￥28,761 total
includes taxes & fees
Jan 25 - Jan 26
The Harbor Front Inn
Interior

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (15 reviews)
  • cleanliness
    Explore Southold's vineyards from this charming B&B with a seasonal pool.
"Wonderful stay"
United States
Judy
Vine & Sand
Resort view

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very Good, (607 reviews)
  • cleanliness
    Modern beach escape with ocean views, seasonal pool, and American cuisine.
"Nice place"
United States
Mateusz
The price is ￥21,218
￥28,761 total
includes taxes & fees
Jan 27 - Jan 28
Sound View Greenport
Beach bar

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (144 reviews)
  • cleanliness
    Seaside retreat on the bay with spa services and 3 restaurants to enjoy views.
"Everything was excellent, best hotel on the north fork. "
United States
Dan
Silver Sands Motel & Beach Bungalows
Terrace/patio

American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
8.8 out of 10, Excellent, (195 reviews)
  • cleanliness
    Classic Greenport inn with complimentary bikes and dining on-site.
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
The price is ￥26,386
￥36,474 total
includes taxes & fees
Jan 22 - Jan 23
American Beech Hotel
Property entrance

The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (175 reviews)
"Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! "
United States
Cory
The price is ￥38,298
￥50,084 total
includes taxes & fees
Feb 19 - Feb 20
The Menhaden
Exterior

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (296 reviews)
  • cleanliness
    Pedal through historic Greenport from this boutique hotel with complimentary bikes.
"Quiet yet situated right in the heart of Greenport."
United States
Andrew
Zey Hotel
Interior detail

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very Good, (148 reviews)
  • cleanliness
    Unwind at this cozy B&B moments from Southampton's pristine beaches.
"Great spot!"
United States
Keith
Harpoon House
Breakfast, lunch, brunch served; local cuisine

Southampton Inn

Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (554 reviews)
  • cleanliness
    Perfect beachside retreat in Southampton with poolside lounging and outdoor courts.
"Beautiful small hotel with lots of parking , beautiful area "
United States
David
The price is ￥31,638
￥38,723 total
includes taxes & fees
Jan 22 - Jan 23
Southampton Inn
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

Check out Wolffer Estates Vineyard and Georgica Beach—just a couple of the sights around Wainscott Woods.

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

Top Wainscott Woods Hotel Reviews

The Shoals Suites and Slips

The Shoals Suites and Slips

10/10 Excellent
"The streaming TV service was confusing "
Peter 1-night trip
Posted 3 days ago
The Shoals Suites and Slips

More cheap stays in Wainscott Woods

Hamlet Inn

Hamlet Inn

300 Montauk Highway Southampton NY
The price is ￥13,668 per night from Jan 22 to Jan 23
￥13,668
￥17,665 total
Jan 22 - Jan 23
includes taxes & fees
8.4/10 Very Good! (448 reviews)

Frequently asked questions

What's the best place for a stay in Wainscott Woods?
Located 14.3 mi (22.9 km) from the heart of Wainscott Woods, Gurney's Montauk Resort & Seawater Spa is a top choice for your stay based on our traveler data. Other good choices for your stay in the area are Montauk Blue Hotel and Offshore Montauk. See all available top hotels, or vacation rentals in Wainscott Woods.
What's the top vacation rental that Wainscott Woods has to offer?
Summer 2026 Now Available! Grab an amazing property in the heart of the Hamptons: You might want to consider this vacation home rental near Wainscott Woods, which is located near the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a garden, and a selection of games so you can immerse yourself in your vacation. See all vacation rentals in Wainscott Woods.
If I need to cancel my hotel reservation in Wainscott Woods, will I receive a refund?
Yes! The majority of room reservations are fully refundable if cancelled prior to the hotel's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a non-refundable reservation, you might be able to still cancel and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Wainscott Woods.
Where can I learn more about changing or cancelling my trip to Wainscott Woods?
For additional details about picking new dates or cancelling your trip to Wainscott Woods, go to https://www.expedia.com/service/.
What's the best pet-friendly place to stay in Wainscott Woods?
380 Inn is a top hotel for people traveling with their pets, and offers free newspapers and in-room kitchenettes for its human guests. See more pet-friendly hotel accommodations in Wainscott Woods.
What are some hotels with pools in Wainscott Woods?
Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool, and a private beach. Montauk Blue Hotel and Offshore Montauk are a couple of other choices that feature an onsite pool. View all hotels with pools in Wainscott Woods.
What's it like staying in Wainscott Woods?
Visitors to Wainscott Woods are sure to find plenty to explore and enjoy. In Wainscott Woods, there are 23 hotels and other accommodations to choose from. Find out more about Wainscott Woods.
What should I see while I'm in Wainscott Woods?
Places to visit in the wider area include Wolffer Estates Vineyard, Georgica Beach, and The Jewish Center of the Hamptons. You'll also find East Hampton Main Beach and Guild Hall in the area. Check out what more to see and do in Expedia's Wainscott Woods guide.
What's the weather like in Wainscott Woods?
The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Wainscott Woods is 57 inches.

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