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Check prices for these dates

Next weekend
May 29 - May 31
In two weeks
Jun 5 - Jun 7

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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)
"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 NT$26,979
NT$30,823 total
includes taxes & fees
May 25 - May 26
Wainscott Woods Retreat
Exterior

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
4.0 star property
Montauk
8.4 out of 10, Very Good, (783 reviews)
"Every thing was amazing food and drinks to the fire pits on the terrace area"
United States
John
The price is NT$19,721
NT$27,038 total
includes taxes & fees
Jun 1 - Jun 2
Gurney's Montauk Resort & Seawater Spa
Exterior

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very Good, (750 reviews)
"Easy to park Check-in out was smooth Free breakfast was plus. "
United States
Atsuko
The price is NT$2,658
NT$3,037 total
includes taxes & fees
May 27 - May 28
Shorewood Inn
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, (76 reviews)
"Spent a night here for my girlfriends birthday and it was just what the Dr ordered. The room was cozy with a humongous bathroom, GREAT SHOWER PRESSURE,plenty of windows,oh and we had a few cool options on nearby places to eat. Definitely coming back in the summer."
United States
Steven
The price is NT$5,216
NT$5,959 total
includes taxes & fees
Jun 3 - Jun 4
Hampton Bays Hotel on Main
Bar (on property)

The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.2 out of 10, Wonderful, (702 reviews)
"Great place to stay"
United States
Mitchell
The price is NT$6,863
NT$7,841 total
includes taxes & fees
Jun 8 - Jun 9
The Hampton Maid
Building design

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (615 reviews)
"Beautiful hotel facing the harbor with courteous service and staff. "
United States
Alphonso
The price is NT$13,537
NT$15,466 total
includes taxes & fees
Jun 22 - Jun 23
Sag Harbor Inn
Exterior

Breakers Montauk

Breakers Montauk
3.0 star property
Montauk
8.6 out of 10, Excellent, (189 reviews)
"Great location and perfect costal vibe would stay here anytime!"
United States
Emma
The price is NT$3,033
NT$4,494 total
includes taxes & fees
May 25 - May 26
Breakers Montauk
Restaurant

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (477 reviews)
"Cute property"
United States
sabrina
The price is NT$3,805
NT$4,918 total
includes taxes & fees
May 26 - May 27
Hamlet Inn
Reception

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (502 reviews)
"From check in check out , friendly staff, beautiful property & right in the middle of it all"
United States
Alexandra
The price is NT$6,279
NT$7,963 total
includes taxes & fees
May 27 - May 28
The Bentley Hotel Southampton
Exterior

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (306 reviews)
"amazing stay! "
United States
Lauren
The price is NT$6,390
NT$7,300 total
includes taxes & fees
May 26 - May 27
Zey Hotel
Flat-screen TV

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (18 reviews)
"Great stay & great staff!"
United States
James
The price is NT$8,094
NT$9,247 total
includes taxes & fees
May 25 - May 26
North Fork Resort
Desk, free WiFi, bed sheets

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (210 reviews)
The price is NT$4,891
NT$5,832 total
includes taxes & fees
May 26 - May 27
Southampton Long Island Hotel
Terrace/patio

The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (85 reviews)
"Beautiful, calm and serene. What a nostalgic experience. We’re going back next weekend. A perfect weekend getaway from manhattan "
United States
Rita
The price is NT$10,630
NT$13,359 total
includes taxes & fees
May 28 - May 29
The Pridwin Hotel
Condo | Terrace/patio

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (253 reviews)
"Convenient parking and proximity to all."
United States
Rosemaria
The price is NT$7,064
NT$9,442 total
includes taxes & fees
Jun 21 - Jun 22
Cliffside Resort Condominiums
Outdoor dining

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (165 reviews)
"Beautiful property, we had a wonderful stay. Staff were very friendly and helpful, and the location is an easy walk to shops and restaurants."
United States
Lisa
The price is NT$20,865
NT$28,524 total
includes taxes & fees
May 25 - May 26
The 1770 House Restaurant & Inn
Ocean View 2 Queens | Premium bedding, down comforters, pillowtop beds, blackout drapes

Offshore Montauk

Offshore Montauk
4.0 star property
Montauk
9.4 out of 10, Exceptional, (132 reviews)
"Very nice rooms! Clean and the location is great! "
United States
Jeremy
The price is NT$7,071
NT$11,684 total
includes taxes & fees
Jun 8 - Jun 9
Offshore Montauk
Lobby lounge

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (603 reviews)
"Friendly staff clean rooms and very nice views of the harbor. Breakfast was a nice touch. Will stay again."
United States
ray
The price is NT$8,491
NT$11,323 total
includes taxes & fees
May 28 - May 29
The Harbor Front Inn
Interior detail

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very Good, (151 reviews)
"Parking was easy and secure. Check in was simple. Room was clean. Location to town center was great. Disappointed that restaurant wasn’t open for breakfast and in-room coffee machine unsatisfactory. Overall I was satisfied. "
United States
Kathie
The price is NT$8,204
NT$9,373 total
includes taxes & fees
May 25 - May 26
Harpoon 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, (94 reviews)
"Thank you to the crew at The Roundtree for making our stay memorable! This is our second stay, so we couldn't turn down the evening smores by the fire and delivered warm cookies for a late night snack. The grounds and room were so beautiful. We will be back."
United States
Glenn
The price is NT$31,363
NT$37,624 total
includes taxes & fees
Jun 7 - Jun 8
The Roundtree, Amagansett
Beach nearby, sun loungers, beach umbrellas, beach towels

Aqualina Inn Montauk

Aqualina Inn Montauk
2.5 star property
Downtown Montauk
9.6 out of 10, Exceptional, (498 reviews)
"Pretty typical refurbished motel in a beach town. One block away from beach - five minute walk to get coffee or grab and go type food. Hot water in shower was a bit erratic, as was the wifi."
United States
Jason
The price is NT$3,944
NT$4,507 total
includes taxes & fees
May 25 - May 26
Aqualina Inn Montauk
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
Photo by Miriam Marcus
Open Photo by Miriam Marcus

Top Wainscott Woods Hotel Reviews

Zey Hotel

Zey Hotel

10/10 Excellent
"A small hotel with a vibrant and eclectic decor, ample common spaces for relaxing and socializing and a great location for strolling through Greenport. My wife and I stayed for two nights and agreed that we would stay here again were we to return to the area. Hotel staff accommodated our somewhat late arrival with no issues and welcomed us when we arrived like we were old friends. Rooms are not as soundproofed as more modern construction and as a result we did hear the guests in the room above us moving about. But we knew this was a possibility from reading other reviews prior to our trip and therefore it was not a bother for us. I highly recommend this property."
Mark 2-night trip
Posted 1 hour ago
Zey Hotel

More cheap stays in Wainscott Woods

Shorewood Inn

Shorewood Inn

1399 Main Rd Riverhead NY
The price is NT$2,658 per night from May 27 to May 28
NT$2,658
NT$3,037 total
May 27 - May 28
includes taxes & fees
8.4/10 Very Good! (750 reviews)

Hotels in Wainscott Woods with star-rating

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 Manor and Montauk Yacht Club. See all available top hotels, or 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 Manor and Montauk Yacht Club 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 24 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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