Hotels in Wainscott Woods

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Check prices for these dates

Tonight
13 May - 14 May
Tomorrow
14 May - 15 May
This weekend
15 May - 17 May
Next weekend
22 May - 24 May

Where to stay in Wainscott Woods?

Property entrance
The Sagaponack
The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (256 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 AU$425
includes taxes & fees
17 May - 18 May
The Sagaponack
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, (165 reviews)
This charming inn offers American cuisine at its renowned restaurant, with a cosy bar/lounge for evening relaxation. Free WiFi and parking enhance your stay while Guild Hall and Mulford Farm await nearby exploration.
The price is AU$977
includes taxes & fees
17 May - 18 May
The 1770 House Restaurant & Inn
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, (84 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 AU$780
includes taxes & fees
21 May - 22 May
Mill House Inn
Outdoor pool
Topping Rose House
Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (151 reviews)
Indulge in hot stone massages at the full-service spa or savour meals at Topping Rose restaurant. Just a 13-minute walk from Bridgehampton Station with an outdoor pool, fitness centre, and bar for a complete luxury escape.
The price is AU$923
includes taxes & fees
27 May - 28 May
Topping Rose House
Building design
Sag Harbor Inn
Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (611 reviews)
Wake up to complimentary breakfast at this waterfront hotel, just moments from Sag Harbour 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 AU$496
includes taxes & fees
25 May - 26 May
Sag Harbor Inn
Exterior
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 AU$897
includes taxes & fees
18 May - 19 May
A Room At The Beach
Beach nearby
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 AU$815
includes taxes & fees
18 May - 19 May
The Huntting Inn
Property entrance
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 AU$831
includes taxes & fees
7 June - 8 June
The Maidstone
Deluxe Studio | Living area
East Hampton House Resort
East Hampton House Resort
3.0 star property
East Hampton North
9.0 out of 10, Wonderful, (299 reviews)
Discover seaside serenity at this East Hampton retreat with a seasonal outdoor pool and fitness centre. 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 AU$465
includes taxes & fees
27 May - 28 May
East Hampton House Resort
View from property
Journey East Hampton
Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (173 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 AU$586
includes taxes & fees
26 May - 27 May
Journey East Hampton
2 restaurants, breakfast, lunch, dinner served; Mediterranean cuisine
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 Harbour with convenient access to Amagansett Station, rooms include refrigerators and microwaves.
The price is AU$797
includes taxes & fees
20 May - 21 May
EHP Resort & Marina
Cottage
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 AU$1,157
includes taxes & fees
19 May - 20 May
The Reform Club
Property grounds
Southampton Village Motel
Southampton Village Motel
2.5 star property
Southampton
9.2 out of 10, Wonderful, (54 reviews)
The price is AU$654
includes taxes & fees
7 June - 8 June
Southampton Village Motel
Interior detail
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 AU$410
includes taxes & fees
31 May - 1 June
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)
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 AU$1,314
includes taxes & fees
19 May - 20 May
The Roundtree, Amagansett
Traditional Room, 2 Queen Beds, Garden View
Southampton Inn
Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (567 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 AU$416
includes taxes & fees
14 May - 15 May
Southampton Inn
Exterior
Southampton Long Island Hotel
Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (210 reviews)
Dive into holiday 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 AU$255
includes taxes & fees
25 May - 26 May
Southampton Long Island Hotel
Deluxe Room, 1 King Bed
West Neck Guesthouse
West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.0 out of 10, Very good, (37 reviews)
Wake up to a fresh continental breakfast at this coastal B&B offering a seasonal outdoor pool and complimentary bicycles for island exploration. Located near Shelter Island Country Club and Sunset Beach, guests enjoy free WiFi and parking in this tranquil garden setting.
The price is AU$345
includes taxes & fees
31 May - 1 June
West Neck Guesthouse
Terrace/patio
The Pridwin Hotel
The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (85 reviews)
Perched on the bay, this coastal retreat offers a private beach, outdoor pool, and spa with hydrotherapy treatments. The seasonal restaurant serves local cuisine while proximity to Crescent Beach and Sunset Beach enhances your island getaway.
The price is AU$558
includes taxes & fees
14 May - 15 May
The Pridwin Hotel
Front of property – evening/night
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 AU$318
includes taxes & fees
17 May - 18 May
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.
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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
Photo by Miriam Marcus
Open Photo by Miriam Marcus

Check out reviews of Wainscott Woods hotels guests love

Ocean Surf Resort

Ocean Surf Resort

2/10 Terrible
"We were very disappointed after we got home and saw our card was charged about $40. When I called I was told it was a hotel tax. When I book through Expedia I assume it’s a One stop shop to book trips and pay what I owe at time of booking, not have a surprise charge for something made up. You work hard to try and afford a trip and then get charged more money. Expedia contacted them to try and remedy and they said to agent, it was for WiFi, CHAIRS, TOWELS! What does that even mean?! We were there one night in May, no chairs were used or towels, we didn’t even use the shower! Needless to say, that was our last time at this place. BEWARE OF EXTRA weird charges."
Christina 1-night trip
Posted 10 hours ago
Ocean Surf Resort

Frequently asked questions

How much does a hotel room cost in Wainscott Woods?
You can find top hotels in Wainscott Woods from AU$255 with options to suit your budget and needs. To find an affordable hotel in Wainscott Woods that meets all of your requirements, just apply filters on Hotels.com and sort hotels by "Price: low to high".
How can I find deals and earn rewards at Wainscott Woods hotels?
Discover great deals on Wainscott Woods hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Wainscott Woods hotels.
Can I book Wainscott Woods hotels with free cancellation?
To book a refundable Wainscott Woods hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some of the best Wainscott Woods hotels with free parking?
If you're arriving by car, choosing a great Wainscott Woods hotel with free parking is a plus. Our travellers' favourites include:
What are some popular hotels in central Wainscott Woods?
If you're looking for hotels in central Wainscott Woods, check out Sag Harbor Inn and The Roundtree, Amagansett. Travellers love Sag Harbor Inn for its location, as well as the outdoor pool, free continental breakfast and free parking this hotel offers. The Roundtree, Amagansett is another popular central hotel with spa services, a free continental breakfast and a free grocery shopping service. East Hampton North and Amagansett North are some of the most central areas for your Wainscott Woods holiday.
Can I book a refundable accommodation option in Wainscott Woods?
If you want the flexibility to change your plans to Wainscott Woods, most hotels offer refundable* rates that you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Wainscott Woods if I want a holiday rental instead of a hotel?
If you want to find a good alternative to a hotel, browse our selection of 20 holiday homes.
What will the weather in Wainscott Woods be like during my visit?
August and July are typically the warmest months in Wainscott Woods, when the average temperature is 21°C. January and February are the coldest months, when the average temperature is 3°C. 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, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.

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