Lodging Image

Find hotels in Wainscott Woods, NY from £163

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Wainscott Woods hotels

Harborside Motel

Harborside Motel
2.5 star property
Culloden Shores
8.8 out of 10, Excellent, (126 reviews)
"Great choice if you’ve spent the whole day exploring Long Island and Montauk, taken in a ton of impressions, and all you want is to sit down for dinner with your group, relax, and crash for the night. My friends and I had a 5/5 experience. We really enjoyed everything."
United States
Serhii
The price is £169
includes taxes & fees
17 Jun - 18 Jun
Harborside Motel

Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (257 reviews)
"Beautiful property- we would definitely stay there again"
United States
Allison
The price is £223
includes taxes & fees
28 Jun - 29 Jun
Cliffside Resort Condominiums

American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (200 reviews)
"Great location! Very clean! "
United States
Elizabeth
The price is £274
includes taxes & fees
29 Jun - 30 Jun
American Beech Hotel

Bayview Resort

Bayview Resort
2.5 star property
Hampton Bays
8.8 out of 10, Excellent, (461 reviews)
"Perfect getaway from the city"
United States
Jose
The price is £213
includes taxes & fees
29 Jun - 30 Jun
Bayview Resort

Capri

Capri
3.5 star property
Southampton
6.6 out of 10, (247 reviews)
"The Capri hotel is an awesome place to stay, it is fun, clean and is completely updated and so comfortable! The staff is super nice and helpful, and I would highly recommend it!! "
United States
THEO
The price is £647
includes taxes & fees
6 Jul - 7 Jul
Capri

Barlume Beach Montauk

Barlume Beach Montauk
2.0 star property
Montauk
The price is £294
includes taxes & fees
23 Jun - 24 Jun
Barlume Beach Montauk

The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.2 out of 10, Wonderful, (710 reviews)
"Charming , wonderful stay and great food at restaurant."
United States
Dawn
The Hampton Maid

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.2 out of 10, Good, (80 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 £163
includes taxes & fees
30 Jun - 1 Jul
Hampton Bays Hotel on Main

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (611 reviews)
"Beautiful room in Greenport , NY"
United States
June
The price is £356
includes taxes & fees
28 Jun - 29 Jun
The Harbor Front Inn

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (629 reviews)
"Everything about the place was great - great value overlooking the Harbor!"
United States
Christopher
The price is £391
includes taxes & fees
8 Jul - 9 Jul
Sag Harbor Inn

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (484 reviews)
"Perfectly perfect for a getaway"
United States
Christie
The price is £229
includes taxes & fees
30 Jun - 1 Jul
Hamlet Inn

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very good, (901 reviews)
"Great place, walk to restaurants, great staff."
United States
Charles
The price is £262
includes taxes & fees
7 Jul - 8 Jul
Kenny's Tipperary Inn

The Atlantic Hotel

The Atlantic Hotel
2.5 star property
Southampton
7.2 out of 10, Good, (1,009 reviews)
"Nice place to stay."
United States
Robert
The price is £225
includes taxes & fees
6 Jul - 7 Jul
The Atlantic Hotel

Ocean Surf Resort

Ocean Surf Resort
2.0 star property
Downtown Montauk
8.4 out of 10, Very good, (252 reviews)
"Fantastic staff and I would stay here again."
United States
Thomas
The price is £294
includes taxes & fees
17 Jun - 18 Jun
Ocean Surf Resort

Breakers Montauk

Breakers Montauk
3.0 star property
Montauk
8.6 out of 10, Excellent, (197 reviews)
"I like the environment of the hotel very much. The room is comfortable and the scenery outside is very beautiful. The staff is kind. This hotel is a very good choice. I hope to come again next year."
United States
Xiahong
The price is £290
includes taxes & fees
21 Jun - 22 Jun
Breakers Montauk

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (211 reviews)
"nice stay"
United States
William
The price is £266
includes taxes & fees
30 Jun - 1 Jul
Southampton Long Island Hotel

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (523 reviews)
"I loved My stay"
United States
David
The price is £410
includes taxes & fees
30 Jun - 1 Jul
The Bentley Hotel Southampton

Ocean View Terrace Inn

Ocean View Terrace Inn
2.0 star property
Hampton Bays
8.4 out of 10, Very good, (120 reviews)
"This place was very nice and quiet. "
United States
Shelly Ann
The price is £282
includes taxes & fees
28 Jun - 29 Jun
Ocean View Terrace Inn

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (316 reviews)
"Nice homey room"
United States
Andrew
The price is £245
includes taxes & fees
25 Jun - 26 Jun
Windward Shores Ocean Resort

Beach Plum Resort

Beach Plum Resort
3.0 star property
Montauk
9.0 out of 10, Wonderful, (172 reviews)
"Great view of the ocean Clean rooms"
United States
Ryan
The price is £239
includes taxes & fees
22 Jun - 23 Jun
Beach Plum Resort
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.
Save an average of 15% on thousands of hotels when you're signed in

Learn more about Wainscott Woods

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

Photo by Miriam Marcus
Open Photo by Miriam Marcus

Top Wainscott Woods Hotel Reviews

More cheap stays in Wainscott Woods

Find out more about Wainscott Woods

Top reasons to visit Wainscott Woods

  • Winter Sports: Wainscott Woods features excellent skiing opportunities, making it a prime destination for winter sports enthusiasts.
  • Scenic Beaches: Enjoy beautiful, expansive beaches that are perfect for relaxation and family outings.
  • Cultural Exploration: Delve into local history through charming historic buildings and nearby museums.
  • Charming Accommodations: Choose from a variety of delightful stays, including cosy bed and breakfasts and unique agritourism properties.
  • Outdoor Adventures: Experience thrilling outdoor activities amidst peaceful woods and stunning landscapes.

Find great hotels near Wainscott Woods

Wainscott Woods offers a delightful array of accommodation options, from charming bed and breakfasts to unique agritourism properties. Whether you're seeking a pet-friendly retreat, a family-friendly stay, or an adventurous getaway, you'll find a variety of holiday rentals and vacation cottages to suit your needs. Discover the best hotels in the area and enjoy a memorable stay amidst the natural beauty of Wainscott Woods.

  • East Hampton House Resort: As a charming 3-star lodging option, East Hampton House Resort provides a delightful retreat just 3.1km from Wainscott Woods. This resort is perfect for active travellers, featuring onsite tennis courts and comprehensive fitness facilities. Guests can unwind in well-appointed rooms equipped with cable television and other entertainment options, ensuring a comfortable stay. Ideal for those seeking both relaxation and recreation, this resort caters to a variety of interests, making it a versatile choice for your vacation.
  • Sag Harbor Inn: Nestled merely 2.5km from Wainscott Woods, the Sag Harbor Inn is a 3.5-star hotel that caters specifically to business travellers. This establishment offers essential business amenities, including well-equipped meeting rooms to facilitate productive stays. Its professional atmosphere, coupled with proximity to local attractions, makes it an excellent choice for those balancing work and leisure. Guests can expect a comfortable environment designed for efficiency, ensuring a seamless experience during their visit.
  • Baron's Cove: Also located 2.5km from Wainscott Woods, Baron's Cove is a 3.5-star hotel ideal for those seeking a spa-themed and adventure-filled getaway. With an array of activities such as swimming, sailing, and hiking nearby, this property invites guests to explore the great outdoors. A full-service spa offers relaxation with in-room massages and seasonal outdoor pool access, making it a perfect retreat for rejuvenation. Situated in the city centre, Baron's Cove presents a harmonious blend of adventure and tranquillity for every traveller.

Where to stay near Wainscott Woods

Wainscott Woods offers a delightful blend of peaceful woods and proximity to stunning beaches, making it an ideal destination for family-friendly adventures and luxurious escapes. Visitors can explore the charming Wainscott village, relax in beautiful villas, and enjoy winter activities like skiing. Whether seeking budget-friendly excursions or tranquil retreats, this quaint village promises a memorable experience amidst its serene atmosphere.

  • Hamptons: A mere 3.1km from Wainscott Woods, the Hamptons are renowned as a quintessential summer retreat, attracting visitors with its charming beaches and vibrant social scene. The region is highly seasonal, with peaks in travel during May and from July to August. Ideal for romantic getaways and outdoor adventures, the Hamptons offer a range of activities including golf, music concerts, and luxurious resorts. Enjoy the sun at the family-friendly beaches or take a leisurely stroll around the scenic lakes that dot the landscape, making it a perfect destination for relaxation and enjoyment.
  • East Hampton: Located just 2.5km from Wainscott Woods, East Hampton is a bustling city that showcases the best of coastal living. Highly seasonal in nature, visitors flock here during February and the summer months of July to August, while March and the late autumn months see fewer tourists. Outdoor enthusiasts will revel in the recreational areas and ski fields that offer year-round activities. With picturesque beaches and parks, East Hampton is not only a hotspot for relaxation but also a romantic escape, perfect for couples seeking a memorable experience amidst stunning natural beauty.
  • Sag Harbor: Also situated 2.5km away from Wainscott Woods, Sag Harbor is a charming city that boasts a moderately seasonal influx of visitors, peaking from June to August and again in the autumn months. This delightful area is celebrated for its inviting beaches and romantic atmosphere, drawing those in search of outdoor activities. Visitors can enjoy golf courses and ski fields, along with the lush parks nearby. Whether you’re exploring the quaint streets or unwinding at the beach, Sag Harbor offers a delightful blend of relaxation and adventure, making it an ideal spot for a serene getaway.

Things to do near Wainscott Woods

Wainscott Woods is an ideal destination for those seeking skiing, adventure, and beach holidays. Visitors can enjoy a variety of activities, including the local ski resort and expansive ski fields, making it a perfect spot for winter sports enthusiasts. Whether indulging in thrilling outdoor pursuits or relaxing by the beach, Wainscott Woods offers a delightful blend of experiences for every holidaymaker.

Shopping

For shopping, visit Victoria's Secret and Nancy + Co., both located 1.9km from Wainscott Woods. If you’re up for a drive, check out the Greenport Farmers' Market, 7.5km away, where you can experience vibrant local produce and unique gifts.

Recreation

Experience the scenic Sag Harbor State Golf Course, a mere 1.9km from Wainscott Woods, perfect for golf enthusiasts. Alternatively, unwind at Cedar Point County Park, 3.7km away, where wellness and relaxation await. For more golfing, Atlantic Golf Course is conveniently located 2.5km from your retreat.

Adventure

The Walking Dunes Trailhead offers an exhilarating hiking experience, located 7.5km from Wainscott Woods. Traverse sandy paths while enjoying breathtaking scenery and the thrill of nature's adventure vibes, making it a perfect outing for those seeking outdoor excitement in this unique landscape.

Nightlife

Enjoy a cultural evening at Guild Hall, just 1.9km away, showcasing captivating performances. For a cinematic experience, visit Regal UA East Hampton, 2.5km away, perfect for a romantic film night. Don't miss Bay Street Theatre, also 2.5km distant, offering delightful entertainment and vibrant shows.

Booking tips and Expedia advantages for Wainscott Woods

Wainscott Woods provides numerous opportunities for budget-friendly enjoyment, including free entry to popular spots like East Hampton Main Beach and Georgica Beach. For transport, consider cycling or walking to save on costs, as car rentals can be pricey. To find cheaper accommodation, visit between January and March when hotel prices drop, and aim to book your stay on a Tuesday for the best rates. Use Expedia to compare prices, explore eco-friendly options, and consider package deals for flights and activities to maximise savings.

  • The most and least expensive months on average to stay in a hotel: The hotel pricing in Wainscott Woods is moderately seasonal. The cheapest months to stay in Wainscott Woods are January to March, where the prices are moderately lower. This is in comparison to June to August, where prices are moderately higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Wainscott Woods is Tuesday. The most expensive day to stay in Wainscott Woods is Friday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to refine your choices, such as your budget, preferred location, and the type of accommodation you desire. For instance, selecting the Eco-certified option will showcase sustainable and environmentally-friendly hotels that are currently available. To uncover the best prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You might find it cost-effective to combine your hotel stay at Wainscott Woods with your flights and activities by opting for an Expedia package.

Find the best attractions near Wainscott Woods

Wainscott Woods offers an exciting blend of adventure, beach holidays, and cultural experiences. Visitors can enjoy the scenic beaches, explore historic buildings, and delve into the local history at nearby museums. Ideal for those seeking outdoor activities, Wainscott Woods is a perfect destination for a varied holiday experience, with numerous attractions and points of interest to discover in and around the area.

  • East Hampton Main Beach: Located 1.9km from Wainscott Woods, this stunning beach offers a quintessential seaside experience with soft sands and gentle waves. Perfect for sunbathing, swimming, and leisurely strolls along the shore, it embodies the classic beach vibes of the Hamptons.
  • Old Hook Mill: Situated 2.5km away, this historic windmill is a charming piece of East Hampton’s heritage. Originally built in the 1800s, it provides a picturesque backdrop and a glimpse into the area’s agricultural past, making it a delightful spot for photography and exploration.
  • Georgica Beach: Just 1.2km from Wainscott Woods, Georgica Beach boasts serene surroundings and beautiful ocean views. This quieter beach is ideal for relaxation, beachcombing, and enjoying the natural beauty of the coastline.

Best time to go to Wainscott Woods

The best time to visit Wainscott Woods is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are moderately high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.6°F (2.0°C)Light RainMostly SunnyModerately LowModerately Low
February35.8°F (2.1°C)Light RainMostly CloudyModerately LowModerately Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageAverage
April47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
May55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
June64.9°F (18.3°C)Light RainMostly SunnyModerately HighAverage
July73.0°F (22.8°C)Light RainMostly SunnyModerately HighModerately High
August73.4°F (23.0°C)Light RainMostly SunnyModerately HighModerately High
September68.2°F (20.1°C)Light RainMostly SunnyAverageModerately High
October59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
November49.6°F (9.8°C)Light RainMostly SunnyAverageAverage
December42.1°F (5.6°C)Light RainMostly CloudyModerately LowModerately Low

The nearest major airports for your trip to Wainscott Woods

For your visit to Wainscott Woods, you can fly into several nearby airports. Islip, NY (ISP-MacArthur) is 28.0km away, with excellent hotels like the 3.5-star Hyatt Regency Long Island and Jake's 58 Casino Hotel, both within 2.5km. Montauk, NY (MTP) is closer at 11.8km, featuring the luxurious Gurney's Montauk Resort & Seawater Spa, just 3.1km from the airport. Westhampton, NY (FOK-Francis S. Gabreski) lies 13.7km away, offering the charming Canoe Place Inn and Cottages, located 5.0km from the airport. Each airport has accessible transport options to these hotels, ensuring a smooth arrival for your holiday.

Frequently asked questions

What is the best area to stay in Wainscott Woods?
The best area to stay in Wainscott Woods is in the immediate vicinity of the main village centre, particularly along Wainscott Main Street and its adjoining roads.

This area is the heart of Wainscott Woods, offering a convenient balance of local amenities and access to the region's natural beauty. It's characterised by its charming, well-maintained homes and a few select local businesses, including a renowned bakery and a couple of independent shops. The layout is relatively spread out, with properties often featuring spacious gardens, providing a sense of privacy and tranquility.

Couples looking for a peaceful escape will find this area particularly appealing. The proximity to Wainscott Pond and the nearby ocean beaches means easy access to scenic walks and quiet moments by the water. There are also high-end dining options within a short drive, superb for an evening out.

For families, staying near the village centre offers the convenience of being close to essential services while still enjoying a relaxed, residential atmosphere. The open spaces and access to nature provide plenty of opportunities for children to explore.
When is the best time to go to Wainscott Woods?
The best time to visit Wainscott Woods is during the late spring, summer, or early autumn months, from May through to October.

The summer, particularly July and August, is when Wainscott Woods truly comes alive. The weather is consistently warm and sunny, great for enjoying the beaches and outdoor activities. This is peak season, so while it's the busiest, it's also when all facilities and attractions are fully operational, offering the widest range of experiences. Expect lovely warm days and pleasant evenings.

For those who prefer a slightly quieter experience but still want good weather, June and September are excellent choices. In June, the weather is reliably warm, and the area is less crowded than in the peak summer months. September offers similarly pleasant temperatures, often with the added benefit of slightly cooler evenings and fewer people, making it ideal for relaxing beach days and exploring the local area at a more leisurely pace.

Late spring (May) and early autumn (October) also offer a pleasant experience. While the weather can be a little cooler and some establishments might have reduced hours, you'll find great value and a very peaceful environment.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Wainscott Woods.
How can I save on a Wainscott Woods hotel booking with Expedia?
Members always get our best prices. Find our best Wainscott Woods hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Wainscott Woods hotel?
Prices for hotels in Wainscott Woods often vary, but you can find a great deal from £163 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

Explore a world of travel with Expedia