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Our top choices for Wainscott Woods hotels

1. Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
Wainscott
7.2 out of 10, Good, (10 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 £780
includes taxes & fees
6 Aug - 7 Aug
Wainscott Woods Retreat

2. The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (278 reviews)
"Clean room, great staff, pool is nice and pet friendly."
United States
liliana
The price is £418
includes taxes & fees
9 Aug - 10 Aug
The Sagaponack

3. A Room At The Beach

A Room At The Beach
3.0 star property
Bridgehampton
9.2 out of 10, Wonderful, (96 reviews)
"I absolutely loved my stay at **A Room at the Beach** in Bridgehampton. Every detail of the property feels thoughtfully designed, creating an atmosphere that is both elegant and incredibly relaxing. The rooms are stylish, comfortable, and well appointed. They strike the perfect balance between luxury and warmth. What really sets this property apart, though, are the charming grounds. They've created gathering spaces that invite you to pause, read, enjoy a morning coffee, and take in the...
United States
Barbara
The price is £763
includes taxes & fees
17 Aug - 18 Aug
A Room At The Beach

4. Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.4 out of 10, Good, (95 reviews)
"Property was new and excellently maintained. Confusing check-in for less computer savvy seniors. No parking a big bummer. Excellent downtown location. We would recommend with these considerations."
United States
Deborah
The price is £133
includes taxes & fees
31 Aug - 1 Sept
Hampton Bays Hotel on Main

5. Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (155 reviews)
"Incredible stay. Going back in the fall"
United States
Adam
The price is £763
includes taxes & fees
2 Aug - 3 Aug
Topping Rose House

6. East Hampton House Resort

East Hampton House Resort
3.0 star property
East Hampton North
9.0 out of 10, Wonderful, (324 reviews)
"Very nice large room."
United States
David
The price is £402
includes taxes & fees
12 Aug - 13 Aug
East Hampton House Resort

7. The Maidstone

The Maidstone
4.0 star property
East Hampton
8.2 out of 10, Very good, (166 reviews)
"It was very fantastic and the staff was very helpful. Late last night, my companion had need of feminine products and the staff was able to assist by giving her own. She was a lifesaver."
United States
Min
The price is £573
includes taxes & fees
31 Aug - 1 Sept
The Maidstone

8. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (364 reviews)
"Fantastic location and hugely helpful staff. I would absolutely stay again."
United States
Alex
The price is £206
includes taxes & fees
31 Aug - 1 Sept
Zey Hotel

9. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (653 reviews)
"Everything about the place was great - great value overlooking the Harbor!"
United States
Christopher
The price is £431
includes taxes & fees
17 Aug - 18 Aug
Sag Harbor Inn

10. Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (177 reviews)
"Not really any amenities but the location is unbeatable."
United States
Barbara
The price is £246
includes taxes & fees
2 Aug - 3 Aug
Harpoon House

11. Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (189 reviews)
"Lovely hotel, great facilities and very welcoming staff. Thoroughly recommend."
United Kingdom
Dan
The price is £415
includes taxes & fees
31 Aug - 1 Sept
Journey East Hampton

12. The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (171 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 £670
includes taxes & fees
1 Sept - 2 Sept
The 1770 House Restaurant & Inn

13. Breakers Montauk

Breakers Montauk
3.0 star property
Montauk
8.6 out of 10, Excellent, (215 reviews)
"This is the sweetest little bungalow; right across the street from a gorgeous beach (with dolphins!), and a small pool to cool off. Absolutely adorable and well priced for Montauk!"
United States
Christine
The price is £170
includes taxes & fees
1 Sept - 2 Sept
Breakers Montauk

14. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (310 reviews)
"Great stay"
United States
Connor
The price is £320
includes taxes & fees
1 Sept - 2 Sept
The Shoals Suites and Slips

15. The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (120 reviews)
"Amazing location, right on Main Street in East Hampton, great staff, rooms and breakfast"
United States
EDUARD
The price is £488
includes taxes & fees
23 Aug - 24 Aug
The Huntting Inn

16. The Hedges Inn

The Hedges Inn
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (74 reviews)
"A truly wonderful stay. I loved the beautiful design, thoughtful details, and exceptional hospitality. The team made us feel right at home, and every part of the experience, from the delicious breakfast and pet-friendly atmosphere to the beach setup service, was simply lovely. I would happily recommend The Hedges to anyone visiting the Hamptons, and after this experience, I’m even more excited to visit The Colony Palm Beach on a future trip!"
United States
Tina
The price is £653
includes taxes & fees
5 Aug - 6 Aug
The Hedges Inn

17. Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (495 reviews)
"The hotel was cute, comfy and in good central location"
United States
Shauna
The price is £223
includes taxes & fees
1 Sept - 2 Sept
Hamlet Inn

18. The Penny Lane

The Penny Lane
3.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (93 reviews)
"Very nice property"
United States
Steven
The price is £191
includes taxes & fees
1 Sept - 2 Sept
The Penny Lane

19. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (300 reviews)
"Great location in the heart of town Walk to everything Amazing breakfast too "
United States
Michael
The price is £910
includes taxes & fees
2 Aug - 3 Aug
Faraway Sag Harbor

20. Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.6 out of 10, Excellent, (786 reviews)
"The room was beautiful,clean and had a mini stove, fridge, microwave, and walk in closet. The property was very quiet and close to the local beach, restaurants, vineyards and 2 farms. Perfect lovers getaway or girl trip outing."
United States
Denise
The price is £138
includes taxes & fees
3 Aug - 4 Aug
Shorewood 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 The Hamptons Beaches—just one of the popular sights to explore around Wainscott Woods.

Brioche buns with chocolate chips priced at $3.50.
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 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 £133 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.

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