Brioche buns with chocolate chips priced at $3.50.

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15 Sept - 16 Sept
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16 Sept - 17 Sept
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18 Sept - 20 Sept
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Our top choices for Wainscott Woods hotels

1. Wainscott Woods Retreat

Wainscott Woods Retreat
Wainscott
United States
Ivan
£644
includes taxes & fees
17 Sept - 18 Sept
Wainscott Woods Retreat

2. The Sagaponack

The Sagaponack
Wainscott
£252
includes taxes & fees
14 Oct - 15 Oct
The Sagaponack

3. A Room At The Beach

A Room At The Beach
Bridgehampton
United States
Barbara
£251
includes taxes & fees
4 Oct - 5 Oct
A Room At The Beach

4. The Maidstone

The Maidstone
East Hampton
United States
Steven
£243
includes taxes & fees
13 Oct - 14 Oct
The Maidstone

5. Bridgehampton Inn

Bridgehampton Inn
Bridgehampton
United States
Leslie
£253
includes taxes & fees
1 Oct - 2 Oct
Bridgehampton Inn

6. Ocean Vista Resort

Ocean Vista Resort
Amagansett
United States
Michael
£107
includes taxes & fees
1 Oct - 2 Oct
Ocean Vista Resort

7. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Loretta
£274
includes taxes & fees
4 Oct - 5 Oct
Sag Harbor Inn

8. East Hampton House Resort

East Hampton House Resort
East Hampton North
Canada
Suzette
£229
includes taxes & fees
28 Sept - 29 Sept
East Hampton House Resort

9. Hamlet Inn

Hamlet Inn
Southampton
United States
Thomas
£121
includes taxes & fees
27 Sept - 28 Sept
Hamlet Inn

10. Journey East Hampton

Journey East Hampton
East Hampton North
United States
NAKUL
£257
includes taxes & fees
12 Oct - 13 Oct
Journey East Hampton

11. The Chequit

The Chequit
The Heights
United States
Kristin
£163
includes taxes & fees
4 Oct - 5 Oct
The Chequit

12. The Huntting Inn

The Huntting Inn
Egypt Lane Historic District
Canada
Josie
£384
includes taxes & fees
14 Oct - 15 Oct
The Huntting Inn

13. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
United States
Miguel
£414
includes taxes & fees
5 Oct - 6 Oct
Faraway Sag Harbor

14. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Melissa
£189
includes taxes & fees
1 Oct - 2 Oct
The Shoals Suites and Slips

15. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
United States
Frank
£144
includes taxes & fees
5 Oct - 6 Oct
The Bentley Hotel Southampton

16. Zey Hotel

Zey Hotel
Greenport
United States
Renee
£143
includes taxes & fees
13 Oct - 14 Oct
Zey Hotel

17. The Hedges Inn

The Hedges Inn
East Hampton
United States
Lauren
£423
includes taxes & fees
16 Sept - 17 Sept
The Hedges Inn

18. Breakers Montauk

Breakers Montauk
Montauk
United States
Christine
£107
includes taxes & fees
14 Oct - 15 Oct
Breakers Montauk

19. The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
East Hampton
United States
Lisa
£494
includes taxes & fees
21 Sept - 22 Sept
The 1770 House Restaurant & Inn

20. EHP Resort & Marina

EHP Resort & Marina
East Hampton
United States
theresa
£340
includes taxes & fees
17 Sept - 18 Sept
EHP Resort & Marina
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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
Brioche buns with chocolate chips priced at $3.50.
Photo by Miriam Marcus

Top Wainscott Woods Hotel Reviews

Montauk Manor

Montauk Manor

10/10 Excellent
"Staff was great. Pool and property clean. Location excellent too"
Jean 3-night trip
Posted 8 hours ago
Montauk Manor
Sound View Greenport

Sound View Greenport

10/10 Excellent
"Great place on the water. Piano Bar is nice; good food & drink. All the staff was very friendly and helpful."
Joseph 3-night trip
Posted 11 hours ago
Sound View Greenport
Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"The view from my room had to be the best start of my trip. It was better than the pictures. The beach was clean, calm and super inviting. The cleanliness of the room was also great. I am looking forward to my next trip"
Casandra 1-night trip
Posted 15 hours ago
Montauk Blue Hotel
Ocean Surf Resort

Ocean Surf Resort

10/10 Excellent
"Our room was poolside. Behind the pool were lounge chairs with a view of the ocean. Doesn't get any better than that! Pool doesn't close Labor Day. Stays open til mid October and is heated. Off the pool deck, is a pathway down to the beach. Slept with the door open so we could listen to the waves. Room had a stovetop, microwave, coffeemaker and mini fridge. Plates, glasses, pots, pans and utensils available for use. Bring your own food and drinks instead of paying for overpriced restaurant meals. Rooms were updated, clean, and comfy. Table for two right outside the sliding door. A few blocks away from Montauk village. Plenty of folks staying here but still quiet and peaceful."
Sigrid 1-night trip
Posted 17 hours ago
Ocean Surf Resort
Sun N Sound

Sun N Sound

8/10 Good
"Very nice and clean. Pool was excellent. Only complaint was that the bathroom sink and shower drains were slow to drain. I'll give it a 8/10"
Kathy 2-night trip
Posted 19 hours ago
Sun N Sound
North Fork Resort

North Fork Resort

10/10 Excellent
"Friendly staff. Clean room had everything we needed. Enjoyed our stay!"
Harold 1-night trip
Posted 19 hours ago
North Fork Resort
Zey Hotel

Zey Hotel

10/10 Excellent
"My Husband Phil & I had the Best Stay. Very Quaint Hotel, just a couple of blocks from waterfront.Absolutely spotless, so many sitting areas, Coffee, tea water and ice available 24-7. Our room was spotless, decorated so well. We also had a balcony. James and all staff were so Pleasant and so accommodating. Can't wait to return for another stay. Thank you James .. Phil & Jenn"
Jennifer 1-night trip
Posted 20 hours ago
Zey Hotel
The Harbor Front Inn

The Harbor Front Inn

10/10 Excellent
"Great location"
Jordan 2-night trip
Posted 2 days ago
The Harbor Front Inn
Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa

10/10 Excellent
"Absolutely gorgeous stay!"
Sabrina 1-night trip
Posted 2 days ago
Gurney's Montauk Resort & Seawater Spa

More cheap stays in Wainscott Woods

Kenny's Tipperary Inn

Kenny's Tipperary Inn

432 West Lake Drive Montauk NY
£95
8 Oct - 9 Oct
includes taxes & fees
8.4/10 Very good! (960 reviews)
Kenny's Tipperary Inn
 Hampton's Vacation Inn

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY
£105
17 Sept - 18 Sept
includes taxes & fees
Hampton's Vacation Inn
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
£119
1 Oct - 2 Oct
includes taxes & fees
The Atlantic Hotel
Ocean Surf Resort

Ocean Surf Resort

84 South Emerson Avenue Montauk NY
£138
27 Sept - 28 Sept
includes taxes & fees
8.6/10 Excellent! (315 reviews)
Ocean Surf Resort
Montauk Blue Hotel

Montauk Blue Hotel

108 South Emerson Avenue Montauk NY
£158
27 Sept - 28 Sept
includes taxes & fees
9.2/10 Wonderful! (274 reviews)
Montauk Blue Hotel
The Hampton Maid

The Hampton Maid

259 E Montauk Hwy Hampton Bays NY
£179
13 Oct - 14 Oct
includes taxes & fees
The Hampton Maid

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 £92 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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