Photo by Miriam Marcus

Hotels in Wainscott Woods

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Where to stay in Wainscott Woods?

Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Wainscott Woods on Hotels.com. These Wainscott Woods hotels consistently deliver on comfort, location and traveller experience. Last updated on .

Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
Wainscott
7.2 out of 10, Good, (10 reviews)
This tranquil retreat sits adjacent to a golf course and near Wolffer Estates Vineyard. Enjoy complimentary WiFi and parking while relaxing in the seasonal outdoor pool. A garden and terrace create perfect spots for unwinding after exploring SagPond Vineyards.
The price is £789
includes taxes & fees
6 Sept - 7 Sept
Wainscott Woods Retreat

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (282 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 £350
includes taxes & fees
17 Sept - 18 Sept
The Sagaponack

A Room At The Beach

A Room At The Beach
3.0 star property
Bridgehampton
9.2 out of 10, Wonderful, (97 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 £591
includes taxes & fees
1 Sept - 2 Sept
A Room At The Beach

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (658 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 £321
includes taxes & fees
13 Sept - 14 Sept
Sag Harbor Inn

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (195 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 £267
includes taxes & fees
13 Sept - 14 Sept
Journey East Hampton

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (497 reviews)
This charming Southampton motel offers a refreshing seasonal pool and garden terrace just minutes from Cooper's Beach. Enjoy room conveniences like refrigerators and microwaves after exploring nearby hiking trails or trying kayaking adventures. Free WiFi and parking complete your Hamptons getaway.
The price is £137
includes taxes & fees
17 Sept - 18 Sept
Hamlet Inn

East Hampton House Resort

East Hampton House Resort
3.0 star property
East Hampton North
9.0 out of 10, Wonderful, (330 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 £304
includes taxes & fees
8 Sept - 9 Sept
East Hampton House Resort

The Maidstone

The Maidstone
4.0 star property
East Hampton
8.2 out of 10, Very good, (171 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 £458
includes taxes & fees
14 Sept - 15 Sept
The Maidstone

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (381 reviews)
Stylish rooms in this boutique hotel offer a peaceful retreat after exploring the harbour. Unwind with a drink at the bar, grab a bite at the coffee shop, or bike to nearby Greenport Harbour Brewing Company and Farmers' Market.
The price is £171
includes taxes & fees
7 Sept - 8 Sept
Zey Hotel

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (560 reviews)
Seasonal outdoor pool and complimentary WiFi create a perfect Southampton retreat. Just a 15-minute drive from pristine beaches, with free parking and clean, comfortable rooms. Water adventures await nearby with kayaking options.
The price is £161
includes taxes & fees
7 Sept - 8 Sept
The Bentley Hotel Southampton

Ocean View Terrace Inn

Ocean View Terrace Inn
2.0 star property
Hampton Bays
8.6 out of 10, Excellent, (130 reviews)
Discover coastal charm at this Hampton Bays motel, just minutes from Cooper's Beach. Unwind with deep-tissue massages after exploring nearby attractions, then cool off in the seasonal outdoor pool. Enjoy complimentary breakfast, WiFi, and parking.
The price is £159
includes taxes & fees
13 Sept - 14 Sept
Ocean View Terrace Inn

Ocean Vista Resort

Ocean Vista Resort
2.5 star property
Amagansett
9.2 out of 10, Wonderful, (223 reviews)
Wake up to coastal tranquility at this Amagansett retreat with its own private beach access. The indoor pool and relaxing sauna complement your seaside holiday, while in-room refrigerators make beach picnics easy. Enjoy free WiFi and parking near Walking Dunes Trailhead.
The price is £165
includes taxes & fees
9 Sept - 10 Sept
Ocean Vista Resort

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (124 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 £486
includes taxes & fees
16 Sept - 17 Sept
The Huntting Inn

Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (302 reviews)
Immerse in coastal charm at this Sag Harbour retreat where massages await after beach days. The seasonal outdoor pool offers refreshment while the fitness centre keeps routines intact. Friendly staff ensure a memorable stay near historical museums.
The price is £626
includes taxes & fees
15 Sept - 16 Sept
Faraway Sag Harbor

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (171 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 £667
includes taxes & fees
8 Sept - 9 Sept
The 1770 House Restaurant & Inn

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (221 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 £175
includes taxes & fees
8 Sept - 9 Sept
Southampton Long Island Hotel

Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (157 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 £801
includes taxes & fees
13 Sept - 14 Sept
Topping Rose House

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (183 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 £257
includes taxes & fees
14 Sept - 15 Sept
Harpoon House

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (321 reviews)
Dive into waterside charm at this Southold retreat on the bay. Located near The Old Field Vineyards and Crescent Beach, the hotel offers free WiFi, bicycles, and a cafe/bar lounge. Travellers consistently praise the helpful staff for enhancing their stay experience.
The price is £264
includes taxes & fees
1 Sept - 2 Sept
The Shoals Suites and Slips

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (693 reviews)
Perched oceanfront in Greenport, this hotel offers a seasonal outdoor pool with poolside bar. Just a short drive from the Railway Museum and The Old Field Vineyards, enjoy American cuisine at The Halyard restaurant and unwind at 2 welcoming bars.
The price is £260
includes taxes & fees
15 Sept - 16 Sept
Sound View Greenport
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.

Learn more about Wainscott Woods

The region around Wainscott Woods is home to attractions such as Wolffer Estates Vineyard and Georgica Beach.

Brioche buns with chocolate chips priced at $3.50.
Photo by Miriam Marcus
Open Photo by Miriam Marcus

Check out reviews of Wainscott Woods hotels guests love

Frequently asked questions

How much does a hotel room cost in Wainscott Woods?
You can find top hotels in Wainscott Woods from £171 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 much does a hotel room cost in Wainscott Woods?
You can find top hotels in Wainscott Woods from £171 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". If you're a member, don't forget to sign in to your account to unlock more savings.
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.
How can I find deals and earn rewards at Wainscott Woods hotels?
Members can save up to 20% on select hotels in Wainscott Woods. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Wainscott Woods hotels with free cancellation?
It's easy to book a refundable Wainscott Woods hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most 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 1770 House Restaurant & Inn. Travellers love Sag Harbor Inn for its location, as well as the outdoor pool, free continental breakfast and free parking this hotel offers. The 1770 House Restaurant & Inn is another popular central inn with 2 restaurants, a bar/lounge and free parking. When you stay at one of these central hotels, you'll be in easy reach of top sights including East Hampton Main Beach. East Hampton North and Amagansett North are some of the most central areas for your Wainscott Woods holiday.
What hotels do travellers recommend in Wainscott Woods?
Guests like Sag Harbor Inn.
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 18 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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