Brioche buns with chocolate chips priced at $3.50.

Wainscott Woods Hotel Guide - Hotels with Pool in Wainscott Woods, Wainscott

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Check availability on Wainscott Woods Hotels with Pool

Tonight
15 Sept - 16 Sept
Tomorrow
16 Sept - 17 Sept
This weekend
18 Sept - 20 Sept
Next weekend
25 Sept - 27 Sept

Our top choices for Wainscott Woods hotels with a pool

1. Wainscott Woods Retreat

Wainscott Woods Retreat
Wainscott
  • Seasonal outdoor pool at oceanfront hotel offers garden views and nearby vineyard tours for summer retreats.
€794
includes taxes & fees
16 Sept - 17 Sept
Wainscott Woods Retreat

2. The Sagaponack

The Sagaponack
Wainscott
  • Take a summer dip in the seasonal outdoor pool with loungers for relaxing in the Hamptons sun.
€317
includes taxes & fees
4 Oct - 5 Oct
The Sagaponack

3. A Room At The Beach

A Room At The Beach
Bridgehampton
  • Soak up sunshine and serene vibes at this Hamptons motel with a stylish outdoor pool.
€293
includes taxes & fees
4 Oct - 5 Oct
A Room At The Beach

4. East Hampton House Resort

East Hampton House Resort
East Hampton North
  • Seasonal outdoor pool creates a refreshing escape at this hotel, with tennis courts and gardens adding to the resort atmosphere.
€268
includes taxes & fees
28 Sept - 29 Sept
East Hampton House Resort

5. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
  • Swim into serenity at this charming Sag Harbour retreat with a seasonal outdoor pool and balcony views.
€320
includes taxes & fees
4 Oct - 5 Oct
Sag Harbor Inn

6. Journey East Hampton

Journey East Hampton
East Hampton North
  • Seasonal poolside splendour at East Hampton hotel with complimentary bikes and garden views.
€301
includes taxes & fees
12 Oct - 13 Oct
Journey East Hampton

7. The Bentley Hotel Southampton

The Bentley Hotel Southampton
Southampton
  • Dive into the pristine oasis of the seasonal outdoor pool, complete with umbrellas and loungers for ultimate relaxation.
€169
includes taxes & fees
5 Oct - 6 Oct
The Bentley Hotel Southampton

8. Hamlet Inn

Hamlet Inn
Southampton
  • Serene seasonal pool retreat with private beach access just 2 miles away offers the perfect summer escape on Long Island.
€142
includes taxes & fees
27 Sept - 28 Sept
Hamlet Inn

9. Ocean Vista Resort

Ocean Vista Resort
Amagansett
  • Oceanside sanctuary provides splendid private beach access and indoor pool oasis.
€125
includes taxes & fees
1 Oct - 2 Oct
Ocean Vista Resort

10. Windward Shores Ocean Resort

Windward Shores Ocean Resort
Napeague
  • Dip into pool bliss just steps from the ocean at this resort with heated seasonal swimming and tennis courts.
€141
includes taxes & fees
12 Oct - 13 Oct
Windward Shores Ocean Resort
View all properties

Choose what matters most at hotels with a pool in Wainscott Woods

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Wainscott Woods Hotel Reviews

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 13 hours ago
Sound View Greenport
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 20 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 21 hours ago
Sun N Sound
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
Faraway Sag Harbor

Faraway Sag Harbor

10/10 Excellent
"Excellent hotel. Comfortable beds. Nice decorated. Very professional and friendly staff."
Miguel 2-night trip
Posted 2 days ago
Faraway Sag Harbor
Kenny's Tipperary Inn

Kenny's Tipperary Inn

10/10 Excellent
"Very clean. Friendly and helpful staff."
Jaroslaw 1-night trip
Posted 2 days ago
Kenny's Tipperary Inn
Beachcomber Resort at Montauk

Beachcomber Resort at Montauk

10/10 Excellent
"Very peaceful. See the ocean from the deck, Sauna is clean. Only AC was too loud & Shower water pressure was low. Uber to get around was expensive."
Jammy 4-night trip
Posted 3 days ago
Beachcomber Resort at Montauk

Frequently asked questions

What are some accommodation options with pools in Wainscott Woods?
Gurney's Montauk Resort & Seawater Spa: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool and a private beach. Sound View Greenport: Offers a private beach, a seasonal outdoor pool and 2 bars. The Atlantic Hotel: Provides 2 outdoor tennis courts, a seasonal outdoor pool and free self parking. Offshore Montauk: Hotel, 1-minute walk from The Hamptons Beaches. Features a sauna, a seasonal outdoor pool and free self parking. Montauk Blue Hotel: Hotel, 1-minute walk from The Hamptons Beaches. Offers sunloungers, an indoor pool and complimentary wireless Internet access.
What is there to see and do in Wainscott Woods?
Make a point to visit attractions such as Georgica Beach and Guild Hall. During your stay, visit sights such as Wolffer Estates Vineyard, The Jewish Center of the Hamptons and East Hampton Main Beach.
When is the best time to book a hotel with a pool in Wainscott Woods?
You may want to consider accommodation with an outdoor swimming pool if you plan to visit Wainscott Woods in the hottest months of August, July or September, when the average temperature is 21°C. Accommodation with an indoor pool may be what you want if you are visiting during the coldest months of January, February or March, when the average temperature is 3°C.