A coastal landscape with a sandy beach, calm waters, and a clear sky.

Cutchogue Hotels with Swimming Pool

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Check availability on Cutchogue Hotels with Swimming Pools

Tonight
19 Sept - 20 Sept
Tomorrow
20 Sept - 21 Sept
Next weekend
25 Sept - 27 Sept
In two weeks
2 Oct - 4 Oct

Our top choices for Cutchogue hotels with a pool

1. 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.
RM510
RM685 total
includes taxes & fees
5 Oct - 6 Oct
The Bentley Hotel Southampton

2. 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.
RM517
RM669 total
includes taxes & fees
20 Sept - 21 Sept
Hamlet Inn

3. Sound View Greenport

Sound View Greenport
Greenport
  • Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
RM1,084
RM1,355 total
includes taxes & fees
14 Oct - 15 Oct
Sound View Greenport

4. The Atlantic Hotel

The Atlantic Hotel
Southampton
  • Splash into summer at this modern hotel with tennis courts and a seasonal pool for sunny relaxation.
RM487
RM658 total
includes taxes & fees
1 Oct - 2 Oct
The Atlantic Hotel

5. The Hampton Maid

The Hampton Maid
Hampton Bays
  • Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
RM863
RM986 total
includes taxes & fees
13 Oct - 14 Oct
The Hampton Maid

6. Ocean View Terrace Inn

Ocean View Terrace Inn
Hampton Bays
  • Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.
RM560
RM880 total
includes taxes & fees
21 Sept - 22 Sept
Ocean View Terrace Inn

7. Hampton's Vacation Inn

Hampton's Vacation Inn
Hampton Bays
  • Soak in poolside bliss at this Hampton guesthouse with refreshing seasonal pool, tennis court, and nearby beach activities.
RM505
RM577 total
includes taxes & fees
20 Sept - 21 Sept
Hampton's Vacation Inn

8. Hyatt Place Long Island East End

Hyatt Place Long Island East End
Riverhead
  • Take a dip in two refreshing pools at this Long Island hotel, where poolside relaxation meets marina adventure and family fun.
RM678
RM774 total
includes taxes & fees
20 Oct - 21 Oct
Hyatt Place Long Island East End

9. The Penny Lane

The Penny Lane
Hampton Bays
  • Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
RM836
RM956 total
includes taxes & fees
20 Oct - 21 Oct
The Penny Lane

10. The Harbor Front Inn

The Harbor Front Inn
Greenport
  • Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
RM1,025
RM1,288 total
includes taxes & fees
15 Oct - 16 Oct
The Harbor Front Inn
View all properties

Choose what matters most at hotels with a pool in Cutchogue

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Cutchogue Hotel Reviews

Sound View Greenport

Sound View Greenport

10/10 Excellent
"Nice property clean rooms unique having room right on the ocean front was surprised by a pretty nice breakfast many choices food coffee which is always important overall the property is well located to visit surrounding farms and vineyards and short car ride to restaurants and water front"
William B 1-night trip
Posted 2 hours ago
Sound View Greenport
Budget Host East End

Budget Host East End

10/10 Excellent
"Clean room"
Gerson 1-night trip
Posted 7 hours ago
Budget Host East End
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"It was the perfect getaway- close to home. The property was beautiful, clean and peaceful. The beach could have been cleaner, but overall we loved our stay. The food served in their variety of restaurants was delicious. We will definitely return."
Jennifer 3-night trip
Posted 4 days ago
Water's Edge Resort & Spa
The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"I had room facing the busy street, but the room was well insulated and I did not hear the traffic from outside. Also, the floor plan was very functional. Linen was clean CLEAN, bed was SO comfortable And the amenities of small fridge, coffee maker, iron, -and 2 water bottles provided with each room clean was especially helpful. Parking spaces were wide with ample space to unload and open passenger doors."
barbara 5-night trip
Posted 4 days ago
The Atlantic Hotel
Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

10/10 Excellent
"Friendly staff, comfortable and clean room. Modern and bright."
Danielle 1-night trip
Posted 5 days ago
Hilton Garden Inn Riverhead
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 6 days ago
Faraway Sag Harbor

Frequently asked questions

What are some accommodation options with pools in Cutchogue?
Pier Blue Inn Old Saybrook - Essex: Offers a private beach, a seasonal outdoor pool and 2 bars. Sound View Greenport: Provides a seasonal outdoor pool, an indoor pool and a private beach. Water's Edge Resort & Spa: Features 2 outdoor tennis courts, a seasonal outdoor pool and free self parking. The Atlantic Hotel: Offers free self parking, a seasonal outdoor pool and complimentary wireless Internet access. Zey Hotel: Hotel, 3-minute walk from The Hamptons Beaches. Provides spa services, a seasonal outdoor pool and a snack bar/deli.
What is there to see and do in Cutchogue?
Make a point to visit attractions such as 8 Hands Farm. Discover sights such as Peconic Bay Winery, Bedell Cellars and Pugliese Vineyards during your stay.
When is the best time to book a hotel with a pool in Cutchogue?
You may want to think about a place to stay with an outdoor swimming pool if you plan to visit Cutchogue in the warmest months of August, July or September, when the average temp is 21°C. Accommodation offering an indoor pool may be the way to go if you are visiting during the coldest months of January, February or March, when the average temp is 3°C.

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