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

Hotels with Swimming Pool in Cutchogue, New York

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Check availability on Cutchogue Hotels with Swimming Pool

Tonight
Aug 21 - Aug 22
Tomorrow
Aug 22 - Aug 23
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

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.
P10,200
P13,199 total
includes taxes & fees
Sep 7 - Sep 8
The Bentley Hotel Southampton

2. Ocean View Terrace Inn

Ocean View Terrace Inn
Hampton Bays
  • Beachside seasonal pool awaits with ocean adventures and relaxing massages nearby.
P8,455
P13,286 total
includes taxes & fees
Sep 13 - Sep 14
Ocean View Terrace Inn

3. Sound View Greenport

Sound View Greenport
Greenport
  • Coastal bliss awaits at this private beach hotel with a seasonal pool and sunset views.
P16,719
P24,384 total
includes taxes & fees
Sep 15 - Sep 16
Sound View Greenport

4. 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.
P9,323
P12,050 total
includes taxes & fees
Sep 20 - Sep 21
Hamlet Inn

5. The Hampton Maid

The Hampton Maid
Hampton Bays
  • Splash into summer at this Hampton motel, where the seasonal pool and massage services await.
P16,093
P18,386 total
includes taxes & fees
Sep 8 - Sep 9
The Hampton Maid

6. The Harbor Front Inn

The Harbor Front Inn
Greenport
  • Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
P17,078
P22,690 total
includes taxes & fees
Sep 8 - Sep 9
The Harbor Front Inn

7. North Fork Resort

North Fork Resort
Greenport
P19,811
P22,634 total
includes taxes & fees
Sep 15 - Sep 16
North Fork Resort

8. The Penny Lane

The Penny Lane
Hampton Bays
  • Seasonal poolside relaxation awaits at this oceanfront hotel with sun loungers, umbrellas, and gardens.
P14,234
P16,262 total
includes taxes & fees
Sep 16 - Sep 17
The Penny Lane

9. The Atlantic Hotel

The Atlantic Hotel
Southampton
  • Splash into summer at this modern hotel with tennis courts and a seasonal pool for sunny relaxation.
P12,153
P15,426 total
includes taxes & fees
Sep 8 - Sep 9
The Atlantic Hotel

10. 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.
P11,499
P13,137 total
includes taxes & fees
Sep 9 - Sep 10
Hyatt Place Long Island East End
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Choose what matters most at hotels with a pool in Cutchogue

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Cutchogue Hotel Reviews

Hyatt Place Long Island East End

Hyatt Place Long Island East End

8/10 Good
"Booked the 2nd time as our first time last year was superb. This year, we booked same type of room and requested for 1st flr room so we'll be closer to the indoor pool but ended up being assigned to a 5th floor room with view of parking lot. Other than that, location was convenient as it's next to the aquarium. Though we might reconsider staying in another hotel next year we go back to the area."
Leslie Anne 2-night trip
Posted 6 hours ago
Hyatt Place Long Island East End
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Great experience. Would definitely do again."
Shannon 1-night trip
Posted 14 hours ago
Saybrook Point Resort & Marina
Sound View Greenport

Sound View Greenport

10/10 Excellent
"The views are amazing! The breakfast was a great perk. Short drive to town but you really don't need to leave the grounds with bar/restaurant/beach/pool all there."
Catherine 2-night trip
Posted 19 hours ago
Sound View Greenport
Water's Edge Resort & Spa

Water's Edge Resort & Spa

8/10 Good
"I booked through Expedia because I believed the price I was quoted would be the final cost other than incidentals. Additional resort fees and tax were added to the final bill. Over 130.00 in unexpected cost. Be aware when booking."
Debra 1-night trip
Posted 2 days ago
Water's Edge Resort & Spa
The Hampton Maid

The Hampton Maid

10/10 Excellent
"Wonderful place, room is clean, modern and spacious. Such a nice garden right in front of the rooms, very relaxing atmosphere. Very professional and helpful staff. Great location, close to restaurants. Highly recommend it."
Mehmet B 2-night trip
Posted 4 days ago
The Hampton Maid
Faraway Sag Harbor

Faraway Sag Harbor

10/10 Excellent
"Great vibe and decor. Super Cozy and elegant. Best Hamptons stay! Can’t wait to come back next year."
Joseph 1-night trip
Posted 8 days ago
Faraway Sag Harbor

Frequently asked questions

What are some accommodations with pools in Cutchogue?
Pier Blue Inn Old Saybrook - Essex: Offers a private beach, a seasonal outdoor pool, and 2 bars. Sound View Greenport: Hotel located near The Hamptons Beaches. Provides 2 outdoor tennis courts, a seasonal outdoor pool, and free self parking. The Atlantic Hotel: Features a seasonal outdoor pool, an indoor pool, and a private beach. Water's Edge Resort & Spa: Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access. North Fork Resort: Guesthouse located near The Hamptons Beaches. Features free self parking, a seasonal outdoor pool, and complimentary wireless internet access.
What is there to see and do in Cutchogue?
Make a point to visit attractions like 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 that offers an outdoor pool if you plan to visit Cutchogue in the warmest months of August, July, or September when the average temp is 70°F. Lodging offering an indoor pool may be the way to go if you visit during the coldest months of January, February, or March when the average temp is 38°F.

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