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

Cutchogue Hotels with Swimming Pool

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check availability on Cutchogue Hotels with Swimming Pools

Tonight
21 Sept - 22 Sept
Tomorrow
22 Sept - 23 Sept
This weekend
25 Sept - 27 Sept
Next weekend
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
22 Sept - 23 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 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

5. 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

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
23 Sept - 24 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
22 Sept - 23 Sept
Hampton's Vacation Inn

8. The Harbor Front Inn

The Harbor Front Inn
Greenport
  • Dive into pool paradise at this oceanside retreat with sun loungers for ultimate relaxation.
RM1,062
RM1,330 total
includes taxes & fees
4 Oct - 5 Oct
The Harbor Front Inn

9. 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.
RM694
RM793 total
includes taxes & fees
20 Oct - 21 Oct
Hyatt Place Long Island East End

10. Budget Host East End

Budget Host East End
Riverhead
  • Escape summer heat at this serene riverfront motel with a clean, seasonal pool.
RM363
RM415 total
includes taxes & fees
29 Sept - 30 Sept
Budget Host East End
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

Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"The grounds and the interior of the property were beautifully maintained and tastefully appointed. The staff is exceptionally friendly. The bathroom in my room was dated and needed remodeling. Wall dispensers of shampoo, conditioner and body wash were not installed in shower as is generally offered in most 4 star hotels. While there is a coffee machine in guest rooms, there is no complimentary coffee offered in the lobby."
Russell 1-night trip
Posted 2 hours ago
Water's Edge Resort & Spa
The Atlantic Hotel

The Atlantic Hotel

8/10 Good
"Updated motel, with a beachy feel. We booked the honeymoon suite to make use of the jetted tub, which has seen better days. Our room was in the back so it was quiet. The pool area was nice and we lounged in the sun for a while. The place is like a little hidden gem, no-frills, clean, and they make it easy to enjoy for a night in the Hamptons."
Janis 1-night trip
Posted 10 hours ago
The Atlantic Hotel
Hilton Garden Inn Riverhead

Hilton Garden Inn Riverhead

10/10 Excellent
"Great place."
Christine 3-night trip
Posted 15 hours ago
Hilton Garden Inn Riverhead
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Absolute wonderful experience! Beautiful hotel and excellent service provided by staff. Awesome food!"
Robin 2-night trip
Posted 1 day ago
Saybrook Point Resort & Marina
Hyatt Place Long Island East End

Hyatt Place Long Island East End

8/10 Good
"Great hotel, Not for $500 per night though"
Brian 2-night trip
Posted 1 day ago
Hyatt Place Long Island East End
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 7 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.

Explore a world of travel with Expedia