Find Hotels with an Outdoor Pool in Old Greenwich, CT

Start date: Check-in selected.
To Date
End date: Check-out

Check availability on Old Greenwich Hotels with an Outdoor Pool

Next weekend
In two weeks

Top Old Greenwich Hotels with an Outdoor Pool

The Circle Hotel Fairfield

3.0 star property
Fairfield
  • Pool loungers
  • Near the beach
9.0 out of 10, Wonderful, (1417)
Poolside relaxation awaits at this recently updated hotel, where the seasonal outdoor pool offers sun loungers and cooling umbrellas. Guests consistently praise the crystal-clear water, ample seating, and perfect temperature after exploring nearby Jennings Beach.
$116 nightly
The price is $134
Dec 7 - Dec 8
Total with taxes and fees
The Circle Hotel Fairfield

Hotel Nyack, a JdV by Hyatt Hotel

4.0 star property
Nyack
  • Pool loungers
  • Hot tub
8.6 out of 10, Excellent, (1014)
Floating in the seasonal outdoor pool marks the perfect end to days spent exploring nearby attractions. Guests savor cold drinks from the poolside bar while relaxing beneath complimentary cabanas in this stylishly designed hotel.
$116 nightly
The price is $133
Dec 15 - Dec 16
Total with taxes and fees
Hotel Nyack, a JdV by Hyatt Hotel

Hotel NoMa, Trademark Collection by Wyndham

3.0 star property
New Rochelle
  • Outdoor pool
  • Near the beach
8.2 out of 10, Very Good, (1014)
Mediterranean cuisine at the on-site restaurant enhances poolside relaxation at this centrally located hotel. Guests praise the helpful staff, clean rooms, and comfortable beds while enjoying seasonal swimming from June through August.
$134 nightly
The price is $153
Dec 16 - Dec 17
Total with taxes and fees
Hotel NoMa, Trademark Collection by Wyndham

Hotel MTK Mount Kisco

3.0 star property
Mount Kisco
  • Pool loungers
8.4 out of 10, Very Good, (1009)
Sparkling waters beckon at the seasonal outdoor pool, complemented by comfortable sun loungers and attentive service from friendly staff. Guests appreciate the peaceful atmosphere, on-site restaurant, and spotless accommodations at this conveniently located hotel.
$155 nightly
The price is $177
Dec 7 - Dec 8
Total with taxes and fees
Hotel MTK Mount Kisco

Chalet Inn & Suites Centerport

2.0 star property
Centerport
  • Near the beach
7.8 out of 10, Good, (759)
Dive into the clean, refreshing seasonal pool surrounded by ample seating and peaceful garden views. This quaint hotel earns praise for its immaculate grounds, comfortable accommodations with separate sitting areas, and exceptionally helpful staff.
$156 nightly
The price is $179
Dec 1 - Dec 2
Total with taxes and fees
Chalet Inn & Suites Centerport

Tarrytown House Estate

3.5 star property
Tarrytown
  • Indoor pool
8.0 out of 10, Very Good, (1023)
Seasonal outdoor and indoor swimming pools create aquatic retreats amid historical surroundings, complemented by a rejuvenating sauna. After laps, guests savor Asian cuisine at Goosefeather restaurant while admiring spectacular river views.
$179 nightly
The price is $205
Dec 21 - Dec 22
Total with taxes and fees
Tarrytown House Estate

Best Western Premier Plainview-Long Island Hotel

3.0 star property
Plainview
  • Pool
  • Pet friendly
  • Parking included
  • Free WiFi
  • Restaurant
  • Air conditioning
8.0 out of 10, Very Good, (21)
Water enthusiasts splash into summer fun at the seasonal outdoor pool, where adults find tranquility while kids enjoy supervised swimming. After poolside relaxation, guests savor amazing cuisine at the on-site restaurant before retiring to spotlessly clean rooms.
$141 nightly
The price is $157
Dec 7 - Dec 8
Total with taxes and fees
Best Western Premier Plainview-Long Island Hotel

Hilton Long Island/Huntington

3.5 star property
Melville
  • Outdoor pool
  • Indoor pool
  • Hot tub
7.4 out of 10, Good, (1010)
Swim sessions flourish at this family-friendly hotel, offering both indoor and outdoor pools plus a relaxing hot tub. Beyond aquatic pleasures, guests enjoy an on-site tennis court, basketball, volleyball, and exceptional dining at two restaurants.
$139 nightly
The price is $158
Dec 14 - Dec 15
Total with taxes and fees
Hilton Long Island/Huntington

Tides Motor Inn at Stehli Beach

2.0 star property
Locust Valley
  • Pool loungers
  • Direct access to the beach
6.8 out of 10, (598)
Sparkling waters beckon at the seasonal outdoor pool, complete with inviting loungers just steps from Stehli Beach. Guests appreciate the quiet, convenient location near Bayville Adventure Park, with pristine rooms offering a peaceful sanctuary after beach adventures.
$62 nightly
The price is $69
Dec 2 - Dec 3
Total with taxes and fees
Tides Motor Inn at Stehli Beach

J House Greenwich

4.0 star property
Riverside
  • Pool loungers
  • Full-service spa
9.0 out of 10, Wonderful, (1007)
Seasonal outdoor pool sanctuary beckons with cabanas, loungers, and a refreshing poolside bar. Pampered guests enjoy spa treatments, Italian fine dining, and sleek rooms with hydromassage showers after swimming.
$329 nightly
The price is $378
Dec 13 - Dec 14
Total with taxes and fees
J House Greenwich
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.

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.

Find out more about Old Greenwich

Discover top Old Greenwich attractions

Old Greenwich, Connecticut, offers travelers a serene getaway with a blend of coastal charm and leisurely activities perfect for families looking to unwind. Start your day with a visit to Todd's Point, where you can enjoy a scenic stroll along the beach or let the kids explore the tidal marshes and nature trails. For a taste of local culture, the Old Greenwich Farmers Market showcases fresh produce and artisan goods, perfect for a relaxing picnic by the water. A visit to the historic Greenwich Point Park will allow you to soak in stunning views of Long Island Sound while enjoying a family-friendly atmosphere. Don't miss the chance to explore the quaint shops and restaurants in the Old Greenwich village, where you can find everything from gourmet ice cream to upscale dining. After a fulfilling day, consider staying at hotels near the waterfront that feature inviting pools, offering the perfect retreat for both relaxation and family fun. Imagine lounging by the pool while the kids splash about, or enjoying sunset views from a cabana—an experience designed for those who appreciate high-quality service and amenities.

Top Old Greenwich Hotel Reviews

Explore a world of travel with Expedia