Hotels with Swimming Pools in Chester

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on Chester Hotels with Swimming Pools

This weekend
Next weekend

Top Hotels with Swimming Pools in Chester

Holiday Inn Express Hotel & Suites Chester by IHG

2.5 star property
Chester
  • Indoor pool
  • Pool loungers
8.6 out of 10, Excellent, (1008)
Splash into holiday mode at the pristine indoor pool, complete with inviting sun loungers for post-swim relaxation. Families appreciate the hotel's proximity to LEGOLAND New York while enjoying spotlessly clean rooms with premium bedding and thoughtful amenities.
The price is S$121
includes taxes & fees
30 Nov - 1 Dec
Holiday Inn Express Hotel & Suites Chester by IHG

The Dominion House Bed & Breakfast

2.0 star property
Chester
  • Outdoor pool
9.2 out of 10, Wonderful, (233)
Swimming enthusiasts delight in the sparkling outdoor pool surrounded by scenic gardens at this charming bed and breakfast. After morning hikes on nearby trails, guests savour outstanding, filling breakfasts before relaxing poolside or enjoying the arcade room.
The price is S$317
includes taxes & fees
1 Dec - 2 Dec
The Dominion House Bed & Breakfast

LEGOLAND Hotel NEW York

3.0 star property
Goshen
  • Outdoor pool
8.6 out of 10, Excellent, (28)
Pool toys transform the outdoor pool into a delightful aquatic playground at this LEGOLAND hotel. After swimming, families can enjoy the on-site restaurant, arcade room, and garden, making this vibrant getaway perfect for creating lasting memories.
The price is S$363
includes taxes & fees
12 Dec - 13 Dec
LEGOLAND Hotel NEW York

Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

2.5 star property
Fishkill
  • Indoor pool
  • Hot tub
8.4 out of 10, Very good, (1003)
Refreshing waters beckon in the immaculate indoor pool, complemented by a soothing hot tub that guests consistently praise. Beyond aquatic amenities, visitors enjoy comfortable rooms with premium bedding and a complimentary breakfast buffet each morning.
The price is S$130
includes taxes & fees
19 Dec - 20 Dec
Holiday Inn Express Fishkill-Mid Hudson Valley by IHG

Hampton Inn by Hilton Middletown

2.5 star property
Middletown
  • Pool
  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
8.6 out of 10, Excellent, (1003)
Dive into summer refreshment at the seasonal outdoor pool, open from May through September. Beyond swimming, this hotel entices with nearby adventures including hiking trails, kayaking, and mountain biking, plus a modern fitness centre for year-round activity.
The price is S$123
includes taxes & fees
4 Dec - 5 Dec
Hampton Inn by Hilton Middletown

DoubleTree by Hilton Hotel Nanuet

4.0 star property
Nanuet
  • Indoor pool
  • Pool loungers
  • Hot tub
8.8 out of 10, Excellent, (1008)
Gliding through crystal-clear waters, swimmers enjoy this hotel's immaculate indoor pool before unwinding in the rejuvenating hot tub. Clean, comfortable rooms complement the fitness centre and Windsor Grille restaurant, creating a peaceful retreat near Palisades Centre.
The price is S$160
includes taxes & fees
14 Dec - 15 Dec
DoubleTree by Hilton Hotel Nanuet

Residence Inn by Marriott Fishkill

3.0 star property
Fishkill
  • Indoor pool
9.4 out of 10, Exceptional, (402)
Swimming enthusiasts relish the indoor pool that remains accessible from early morning until late evening. Coupled with a comprehensive 24-hour fitness centre and thoughtful amenities like complimentary breakfast, this hotel creates a refreshing retreat experience.
The price is S$187
includes taxes & fees
13 Dec - 14 Dec
Residence Inn by Marriott Fishkill

Overlook Lodge at Bear Mountain

2.5 star property
Bear Mountain
  • Full-service spa
8.4 out of 10, Very good, (1017)
Seasonal outdoor swimming invites summer splashes amid breathtaking mountain scenery. After hiking local trails, guests rejuvenate with spa treatments, including deep-tissue massages and facials, before enjoying fresh cuisine at the on-site café.
The price is S$151
includes taxes & fees
30 Nov - 1 Dec
Overlook Lodge at Bear Mountain

Hilton Garden Inn Fishkill

3.0 star property
Fishkill
  • Indoor pool
8.6 out of 10, Excellent, (1007)
Swimmers enjoy year-round aquatic bliss at the temperature-controlled indoor pool, a perfect complement to the comprehensive 24-hour fitness centre. Adventure seekers appreciate nearby hiking trails, while business travellers value the laptop-friendly workspaces.
The price is S$135
includes taxes & fees
8 Dec - 9 Dec
Hilton Garden Inn Fishkill

Fairfield Inn & Suites by Marriott Goshen Middletown

2.5 star property
Goshen
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Gym
8.8 out of 10, Excellent, (1002)
Swimming sessions in the seasonal outdoor pool create perfect summer memories at this exceptionally clean hotel. Complementing aquatic enjoyment, guests appreciate the 24-hour fitness centre, complimentary breakfast buffet, and consistently helpful staff.
The price is S$149
includes taxes & fees
16 Dec - 17 Dec
Fairfield Inn & Suites by Marriott Goshen Middletown
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

Save up to 50% on select hotels

Top Chester Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Chester?
Holiday Inn Express Hotel & Suites Chester by IHG: Hotel located near LEGOLAND® New York. Features on-the-go, a pool and complimentary high-speed (wired) Internet access. Sonesta Simply Suites Nanuet: Provides a snack bar/deli, a pool and free self parking. DoubleTree by Hilton Hotel Nanuet: Hotel, 1-minute walk from Bear Mountain State Park. Features a full-service spa, a seasonal outdoor pool and a snack bar/deli. Overlook Lodge at Bear Mountain: Offers full, a pool and complimentary high-speed (wired) Internet access. Hampton Inn & Suites Mahwah: Hotel, 1-minute walk from Woodbury Common Premium Outlets. Features daily, an indoor pool and complimentary high-speed (wired) Internet access.
What is there to see and do in Chester?
Make a point to visit attractions such as The Rock Sports Complex and Castle Fun Center. Discover sights such as Goosepond Mountain State Park and Museum Village during your stay. The restaurants and shopping are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Chester?
You may want to consider a place to stay that has an outdoor pool if you plan to visit Chester in the hottest months of July, August or June, when the average temp is 21°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temperature is 0°C.