Search for Cheap Deals onHotels with Pools in Cheshire
Photo by Tai Bui
Check Last Minute Cheshire Hotel Deals
You choose what matters — star rating, location, amenities.
We pick the perfect hotel, packed with all your must-haves.
Your hotel is revealed right after booking!
Featured Cheshire Hotels with a Pool

Holiday Inn Cheshire - Southington by IHG
64 Knotter Dr, Cheshire, CT
Fully refundable
Stay at this 3-star business-friendly hotel in Cheshire. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
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.
- Top Hotels by Star Rating
- More Hotel Types
- Popular Neighborhoods
- Popular Attractions
- Nearby Cities
- Top Hotels
Hotels by Star Rating
Top Neighborhoods in Cheshire
Top Points of Interests in Cheshire
- Hotels near Cheshire Hollow Farm
- Hotels near Barker Character
- Hotels near Roaring Brook Park
- Hotels near Bartlem Park
- Hotels near Maplecroft Plaza Shopping Center
- Hotels near Quinnipiac Recreation Area
- Hotels near Cheshire Golf Course
- Hotels near Drazen Orchards
- Hotels near Yale University
- Hotels near Yale-New Haven Hospital
- Hotels near Xfinity Theatre
- Hotels near Lake Compounce
- Hotels near Connecticut Convention Center
- Hotels near XL Center
- Hotels near Pratt and Whitney Headquarters
- Hotels near Mark Twain House & Museum
- Hotels near Quinnipiac University
- Hotels near Wesleyan University
- Hotels near University of New Haven
- Hotels near University of Hartford
Cities near Cheshire
- New Haven Hotels (13.85 mi)
- Hartford Hotels (21.13 mi)
- Milford Hotels (21.12 mi)
- Shelton Hotels (16.28 mi)
- Waterbury Hotels (7.49 mi)
- Madison Hotels (22.73 mi)
- Branford Hotels (16.55 mi)
- Meriden Hotels (5.74 mi)
- Stratford Hotels (25.16 mi)
- West Haven Hotels (16.53 mi)
- Southington Hotels (6.32 mi)
- East Hartford Hotels (23.37 mi)
- Coastal Connecticut Hotels (13.86 mi)
- West Hartford Hotels (19.56 mi)
- Hamden Hotels (8.61 mi)
- Wallingford Hotels (5.75 mi)
- Farmington Hotels (15.69 mi)
- Guilford Hotels (19.48 mi)
- Bristol Hotels (11.46 mi)
- Cromwell Hotels (14.96 mi)
Most Booked Hotels in Cheshire
- Cheshire Welcome Inn
- Holiday Inn Cheshire - Southington by IHG
- The Capitol Hotel
- New Haven Hotel
- Hyatt Place Milford / New Haven
- Clarion Inn
- Hampton Inn & Suites Hartford/East Hartford
- La Quinta Inn & Suites by Wyndham New Haven
- Motel 6 New Haven - Branford, CT
- Best Western Executive Hotel Of New Haven - West Haven
- Wyndham Southbury
- Courtyard by Marriott Waterbury Downtown
- Quality Inn
- Hampton Inn by Hilton Shelton
- Motel 6 Wethersfield, CT - Hartford
- The Goodwin Hotel
Car Rentals Near Cheshire
- Car rentals in New Haven
- Car rentals in Hartford
- Car rentals in Milford
- Car rentals in Shelton
- Car rentals in Waterbury
- Car rentals in Madison
- Car rentals in Branford
- Car rentals in Meriden
- Car rentals in Stratford
- Car rentals in West Haven
- Car rentals in Southington
- Car rentals in East Hartford
- Car rentals in Coastal Connecticut
- Car rentals in West Hartford
- Car rentals in Hamden
- Car rentals in Wallingford
Top Destinations for Hotels with Pools
- Atlantic City Hotels with Pools
- Cleveland Hotels with Pools
- Downtown Chicago Hotels with Pools
- Downtown Omaha Hotels with Pools
- Chicago Hotels with Pools
- Philadelphia Hotels with Pools
- Downtown Milwaukee Hotels with Pools
- New York Hotels with Pools
- Louisville Hotels with Pools
- Downtown Cleveland Hotels with Pools
- Lincoln Hotels with Pools
- Niagara Falls Hotels with Pools
- South Beach Hotels with Pools
- Memphis Hotels with Pools
- Los Angeles Hotels with Pools
- Downtown Indianapolis Hotels with Pools
- Toledo Hotels with Pools
- Lexington Hotels with Pools
- Downtown Minneapolis Hotels with Pools
- Cleveland Hotels with Pools