Find Cheap Hotels in Cheshire, CT

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Our top choices for Cheshire cheap hotels

Cheshire Welcome Inn

Cheshire Welcome Inn
2.5 star property
Cheshire
8.4 out of 10, Very Good, (770)
"This is our 5 th stay, allways clean, friendly staff Very economical, will definitely be a return customer..Quiet and centrally located…no complaints…"
United States
John
The price is NT$2,528
NT$2,907 total
includes taxes & fees
Dec 23 - Dec 24
Cheshire Welcome Inn

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG
2.5 star property
Southington
8.6 out of 10, Excellent, (1176)
"The place was great. enjoyed our stay."
United States
Michael
The price is NT$2,588
NT$2,976 total
includes taxes & fees
Jan 2 - 2026/1/3
Holiday Inn Express Southington by IHG

New Haven Hotel

New Haven Hotel
3.5 star property
Downtown New Haven
9.0 out of 10, Wonderful, (1950)
"Location, friendly staff, clean a comfortable room. Will stay again!"
United States
Kim
The price is NT$3,356
NT$3,860 total
includes taxes & fees
Dec 28 - Dec 29
New Haven Hotel

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown
3.0 star property
Waterbury
8.4 out of 10, Very Good, (1073)
"The room vas spacious and clean. Staff were very helpful and cordial."
United States
Ivan
The price is NT$2,809
NT$3,230 total
includes taxes & fees
Dec 28 - Dec 29
Courtyard by Marriott Waterbury Downtown

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
8.8 out of 10, Excellent, (69)
"Comfortable beds, friendly staff "
United States
Taylor
The price is NT$3,287
NT$3,780 total
includes taxes & fees
Jan 3 - 2026/1/4
Spark by Hilton Guilford

Hampton Inn & Suites Hartford/East Hartford

Hampton Inn & Suites Hartford/East Hartford
2.5 star property
East Hartford
9.0 out of 10, Wonderful, (1090)
"We enjoyed our visit "
United States
Richard
The price is NT$3,080
NT$3,542 total
includes taxes & fees
Jan 2 - 2026/1/3
Hampton Inn & Suites Hartford/East Hartford

Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven
3.0 star property
Milford
8.6 out of 10, Excellent, (1191)
"Hotel for Pleasant Stay"
United States
Rajesh
The price is NT$2,777
NT$3,194 total
includes taxes & fees
Dec 28 - Dec 29
Hyatt Place Milford / New Haven

Best Western Plus New England Inn & Suites

Best Western Plus New England Inn & Suites
2.5 star property
Berlin
8.6 out of 10, Excellent, (1001)
"great stay."
United States
John
The price is NT$2,750
NT$3,162 total
includes taxes & fees
Jan 2 - 2026/1/3
Best Western Plus New England Inn & Suites

Hilton Garden Inn Milford

Hilton Garden Inn Milford
3.0 star property
Milford
8.4 out of 10, Very Good, (1006)
"Very nice hotel clean friendly convenient location "
United States
Karen
The price is NT$3,080
NT$3,542 total
includes taxes & fees
Jan 2 - 2026/1/3
Hilton Garden Inn Milford

Clarion Inn North Haven - New Haven North

Clarion Inn North Haven - New Haven North
3.0 star property
North Haven
7.6 out of 10, Good, (1000)
"I would stay there again."
United States
George
The price is NT$2,556
NT$2,940 total
includes taxes & fees
Dec 26 - Dec 27
Clarion Inn North Haven - New Haven North
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 Cheshire Hotel Reviews

Frequently asked questions

What is Cheshire like for travelers on a budget?
Cheshire has cheap accommodation options and a variety of places to visit, making it a great vacation choice for budget-conscious travelers. You can find ways to save money while getting to know this destination, which is home to attractions like Barker Character, Comic and Cartoon Museum, Cheshire Hollow Farm, and Maplecroft Plaza Shopping Center.
When is the best time for a budget trip to Cheshire?
Weather will likely play an important role when you plan your trip to Cheshire, and keep in mind that cheaper options are usually available when the weather isn't as good. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 33°F. Average annual precipitation for Cheshire is 54 inches.
What is there to see and do in Cheshire?
Cheshire is known for its dining options and offers things to see and do without spending a fortune. You can budget for the top local attractions on your list, and then make time for activities that cost very little. Explore and snap photos of landmarks like Hubbard Park and Andrews Homestead Museum, or hunt for bargains with some shopping at Maplecroft Plaza Shopping Center.
How can I get to Cheshire and get around on a budget?
Scoping out the transportation options in Cheshire is a smart way to keep your trip affordable. The most convenient airport is 12 mi (19.3 km) from the center in Oxford, CT (OXC-Waterbury - Oxford). However, if that doesn't suit your budget, you can look into flights to New Haven, CT (HVN-Tweed - New Haven Regional), which is 16.5 mi (26.6 km) away. Cheshire might not have many public transit options so a rental car could be an economical alternative to explore more of the area.