Cheshire Holidays
Book a Hotel + Flight or Car together to unlock savings
Photo by Tai Bui
Top hotels in Cheshire
Cheshire Welcome Inn
1106 S Main St., Cheshire, CT
The price is 2.110.635 ₫ per night from 17 Nov to 18 Nov
2.110.635 ₫
2.427.230 ₫ total
17 Nov - 18 Nov
includes taxes & fees
8.4/10 Very Good! (753 reviews)
It's a cute little motel near my son's house. We like the convenience and the price. The one negative is when you walk into the room it reeks of cleaning products. It's so strong I was sneezing for the first 15 mins. You get use to it but it never goes away.
Reviewed on 2 Nov 2025
New Haven Hotel
229 George Street New Haven CT
Fully refundableReserve now, pay when you stay
The price is 3.337.228 ₫ per night from 23 Nov to 24 Nov
3.337.228 ₫
3.837.812 ₫ total
23 Nov - 24 Nov
includes taxes & fees
9/10 Wonderful! (1,872 reviews)
Always happy to be there! Great staff and convenient location, perfect for a short stay on campus.
Reviewed on 8 Nov 2025
The Capitol Hotel
440 Asylum St Hartford CT
Fully refundableReserve now, pay when you stay
The price is 2.113.006 ₫ per night from 14 Dec to 15 Dec
2.113.006 ₫
2.429.957 ₫ total
14 Dec - 15 Dec
includes taxes & fees
7.4/10 Good! (1,073 reviews)
Room was good, view was great
Reviewed on 10 Nov 2025
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.
Popular places to visit
Cheshire Golf Course
Enjoy a round of golf in Cheshire at Cheshire Golf Course. Experience the entertainment venues and theatre scene in this romantic area.
Barker Character, Comic and Cartoon Museum
You can take time to visit Barker Character, Comic and Cartoon Museum during your travels to Cheshire. Experience the entertainment venues and theatre scene in this romantic area.
Maplecroft Plaza Shopping Center
You can find the perfect gifts to bring home at Maplecroft Plaza Shopping Center during your stay in Cheshire. Experience the area's entertainment venues and theatre scene.
