Cheshire, CT

Travel Guide

Castle Craig at Hubbard Park, Meriden, CT. easily replaceable sky. with a clean, classic view of the tower. Very recognizable image of this historic structure.
Golden sunlight shining on curved Wooden boardwalk over stream near forest
Castle Craig at Hubbard Park, Meriden, CT. American flags in the foreground and an easily replaceable sky.
Cheshire
Cheshire Welcome Inn

Cheshire Welcome Inn

2.5 out of 5
1106 S Main St. Cheshire CT
The price is AED 327 per night from May 12 to May 13
AED 327
AED 376 total
12 May - 13 May
includes taxes & fees
Stay at this motel in Cheshire. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (803 reviews)
Avoid at all cost place is a dump. Bathroom outdated 1960s. Shower curtain is cloth so water just spills though on the floor. Dirty curtains. Stains on floor. TV didn’t work.

Reviewed on 2 May 2026

Cheshire Welcome Inn
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
The price is AED 466 per night from May 25 to May 26
AED 466
AED 535 total
25 May - 26 May
includes taxes & fees
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
9.2/10 Wonderful! (2,129 reviews)
I did not know they provide breakfast. I thought the food corner was the market to sell food only.

Reviewed on 8 May 2026

New Haven Hotel
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St New Haven CT
The price is AED 555 per night from May 11 to May 12
AED 555
AED 639 total
11 May - 12 May
includes taxes & fees
Book a stay at this business-friendly hotel in New Haven. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful ...
8.6/10 Excellent! (1,012 reviews)
The whole experience was nice

Reviewed on 6 May 2026

Omni New Haven Hotel at Yale
See all 1,309 properties in Cheshire
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.
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.

Cheshire CT
Stay at this apartment in Cheshire. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Bartlem Park and Maplecroft Plaza Shopping Center ...
9.4/10 Exceptional! (18 reviews)
Great place clean and quiet

Reviewed on 26 April 2026

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Luxury Furnished Apartments by Hyatus Downtown at Yale

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 out of 5
240 Congress Avenue New Haven CT
Stay at this aparthotel in New Haven. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Louis' Lunch and Shubert Theater are located ...
9.6/10 Exceptional! (72 reviews)
Great comfortable stay for 6 days. Excellent location and parking. Unit in perfect condition. Washer / dryer a plus.

Reviewed on 7 May 2026

Luxury Furnished Apartments by Hyatus Downtown at Yale
Cozy cottage with AC and lake access in charming Connecticut suburb.

Cozy cottage with AC and lake access in charming Connecticut suburb.

Watertown CT
Stay at this cottage in Watertown. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Lake Quassapaug and Flanders Nature Center are located ...
9.4/10 Exceptional! (9 reviews)
I had a wonderful stay here. The home was cozy, very clean, and clearly well cared for. The host was incredibly helpful and graciously worked with me to shift my dates when my plans changed, which I really appreciated.There is a small fenced yard that was perfect for my dog and made the stay even ...

Reviewed on 27 April 2026

Cozy cottage with AC and lake access in charming Connecticut suburb.
See all properties in Cheshire
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

Roaring Brook Falls in the forest

Roaring Brook Park

Explore the great outdoors at Roaring Brook Park, a lovely green space in Cheshire. Experience the area's entertainment venues and theater scene.

Roaring Brook Park

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 theater scene in this romantic area.

Barker Character, Comic and Cartoon Museum

Cheshire Hollow Farm

Enjoy a stop at Cheshire Hollow Farm, an entertaining place to visit in Cheshire. Take in the theater scene in this romantic area.

Cheshire Hollow Farm

Maplecroft Plaza Shopping Center

You can search for that perfect souvenir at Maplecroft Plaza Shopping Center during your visit to Cheshire. Experience the area's entertainment venues and theater scene.

Maplecroft Plaza Shopping Center

Bartlem Park

Explore the great outdoors at Bartlem Park, a lovely green space in Cheshire. Experience the area's entertainment venues and theater scene.

Bartlem Park

Cheshire Golf Course

Enjoy a round of golf in Cheshire at Cheshire Golf Course. Experience the entertainment venues and theater scene in this romantic area.

Cheshire Golf Course