Cheshire

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.
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.
Fall in New England , photo take on road 70 Cheshire CT

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Cheshire Welcome Inn

Cheshire Welcome Inn

2.5 out of 5
1106 S Main St. Cheshire CT
The price is CA $109 per night from Feb 15 to Feb 16
CA $109
CA $125 total
Feb 15 - Feb 16
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! (778 reviews)
Great location, comfortable and clean

Reviewed on Feb 5, 2026

Cheshire Welcome Inn
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
The price is CA $154 per night from Feb 22 to Feb 23
CA $154
CA $178 total
Feb 22 - Feb 23
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 ...
9/10 Wonderful! (2,016 reviews)
Excellent desk staff. Clean and quite room. Good location.

Reviewed on Feb 4, 2026

New Haven Hotel
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
The price is CA $120 per night from Feb 16 to Feb 17
CA $120
CA $138 total
Feb 16 - Feb 17
includes taxes & fees
Book a stay at this business-friendly hotel in Hartford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
7.4/10 Good! (1,171 reviews)
It was ok for the price

Reviewed on Feb 9, 2026

The Capitol Hotel
See all 1,247 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, an in-room coffeemaker, and air conditioning. Popular attractions Maplecroft Plaza Shopping Center and Roaring ...
9.2/10 Wonderful! (16 reviews)
Close to where I needed to be.

Reviewed on Feb 4, 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
Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Shubert Theater and White Space Gallery are located nearby.
9.6/10 Exceptional! (62 reviews)
Cleaning good although some of the furniture and carpets show a lot of wear for a new building. Definitely would stay there again.

Reviewed on Jan 12, 2026

Luxury Furnished Apartments by Hyatus Downtown at Yale
A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!

A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!

Guilford CT
Stay at this vacation home in Guilford. Enjoy free WiFi, private pools, and a garden. Popular attractions Chaffinch Island State Park and Guilford Town Green ...
10/10 Exceptional! (40 reviews)
We arrived late, and Dan turned on the lights and left the front door open for us. Then on our last evening there began a decadal snowfall; we called Dan and said we had to leave by 7 a.m. and could he please have the very long and uphill driveway plowed before then? Sure enough, he arrived with ...

Reviewed on Dec 30, 2025

A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!
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

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

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

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

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

Lock 12 Historical Park

Explore the great outdoors at Lock 12 Historical Park, a lovely green space in Cheshire. While in this family-friendly area, you can enjoy the restaurants.

Lock 12 Historical Park

Cities near Cheshire

New England Panorama

Southington

Wallingford
Photo by Wesley Krombel (CC0)

Wallingford

A view of the water at the Southington reservoir on the New Britain Southington town line in Connecticut.

Plantsville