Cheshire Travel Guide

Tourist Guide

Photo by Tai Bui
Photo by Tai Bui
Cheshire Welcome Inn

Cheshire Welcome Inn

2.5 out of 5
1106 S Main St., Cheshire, CT
The price is AU$139 per night from 8 Oct to 9 Oct
AU$139
8 Oct - 9 Oct
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! (737 reviews)
Convenient overnight stay
"Older inn that appears to be well maintained. The room was neat and clean with most amenities in pricier hotels. Had problem with key card which was quickly resolved. Check in went smoothly and convenient drop box when leaving."

Reviewed on 30 Sept 2025

Cheshire Welcome Inn
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St, Hartford, CT
The price is AU$160 per night from 9 Oct to 10 Oct
AU$160
9 Oct - 10 Oct
includes taxes & fees
Stay at this 3-star 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! (1,092 reviews)
"Great"

Reviewed on 29 Sept 2025

The Capitol 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 AU$291 per night from 21 Oct to 22 Oct
AU$291
21 Oct - 22 Oct
includes taxes & fees
Stay at this 4-star business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
8.4/10 Very Good! (1,016 reviews)
"Charged for WiFi. Hotel crowded with uncourteous group members in packs - made elevators slow."

Reviewed on 29 Sept 2025

Omni New Haven Hotel at Yale
See all 1,129 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
Stay at this apartment in Cheshire. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Bartlem Park and Maplecroft Plaza Shopping ...
9.2/10 Wonderful! (8 reviews)
Wonderful location and super clean.
"Very nice location in a country setting. Saw deer in the backyard every morning. Very clean and accurate description of the property. Friendly hosts who supplied everything we needed. Would stay here again. Highly recommend."

Reviewed on 9 July 2025

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.
9.4/10 Exceptional! (55 reviews)
"Loved our stay here."

Reviewed on 28 Sept 2025

Luxury Furnished Apartments by Hyatus Downtown at Yale
Charming Studio| Near Yale| Downtown New Haven

Charming Studio| Near Yale| Downtown New Haven

New Haven
Stay at this apartment in New Haven. Enjoy free WiFi, laundry facilities, and an in-room coffeemaker. Popular attractions John Slade Ely House and Peabody Museum ...
9/10 Wonderful! (4 reviews)
"Convenient location. Just off Rte 91. Easy street parking. The studio is as pictured - exposed brick walls, high ceilings. Everything you need for a short stay."

Reviewed on 13 Sept 2025

Charming Studio| Near Yale| Downtown New Haven
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

Cheshire Hollow Farm

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

Cheshire Hollow Farm

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.

Barker Character, Comic and Cartoon Museum

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.

Cheshire Golf Course

Roaring Brook Park

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

Roaring Brook Park

Bartlem Park

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

Bartlem Park

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.

Maplecroft Plaza Shopping Center