Cheshire

Travel 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
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! (720 reviews)
"Overall good, affordable place to stay overnight. It was quiet and clean. Minus is general bad condition of property. Walls on a room need a painting and on some plaster is pilling off."

Reviewed on 23 Aug 2025

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Cheshire Welcome Inn
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St, Hartford, CT
The price is HK$658 per night from 26 Aug to 27 Aug
HK$658
HK$757 total
26 Aug - 27 Aug
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 ...
7.6/10 Good! (1,005 reviews)
"We needed a place to rest our head for the night"

Reviewed on 21 Aug 2025

The Capitol Hotel
Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

2.5 out of 5
490 Saw Mill Rd, West Haven, CT
Fully refundableReserve now, pay when you stay
The price is HK$818 per night from 31 Aug to 1 Sept
HK$818
HK$941 total
31 Aug - 1 Sept
includes taxes & fees
Book a stay at this business-friendly hotel in West Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.8/10 Good! (1,304 reviews)
"Staff was very friendly and knowledgeable of the area."

Reviewed on 22 Aug 2025

Best Western Executive Hotel Of New Haven - West Haven
See all 1,151 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 ...
9.4/10 Exceptional! (7 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 Jul 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! (54 reviews)
"Loved the property and we will surely be coming back."

Reviewed on 20 Aug 2025

Luxury Furnished Apartments by Hyatus Downtown at Yale
Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound

Milford
Book a stay at this beach vacation home in Milford. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Melba Shopping Plaza Shopping Center and ...
9.8/10 Exceptional! (118 reviews)
"This house was absolutely charming ! There was so many additions that every time we looked we found hidden gems all over the house -inside and out ! Across the street was the beach which is rocky so wear water shoes if your feet are sensitive. Had a fun time sitting in the porch area and people ..."

Reviewed on 13 Aug 2025

Beach Front Arts & Crafts House With Gorgeous Views Of The Sound
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