Cheshire, CT

Travel Guide

Photo by Tai Bui
Photo by Tai Bui
Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG

3 out of 5
64 Knotter Dr, Cheshire, CT
The price is ￥17,720 per night from Aug 14 to Aug 15
￥17,720
￥20,378 total
Aug 14 - Aug 15
includes taxes & fees
Stay at this 3-star business-friendly hotel in Cheshire. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.2/10 Very Good! (1,004 reviews)
"Hotel staff was kind and hotel was"

Reviewed on Jul 22, 2025

Holiday Inn Cheshire - Southington by IHG
Cheshire Welcome Inn

Cheshire Welcome Inn

2.5 out of 5
1106 S Main St., Cheshire, CT
The price is ￥13,049 per night from Jul 28 to Jul 29
￥13,049
￥15,006 total
Jul 28 - Jul 29
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! (704 reviews)
Short Stay
"Nice motel and great value. Nice landscaping and in good condition."

Reviewed on Jul 21, 2025

Cheshire Welcome Inn
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St, Hartford, CT
The price is ￥12,389 per night from Aug 24 to Aug 25
￥12,389
￥14,248 total
Aug 24 - Aug 25
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! (1,022 reviews)
"The staff was helpful and kind. Very professional."

Reviewed on Jul 22, 2025

The Capitol Hotel
See all 1,147 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 ...
10/10 Exceptional! (6 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 Jul 9, 2025

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

Branford
Book a stay at this beach vacation home in Branford. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Double Beach and Stony Creek Brewery ...
10/10 Exceptional! (134 reviews)
Weekend 40th birthday
"Excellent stay , top notch property and hosts , not sure if they get any better. 10 out of 10, a home run as far as im concearned."

Reviewed on Jul 20, 2025

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub
Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access

Milford
Book a stay at this beach vacation home in Milford. Enjoy a beach locale, a garden, and laundry facilities. Popular attractions Melba Shopping Plaza Shopping ...
10/10 Exceptional! (4 reviews)
Great Location Great Beach House
"What an amazing time my family and I had!! Will definitely refer this house Robert was on Point with everything we needed it pickle ball basketball baseball and gloves even a lefty glove WOW!! Place is truly AMAZING!! our kids loved the Low tide so much Ocean To explore!! Great suggestions on things ..."

Reviewed on Jul 23, 2025

Dog-Friendly Oceanfront Getaway - Walk to Dining - Private Beach Access
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 theater 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 theater 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 theater 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 theater 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 theater scene.

Bartlem Park

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

Cities near Cheshire

Photo by Marissa Mancini

Southington

Photo by Leila Borazjani

Hamden

Waterbury

Waterbury