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Most frequently booked Cheshire hotels
Holiday Inn Cheshire - Southington, an IHG Hotel
3 out of 5
64 Knotter Dr, Cheshire, CT
Free Cancellation
3.43 mi from city center
The price is $91 per night$91
per night
Apr 22 - Apr 23
This hotel features an indoor pool, a 24-hour fitness center, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Cheshire Welcome Inn
2.5 out of 5
1106 S Main St., Cheshire, CT
Free Cancellation
Reserve now, pay when you stay
2.62 mi from city center
The price is $82 per night$82
per night
May 1 - May 2
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.
Charming Mountain View Country Home With Porch and Deck
Cheshire, CT
2.25 mi from city center
Get Rates
Situated in Cheshire, this vacation home is 0.6 mi (1 km) from Roaring Brook Park and within 3 mi (5 km) of Bartlem Park and Maplecroft Plaza Shopping Center. Drazen Orchards is 3 mi (4.9 km) away.
Courtyard by Marriott Waterbury Downtown
3 out of 5
63 Grand St, Waterbury, CT
Free Cancellation
Reserve now, pay when you stay
7.59 mi from city center
The price is $79 per night$79
per night
Apr 18 - Apr 19
This hotel features a restaurant, a fitness center, and a bar/lounge. Guests will appreciate perks like free WiFi and a free area shuttle. A 24-hour business center, a coffee shop, and a snack bar/deli are also on offer.
Hilton Garden Inn Milford
3 out of 5
291 Old Gate Lane, Milford, CT
Free Cancellation
Reserve now, pay when you stay
20.31 mi from city center
The price is $84 per night$84
per night
Apr 18 - Apr 19
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 8 conference rooms, as well as the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour fitness center and perks like free self parking and a free area shuttle.
Hyatt Place Milford / New Haven
3 out of 5
190 Old Gate Lane, Milford, CT
Free Cancellation
20.49 mi from city center
The price is $102 per night$102
per night
Apr 25 - Apr 26
This hotel features a 24-hour fitness center, a spa tub, and a restaurant. Traveling on business? Take advantage of the 2 conference rooms, as well as the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy the free buffet breakfast each morning.
HYATT house Shelton
3 out of 5
830 Bridgeport Ave, Shelton, CT
Free Cancellation
20.45 mi from city center
The price is $118 per night$118
per night
Apr 18 - Apr 19
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour fitness center and free perks like buffet breakfast and free self parking.
Hampton Inn by Hilton Shelton
2.5 out of 5
695 Bridgeport Ave, Shelton, CT
Free Cancellation
Reserve now, pay when you stay
19.91 mi from city center
The price is $115 per night$115
per night
May 1 - May 2
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free self parking, and a free area shuttle. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's an indoor pool on site, and a 24-hour front desk and a fireplace in the lobby are also provided.
Homewood Suites by Hilton Orange New Haven
3 out of 5
99 Marsh Hill Road, Orange, CT
Free Cancellation
Reserve now, pay when you stay
18.64 mi from city center
The price is $119 per night$119
per night
Apr 29 - Apr 30
An indoor pool is featured at this hotel, along with free self parking. Guests will appreciate free perks like daily breakfast and WiFi in public areas. A coffee shop is also provided.
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.
Recent Cheshire hotel reviews by fellow wanderers
Best Western Executive Hotel Of New Haven - West Haven
4 out of 5
Posted 3 weeks ago
Travelocity Verified Review
"We were pleased with our room. It was clean and spacious. Shower was nice with plenty of hot water. Front desk staff were pleasant and helpful. We would definitely stay again "
A verified traveler stayed at Best Western Executive Hotel Of New Haven - West Haven
"It was a wonderful stay! The room was super clean and fresh! The room was more than expected, very spacious and again, very clean! I will absolutely stay there everytime I’m in Shelton. "
A verified traveler from NewYork stayed at Hampton Inn by Hilton Shelton
