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Hotels in Cheshire

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Choose from 1147 Cheshire Hotel Deals

Holiday Inn Cheshire - Southington by IHG
Holiday Inn Cheshire - Southington by IHG
3 out of 5
64 Knotter Dr, Cheshire, CT
  • 21 min walk from Cheshire Hollow Farm
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! (1,000 reviews)
"Great easy stay I come here a lot when I’m in the area k just wish people would stop smoking"

Reviewed on Jul 4, 2025

Holiday Inn Cheshire - Southington by IHG
Cheshire Welcome Inn
Cheshire Welcome Inn
2.5 out of 5
1106 S Main St., Cheshire, CT
  • 12 min drive from Cheshire Hollow Farm
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! (701 reviews)
"Reasonably priced, clean, comfortable bed"

Reviewed on Jul 6, 2025

Cheshire Welcome Inn
The Capitol Hotel
The Capitol Hotel
3 out of 5
440 Asylum St, Hartford, CT
  • 45 min drive from Cheshire Hollow Farm
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! (1,029 reviews)
"The equipment in the fitness room was broken throughout the duration of our stay."

Reviewed on Jul 10, 2025

The Capitol Hotel
New Haven Hotel
New Haven Hotel
3.5 out of 5
229 George Street, New Haven, CT
  • 41 min drive from Cheshire Hollow Farm
Stay at this 3.5-star business-friendly hotel in New Haven. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,648 reviews)
"Very clean and spacious rooms"

Reviewed on Jul 12, 2025

New Haven 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
  • 47 min drive from Cheshire Hollow Farm
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 ...
7.6/10 Good! (1,190 reviews)
Nice hotel terrible service from staff
"Room was great. Pool was clean. Breakfast was nice. The staff during the day was very rude primarily this one lady who was working pretty much every day shift. She wasn’t friendly and she didn’t want to be any help when I asked her if I could get any video footage of the parking lot so I could possibly ..."

Reviewed on Jul 12, 2025

Best Western Executive Hotel Of New Haven - West Haven
Wyndham Southbury
Wyndham Southbury
3 out of 5
1284 Strongtown Road, Southbury, CT
  • 35 min drive from Cheshire Hollow Farm
Stay at this 3-star business-friendly hotel in Southbury. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8/10 Very Good! (1,013 reviews)
"The staff there was very helpful. The cleaning staff was excellent also. The rooms were beautiful. We loved the pool. Thank you to everyone."

Reviewed on Jul 10, 2025

Wyndham Southbury
Hyatt Place Milford / New Haven
Hyatt Place Milford / New Haven
3 out of 5
190 Old Gate Lane, Milford, CT
  • 56 min drive from Cheshire Hollow Farm
Stay at this 3-star business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,049 reviews)
"The concierge, Jarrett was wonderful. He was super helpful& chill. I asked for a quiet room on a higher floor& he took care of it, smiling!"

Reviewed on Jul 9, 2025

Hyatt Place Milford / New Haven
Motel 6 New Haven - Branford, CT
Motel 6 New Haven - Branford, CT
2 out of 5
320 E Main St, Branford, CT
  • 46 min drive from Cheshire Hollow Farm
Stay at this motel in Branford. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
6.8/10 (1,010 reviews)
"Enjoyed my stay and will do it again."

Reviewed on Jul 12, 2025

Motel 6 New Haven - Branford, CT
Hampton Inn & Suites Hartford/East Hartford
Hampton Inn & Suites Hartford/East Hartford
2.5 out of 5
351 Pitkin Steet, East Hartford, CT
  • 46 min drive from Cheshire Hollow Farm
Stay at this hotel in East Hartford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (1,002 reviews)
"Kind of in a hood area with broken glass in parking lot. Loud guests. And the halls smell like weed. Got what I paid for."

Reviewed on Jul 7, 2025

Hampton Inn & Suites Hartford/East Hartford
Hilton Garden Inn Shelton
Hilton Garden Inn Shelton
3 out of 5
25 Old Stratford Rd, Shelton, CT
  • 54 min drive from Cheshire Hollow Farm
Stay at this 3-star business-friendly hotel in Shelton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
7.8/10 Good! (1,005 reviews)
"Great stay"

Reviewed on Jul 11, 2025

Hilton Garden Inn Shelton
La Quinta Inn & Suites by Wyndham New Haven
La Quinta Inn & Suites by Wyndham New Haven
3 out of 5
400 Sargent Dr, New Haven, CT
  • 42 min drive from Cheshire Hollow Farm
Stay at this 3-star business-friendly hotel in New Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
5.8/10 (1,026 reviews)
"The place was quiet and near to local shops"

Reviewed on Jul 3, 2025

La Quinta Inn & Suites by Wyndham New Haven
The Blake Hotel
The Blake Hotel
4 out of 5
9 High Street, New Haven, CT
  • 41 min drive from Cheshire Hollow Farm
Stay at this 4-star business-friendly hotel in New Haven. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff ...
9.4/10 Exceptional! (1,015 reviews)
"Good location to visit Yale, amazing restaurant nearby"

Reviewed on Jul 12, 2025

The Blake Hotel
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.

Find cheap hotels in Cheshire

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If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $83. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Cheshire hotel deals at the last minute.

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Frequently Asked Questions About Cheshire hotels

Where can I find the best last-minute travel deals?

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How many hotels are there in Cheshire?

With over 1,147 hotels in Cheshire, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $83.

How to find cheap car rentals in Cheshire?

Finding a cheap car rental deal in Cheshire is as easy as scoring cheap hotels in Cheshire. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.