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Hotels in Cheshire

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Choose from 1148 Cheshire Hotel Deals

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! (692 reviews)
"Great"

Reviewed on Jun 9, 2025

Cheshire Welcome Inn
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! (1,002 reviews)
"30 min from Quinnipiac. Clean"

Reviewed on Jun 18, 2025

Holiday Inn Cheshire - Southington by IHG
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! (1,006 reviews)
"amazing value"

Reviewed on Jun 21, 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! (1,610 reviews)
"I really liked the New Haven Hotel. Greeted me with two free drinks. Next morning I went down to buy a Pepsi and was told just to take one. Fantastic location and great staff. Wish it had a restaurant, but otherwise perfect for my stay."

Reviewed on Jun 23, 2025

New Haven Hotel
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! (1,024 reviews)
"."

Reviewed on Jun 18, 2025

Hyatt Place Milford / New Haven
Clarion Inn
Clarion Inn
3 out of 5
201 Washington Avenue, North Haven, CT
  • 26 min drive from Cheshire Hollow Farm
Book a stay at this business-friendly hotel in North Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.4/10 Good! (1,005 reviews)
"Check in was a breeze, staff was very accommodating, my room was clean and bed was comfy. Housekeeping came in and replaced towels, soap, etc. quiet room. It was great for the price."

Reviewed on Jun 22, 2025

Clarion Inn
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! (1,007 reviews)
"Peaceful."

Reviewed on Jun 21, 2025

Hampton Inn & Suites Hartford/East Hartford
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 (1,015 reviews)
Overall very good hotel
"The stay was good. It was clean, staff very friendly. The only thing we didn't like, The elevatores were down it was very enconvenience. And my room The TV was rented not working i reported they said it will take a few minutes then i call again they said it was the weekend they had no one to look ..."

Reviewed on Jun 21, 2025

La Quinta Inn & Suites by Wyndham 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 (1,002 reviews)
"Inexpensive, clean, and available on very short notice after a minor travel interruption. We were quite satisfied with the accommodations."

Reviewed on Jun 18, 2025

Motel 6 New Haven - Branford, CT
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! (1,150 reviews)
"Over all decent hotel would stay again."

Reviewed on Jun 21, 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! (1,004 reviews)
"Awesome"

Reviewed on Jun 18, 2025

Wyndham Southbury
Courtyard by Marriott Waterbury Downtown
Courtyard by Marriott Waterbury Downtown
3 out of 5
63 Grand St, Waterbury, CT
  • 17 min drive from Cheshire Hollow Farm
Stay at this hotel in Waterbury. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.4/10 Very Good! (1,002 reviews)
"Nice place"

Reviewed on Jun 18, 2025

Courtyard by Marriott Waterbury Downtown
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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Frequently Asked Questions About Cheshire hotels

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How many hotels are there in Cheshire?

With over 1,148 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 .

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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.