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Hotels in Cheshire

Choose from 1295 Cheshire Hotel Deals

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street New Haven CT
  • 41 min drive from Cheshire Hollow Farm
Book a stay at this business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
9/10 Wonderful! (2,068 reviews)
The check‑in process was very slow. Only one staff member was working, and although she was polite and friendly, the process took much longer than expected. She spent a lot of time explaining every detail, which made the wait even longer for guests in line. This definitely added to the overall check‑in ...

Reviewed on Apr 6, 2026

New Haven Hotel
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
  • 15 min drive from Cheshire Hollow Farm
Book a stay at this business-friendly hotel in Southington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,258 reviews)
breakfast was fine did not use a/c

Reviewed on Mar 31, 2026

Holiday Inn Express 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
Book a stay at this 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! (1,227 reviews)
Staff seemed to be very nice and although they did not seem to know how their own parking service worked, they did try to help. No loud noises and slept like a baby. The beds comfortness seemed ot be right where i like it, nit so much for the other guest. Pillows definetly could use an upgrade. WOUldnt ...

Reviewed on Apr 6, 2026

The Capitol 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
Book a stay at this 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! (1,293 reviews)
Outdated, felt like a renovated motel

Reviewed on Apr 4, 2026

Hyatt Place Milford / New Haven
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St New Haven CT
  • 41 min drive from Cheshire Hollow Farm
Book a stay at this business-friendly hotel in New Haven. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful ...
8.6/10 Excellent! (1,003 reviews)
Convenient location. Clean and great staff. Garage elevator was being upgraded so hard to get bags to lobby

Reviewed on Apr 6, 2026

Omni New Haven Hotel at Yale
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! (1,143 reviews)
Staff was very friendly.

Reviewed on Apr 5, 2026

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
Book a stay at this business-friendly hotel in Shelton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8/10 Very Good! (1,098 reviews)
clean rooms

Reviewed on Apr 6, 2026

Hilton Garden Inn Shelton
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. ...
7.2/10 Good! (1,003 reviews)
Loved the nearby Italian restaurant where I had a lovely salad. Staff was pleasant. Water in the shower was dripping and it was dingy and looked dirty although it may have been cleaned. The linens seemed clean, probably the only redeeming quality. People were talking loudly in the hallways after ...

Reviewed on Apr 5, 2026

Motel 6 New Haven - Branford, CT
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! (1,168 reviews)
Staff were outstanding making the stay better than expected.

Reviewed on Apr 5, 2026

Courtyard by Marriott Waterbury Downtown
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
  • 48 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 ...
8/10 Very Good! (1,575 reviews)
Favorite hotel to stay when visiting University of New Haven. Solid breakfast.

Reviewed on Apr 5, 2026

Best Western Executive Hotel Of New Haven - West Haven
Courtyard by Marriott New Haven Orange-Milford

Courtyard by Marriott New Haven Orange-Milford

3 out of 5
136 Marsh Hill Rd Orange CT
  • 51 min drive from Cheshire Hollow Farm
Book a stay at this business-friendly hotel in Orange. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
8.4/10 Very Good! (1,000 reviews)
Elevator was not working.

Reviewed on Apr 4, 2026

Courtyard by Marriott New Haven Orange-Milford
Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

2.5 out of 5
185 Brainard Rd Hartford CT
  • 42 min drive from Cheshire Hollow Farm
Stay at this hotel in Hartford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
7.8/10 Good! (1,043 reviews)
room was clean and smelled great, staff was nice and polite, breakfast was excellent and it was plenty of parking all in all a great stay

Reviewed on Apr 3, 2026

Best Western Hartford Hotel & Suites
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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How many hotels are there in Cheshire?

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