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Hotels in Cheshire

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Choose from 1139 Cheshire Hotel Deals

Holiday Inn Cheshire - Southington by IHG
Holiday Inn Cheshire - Southington by IHG
3 out of 5
64 Knotter Dr, Cheshire, CT
  • 6 min drive from Barker Character
The price is $120 per night from Mar 23 to Mar 24
$120
includes taxes & fees
Mar 23 - Mar 24
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! (1,001 reviews)
"Well located"

Reviewed on Mar 10, 2025

Holiday Inn Cheshire - Southington by IHG
Cheshire Welcome Inn
Cheshire Welcome Inn
2.5 out of 5
1106 S Main St., Cheshire, CT
  • 10 min drive from Barker Character
The price is $91 per night from Apr 1 to Apr 2
$91
includes taxes & fees
Apr 1 - Apr 2
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! (654 reviews)
"I liked it"

Reviewed on Mar 10, 2025

Cheshire Welcome Inn
New Haven Hotel
New Haven Hotel
3.5 out of 5
229 George Street, New Haven, CT
  • 38 min drive from Barker Character
The price is $126 per night from Mar 30 to Mar 31
$126
includes taxes & fees
Mar 30 - Mar 31
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! (1,470 reviews)
Convenient hotel to many great spots
"Great location, first time in New Haven and we had a blast! What a cute area with lots of great restaurants and the hotel was perfect for our needs! Thank you!"

Reviewed on Mar 16, 2025

New Haven Hotel
Motel 6 New Haven - Branford, CT
Motel 6 New Haven - Branford, CT
2 out of 5
320 E Main St, Branford, CT
  • 43 min drive from Barker Character
The price is $79 per night from Mar 23 to Mar 24
$79
includes taxes & fees
Mar 23 - Mar 24
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)
"Very nice and staff friendly"

Reviewed on Mar 2, 2025

Motel 6 New Haven - Branford, CT
Omni New Haven Hotel at Yale
Omni New Haven Hotel at Yale
4 out of 5
155 Temple St, New Haven, CT
  • 38 min drive from Barker Character
The price is $174 per night from Mar 31 to Apr 1
$174
includes taxes & fees
Mar 31 - Apr 1
Stay at this 4-star business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
8.2/10 Very Good! (1,007 reviews)
"What a great place to stay. Wonderful customer service clean, and a spotless comfortable room. It was fun having dinner upstairs and taking in the view! Great place to stay if you’re seeing a show at College St Music Hall. We will be back!"

Reviewed on Mar 16, 2025

Omni New Haven Hotel at Yale
The Capitol Hotel, Ascend Hotel Collection
The Capitol Hotel, Ascend Hotel Collection
3 out of 5
440 Asylum St, Hartford, CT
  • 46 min drive from Barker Character
The price is $112 per night from Apr 6 to Apr 7
$112
includes taxes & fees
Apr 6 - Apr 7
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 ...
7.2/10 Good! (1,001 reviews)
"The first room was not clean at all...the staff went above and beyond to accommodate the problem. They were beyond wonderful!"

Reviewed on Mar 7, 2025

The Capitol Hotel, Ascend Hotel Collection
Hyatt Place Milford / New Haven
Hyatt Place Milford / New Haven
3 out of 5
190 Old Gate Lane, Milford, CT
  • 54 min drive from Barker Character
The price is $128 per night from Mar 25 to Mar 26
$128
includes taxes & fees
Mar 25 - Mar 26
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! (1,006 reviews)
"Friendly staff, spacious rooms, comfy bed Hot tub was nice. Definitely would recommend"

Reviewed on Mar 17, 2025

Hyatt Place Milford / New Haven
Courtyard by Marriott Waterbury Downtown
Courtyard by Marriott Waterbury Downtown
3 out of 5
63 Grand St, Waterbury, CT
  • 19 min drive from Barker Character
The price is $102 per night from Mar 23 to Mar 24
$102
includes taxes & fees
Mar 23 - Mar 24
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! (1,005 reviews)
"Wonderful stay"

Reviewed on Mar 10, 2025

Courtyard by Marriott Waterbury Downtown
Hyatt House Shelton
Hyatt House Shelton
3 out of 5
830 Bridgeport Ave, Shelton, CT
  • 55 min drive from Barker Character
The price is $127 per night from Mar 24 to Mar 25
$127
includes taxes & fees
Mar 24 - Mar 25
Stay at this 3-star business-friendly hotel in Shelton. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
8.4/10 Very Good! (1,007 reviews)
"Besides the hot tub being down for repairs or whatever it was absolutely great! I would highly recommend and I’ll definitely be back in the future!"

Reviewed on Mar 16, 2025

Hyatt House Shelton
Cambria Hotel New Haven University Area
Cambria Hotel New Haven University Area
3 out of 5
20 Dwight Street, New Haven, CT
  • 38 min drive from Barker Character
The price is $146 per night from Apr 13 to Apr 14
$146
includes taxes & fees
Apr 13 - Apr 14
Stay at this 3-star business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
8.8/10 Excellent! (664 reviews)
"Close in proximity to Yale University. Very clean and modern. Well appointed hotel rooms."

Reviewed on Mar 17, 2025

Cambria Hotel New Haven University Area
Hampton Inn & Suites Hartford/East Hartford
Hampton Inn & Suites Hartford/East Hartford
2.5 out of 5
351 Pitkin Steet, East Hartford, CT
  • 47 min drive from Barker Character
The price is $114 per night from Mar 30 to Mar 31
$114
includes taxes & fees
Mar 30 - Mar 31
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! (1,004 reviews)
Everything you need
"Sparkling clean, comfy, and plentiful hot and yummy breakfast. What else in the world do you want? Area was a little out of the norm (lots of quiet office buidings) but I guess that's par for a Sunday. No street noise at night was actually a big plus - slept like a rock! Decor is dated but who really ..."

Reviewed on Mar 10, 2025

Hampton Inn & Suites Hartford/East Hartford
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
  • 45 min drive from Barker Character
The price is $100 per night from Mar 30 to Mar 31
$100
includes taxes & fees
Mar 30 - Mar 31
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! (1,017 reviews)
Best western
"The lasy who check me in was really friendly. She allowed me to check in early and was very helpful providing menus to local restaurants. In the morning they have an excellent breakfast spread.Also they have hot coffee n tea all day. The rooms were a lil run down but were clean ."

Reviewed on Mar 16, 2025

Best Western Executive Hotel Of New Haven - West Haven
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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Choosing the right hotel in Connecticut has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Cheshire’s 1,139 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $79. 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.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Cheshire. No matter your reason for visiting Cheshire, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

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 1,139 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 $79.

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.