Book Hotels in Cheshire, CT

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Top Cheshire hotels

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $137 total per night from Oct 26 to Oct 27
$137 total
Oct 26 - Oct 27
Total with taxes and fees
A gym, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 2 conference ...
"We stayed one night. The staff was welcoming, the room clean and quiet, the bed very comfortable."

Reviewed on Oct 12, 2025

Opens in a new windowNew Haven Hotel
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St, Southington, CT
Fully refundable
$94 nightly
The price is $108 total per night from Nov 2 to Nov 3
$108 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features a 24-hour gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
"The front and interior of the building is beautiful. The back parking lot was a bit overgrown and the rear entry didnt close automatically. Otherwise, a clean, comfortable place to sleep after a long day."

Reviewed on Oct 12, 2025

Opens in a new windowHoliday Inn Express Southington by IHG
Hyatt Place Milford / New Haven

Hyatt Place Milford / New Haven

3 out of 5
190 Old Gate Lane, Milford, CT
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $127 total per night from Nov 2 to Nov 3
$127 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public ...
"Always friendly staff. Rooms are clean, beds are comfortable and coffee and breakfast is always ready when I come downstairs."

Reviewed on Oct 9, 2025

Opens in a new windowHyatt Place Milford / New Haven
Cheshire Welcome Inn

Cheshire Welcome Inn

2.5 out of 5
1106 S Main St., Cheshire, CT
$89 nightly
The price is $102 total per night from Oct 19 to Oct 20
$102 total
Oct 19 - Oct 20
Total with taxes and fees
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 ...
"Patient and understanding staff. Fresh clean room."

Reviewed on Oct 11, 2025

Opens in a new windowCheshire Welcome Inn
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St, New Haven, CT
Fully refundableReserve now, pay when you stay
$167 nightly
The price is $192 total per night from Oct 29 to Oct 30
$192 total
Oct 29 - Oct 30
Total with taxes and fees
This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the business center, free WiFi in public ...
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Reviewed on Oct 14, 2025

Opens in a new windowOmni New Haven Hotel at Yale
Wyndham Southbury

Wyndham Southbury

3 out of 5
1284 Strongtown Road, Southbury, CT
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $107 total per night from Nov 2 to Nov 3
$107 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. ...
"Great location, right off 84! Hotel was quiet but it had a great bar and restaurant right off the hotel lobby for guests and locals. Rooms were clean and well maintained. The bed was very comfortable and the staff was friendly!"

Reviewed on Oct 13, 2025

Opens in a new windowWyndham Southbury
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
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $120 total per night from Nov 2 to Nov 3
$120 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will ...
"Thank you. The stay as just right."

Reviewed on Oct 10, 2025

Opens in a new windowBest Western Executive Hotel Of New Haven - West Haven
Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

2.5 out of 5
185 Brainard Rd, Hartford, CT
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $114 total per night from Oct 26 to Oct 27
$114 total
Oct 26 - Oct 27
Total with taxes and fees
This hotel features a gym and a seasonal outdoor pool. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. ...
"Great"

Reviewed on Oct 12, 2025

Opens in a new windowBest Western Hartford Hotel & Suites
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St, Hartford, CT
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $118 total per night from Oct 19 to Oct 20
$118 total
Oct 19 - Oct 20
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free full breakfast and free WiFi. Traveling on business? Take advantage of the 2 conference rooms, business ...
"Room was clean and comfortable. Staff were amazing"

Reviewed on Oct 12, 2025

Opens in a new windowThe Capitol Hotel
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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.

Cheap Cheshire hotels

Cheshire Welcome Inn

Cheshire Welcome Inn

1106 S Main St., Cheshire, CT
$89 nightly
The price is $102 total per night from Oct 19 to Oct 20
$102 total
Oct 19 - Oct 20
Total with taxes and fees
8.4/10 Very Good! (741 reviews)
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.

Cheshire Hotel & Travel Guide

Planning to book accommodation options in New Haven, particularly in or around Cheshire? Travelocity's travel guide currently has listed 7 accommodation options within a 6-mile (10-kilometer) distance of the center and surrounds of Cheshire.

The Americas Best Value Inn Cheshire / Meriden is the closest hotel to the middle of Cheshire and it's located a short drive away.

14 miles (22 kilometers) outside of the town center of Cheshire, you will find the Inn at Middletown. The Marriott Hartford Downtown can be found approximately 20 miles (34 kilometers) away. Other hotels are the Residence Inn by Marriott Hartford Downtown and the Homewood Suites by Hilton Hartford Downtown.

Why don't you take the time to enjoy the many other attractions dotted around Coastal Connecticut during your stay here? Check out Coastal Connecticut's lighthouses. Anyone with a passion for nature should also put aside some time to enjoy the region's beaches and coastal plains. Bold travelers might also get into hiking here.

Bridgeport is 25 miles (44 kilometers) southwest of Cheshire and is where you'll find Beardsley Zoo and The Barnum Museum. The Best Western Plus Fairfield Hotel and Holiday Inn Bridgeport-Trumbull-Fairfield are just a handful of the convenient hotel and apartment choices in Bridgeport. Alternatively, you could stay in Wallingford, 6 miles (10 kilometers) southeast of Cheshire, where you can choose between the Homewood Suites by Hilton Wallingford-Meriden and Courtyard New Haven Wallingford. The Toyota Presents Oakdale Theatre and Tradition Golf Club at Wallingford are some more popular sites to get to know when you're in Wallingford.

While in town, don't miss out on enjoying the skills of players with some New Haven lovers of sports at a community game. Yale Bowl is located 14 miles (23 kilometers) to the south of Cheshire. Find a Travelocity-listed room near the action at the New Haven Hotel or the Farnam Guest House.

Now that you've become enlightened about the Travelocity-listed hotel options in Cheshire, take a moment to look at Travelocity's Cheshire travel guide for the inside scoop on scenic, cultural and social delights here.

Frequently asked questions

What are the top kid-friendly hotels in Cheshire?
From unique amenities to more room to move, kid-friendly hotels are equipped with features that can help transform a standard family vacation into a fabulous one. These Cheshire options make traveling with the youngsters child's play: The whole gang will love staying at Cheshire Welcome Inn. Front desk services and laundry facilities are just a couple of the things that help make this hotel a sought-after option. Also look up Holiday Inn Cheshire - Southington, an IHG Hotel. It offers a swimming pool, a nearby theme park and lots of opportunities to hang out as a family.
Where can I find cheap hotels in Cheshire?
At Travelocity you'll find really nice hotels in Cheshire at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Cheshire rather than in Cheshire. We may find you even better rates, too.
How do I find the best Cheshire hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Cheshire then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Cheshire?
The cheapest hotel in Cheshire is $102. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Cheshire?
There are 1,137 hotels in Cheshire on Travelocity.
What are the best hotels in Cheshire?
Cheshire has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Cheshire for you!
When is the best time to visit Cheshire?
If you want the joy of a fun-filled trip in peak season, visit Cheshire during May, June and August. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Cheshire?
Based on historic data is usually the cheapest month to visit Cheshire. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Cheshire?
There are multiple hotels in Cheshire that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Cheshire. We have plenty of kid-friendly hotels in Cheshire to choose from on Travelocity!
Why book a hotel in Cheshire through Travelocity?
Because we have the top hotels in Cheshire! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Cheshire on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Cheshire hotel reviews by fellow wanderers

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

5 out of 5
Posted 2 days ago
Travelocity Verified Review
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A verified traveler stayed at Omni New Haven Hotel at Yale
Omni New Haven Hotel at Yale

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