Book Hotels in Cheshire, CT

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Property amenities
Property amenities
Accessibility
Accessibility

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
$135 nightly
The price is $155 total per night from Jun 14 to Jun 15
$155 total
Jun 14 - Jun 15
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 ...
"It’s in a great location but is a bit long in the tooth for the money they charge per night. On the plus side there is garage parking right across the street that is included. The staff were very friendly. The rooms were a bit shoddy but ok."

Reviewed on Jun 6, 2026

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
$96 nightly
The price is $110 total per night from Jun 28 to Jun 29
$110 total
Jun 28 - Jun 29
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. ...
"My Daughter was sick on the bed and they were very fast getting the bedding changed out. The breakfast was very well maintained by attentive staff members and varied day to day. The 24 hrs coffee and hot chocolate was a great addition."

Reviewed on Jun 6, 2026

Opens in a new windowHoliday Inn Express Southington by IHG
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
$142 nightly
The price is $163 total per night from Jul 2 to Jul 3
$163 total
Jul 2 - Jul 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 business center, free WiFi in public areas, and ...
"Very nice place, conveniently situated to Yale."

Reviewed on Jun 3, 2026

Opens in a new windowOmni New Haven Hotel at Yale
Cheshire Welcome Inn

Cheshire Welcome Inn

2.5 out of 5
1106 S Main St. Cheshire CT
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $114 total per night from Jul 1 to Jul 2
$114 total
Jul 1 - Jul 2
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 ...
"Good"

Reviewed on Jun 1, 2026

Opens in a new windowCheshire Welcome Inn
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
$103 nightly
The price is $119 total per night from Jun 8 to Jun 9
$119 total
Jun 8 - Jun 9
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 ...
"This was my second stay at this property, with the first being at least 5 years ago. The lobby and breakfast area were renovated, although they removed the old omelette station they once had with staff preparing freshly made food! I arrived around 10:30pm, check in was quick, but staff could have ..."

Reviewed on Jun 7, 2026

Opens in a new windowBest Western Executive Hotel Of New Haven - West Haven
The Capitol Hotel

The Capitol Hotel

3 out of 5
440 Asylum St Hartford CT
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $127 total per night from Jun 28 to Jun 29
$127 total
Jun 28 - Jun 29
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 ...
"The hotel/motel was clean and staff was friendly Close to stores and restaurants but a little hard crossing roads if walking no real crosswalks. The room we were in had slow WIFI but otherwise a nice place to stay and great value for your dollar"

Reviewed on Jun 4, 2026

Opens in a new windowThe Capitol Hotel
Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

2 out of 5
320 E Main St Branford CT
Fully refundable
$72 nightly
The price is $83 total per night from Jun 11 to Jun 12
$83 total
Jun 11 - Jun 12
Total with taxes and fees
A restaurant, free self parking, and a 24-hour front desk are among this motel's amenities. WiFi in public areas is free. A snack bar/deli is also provided.
"The bed looked clean but the floor looked liked it hadn’t been swept or mopped or whatever for a couple days. There were crumbs and other gunk stuck on the counters and bedside table. No shampoo or lotion in the room, just hand soap. Smelled like weed in our room and we paid for non-smoking."

Reviewed on Jun 6, 2026

Opens in a new windowMotel 6 New Haven - Branford, CT
Motel 6 Wethersfield, CT - Hartford

Motel 6 Wethersfield, CT - Hartford

2 out of 5
1341 Silas Deane Hwy Wethersfield CT
Fully refundableReserve now, pay when you stay
$71 nightly
The price is $82 total per night from Jun 9 to Jun 10
$82 total
Jun 9 - Jun 10
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 ...
"Safety lock on doors were loose and coming off, bed had cigarette burns"

Reviewed on Jun 4, 2026

Opens in a new windowMotel 6 Wethersfield, CT - 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
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $126 total per night from Jul 1 to Jul 2
$126 total
Jul 1 - Jul 2
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the ...
"The people work at the desk very excelente. Including the manager. everybody so nice 5 stars 🤙❤️❤️"

Reviewed on Jun 5, 2026

Opens in a new windowLa Quinta Inn & Suites by Wyndham New Haven
Don't see what you're looking for?
See all available properties in Cheshire
View all properties
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
$99 nightly
The price is $114 total per night from Jul 1 to Jul 2
$114 total
Jul 1 - Jul 2
Total with taxes and fees
8.4/10 Very Good! (821 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 $82. 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 1,288 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

Best Western Executive Hotel Of New Haven - West Haven

Best Western Executive Hotel Of New Haven - West Haven

4 out of 5
Posted 11 hours ago
Travelocity Verified Review
"This was my second stay at this property, with the first being at least 5 years ago. The lobby and breakfast area were renovated, although they removed the old omelette station they once had with staff preparing freshly made food! I arrived around 10:30pm, check in was quick, but staff could have been friendlier or more welcoming. I was given room 310, which was right next to the elevator, so I could hear it going up and down all night. At least I was not facing the highway so I didn't hear any outside noise. I had booked my room several months ago so was hoping for a better spot on the floor. The room itself was fine, albeit a bit dated, and hasn't changed from years ago when I last stayed, aside from possibly a new chair and ottoman. The king bed was comfortable, had 4 pillows, although one was quite worn down, and felt as if it held over 1,000 heads. The bathroom was VERY tight and claustrophobic, toilet seat opening was uncomfortably small, and one of the 2 bath towels was so worn, there were small holes forming, and I could nearly see through it! There was also a long black hair on one of the hand towels. The water pressure in shower was decent, but controlling the temperature was so delicate as it would go from hot to cold when barely moving it. Breakfast was great, a highlight, including large donuts and pastries, love the yogurt machine although it was basically empty, wish they had more topping options, bacon was out, eggs were decent, and good coffee!"
A verified traveler stayed at Best Western Executive Hotel Of New Haven - West Haven
Best Western Executive Hotel Of New Haven - West Haven

Explore More Ways to Travel with Travelocity