Book Hotels in Cheshire, CT

Start date: Check-in selected.
To Date
End date: Check-out

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
Amenities
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
$94 nightly
The price is $109 total per night from Jan 27 to Jan 28
$109 total
Jan 27 - Jan 28
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 ...
I was a gurs

Reviewed on Jan 12, 2026

Opens in a new windowNew Haven Hotel
Hampton Inn & Suites Hartford/East Hartford

Hampton Inn & Suites Hartford/East Hartford

2.5 out of 5
351 Pitkin Steet East Hartford CT
$89 nightly
The price is $103 total per night from Feb 8 to Feb 9
$103 total
Feb 8 - Feb 9
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. ...
Great staff. Clean, comfortable room.

Reviewed on Jan 14, 2026

Opens in a new windowHampton Inn & Suites Hartford/East Hartford
Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

2.5 out of 5
120 Laning St Southington CT
Fully refundable
$86 nightly
The price is $99 total per night from Feb 7 to Feb 8
$99 total
Feb 7 - Feb 8
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 room was drafty around the heating unit. Additionally, this hotel, like most newly built hotels, uses an automatic thermostat for the heat and cool. When the thermostat is set and it gets a little too warm in the room, and you turn it down a couple degrees the AC kicks on rather than just allowing ...

Reviewed on Jan 14, 2026

Opens in a new windowHoliday Inn Express Southington by IHG
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street New Haven CT
Fully refundable
$103 nightly
The price is $119 total per night from Feb 15 to Feb 16
$119 total
Feb 15 - Feb 16
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, ...
Friendly & helpful staff & bartenders

Reviewed on Jan 16, 2026

Opens in a new windowCambria Hotel New Haven University Area
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
$87 nightly
The price is $100 total per night from Jan 29 to Jan 30
$100 total
Jan 29 - Jan 30
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 ...
All good.

Reviewed on Jan 14, 2026

Opens in a new windowHyatt 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
Fully refundableReserve now, pay when you stay
$149 nightly
The price is $172 total per night from Feb 9 to Feb 10
$172 total
Feb 9 - Feb 10
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 ...
Nice Room - Overlooks Yale’s campus.

Reviewed on Jan 19, 2026

Opens in a new windowOmni New Haven Hotel at Yale
Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

3 out of 5
63 Grand St Waterbury CT
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $87 total per night from Jan 25 to Jan 26
$87 total
Jan 25 - Jan 26
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a 24-hour business center, and a coffee shop are ...
Tim at the front desk was impressive. Guys got a bright future. Very attentive and extremely professional. Had a parking situation and he handled quickly.

Reviewed on Jan 14, 2026

Opens in a new windowCourtyard 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
Fully refundableReserve now, pay when you stay
$96 nightly
The price is $110 total per night from Jan 22 to Jan 23
$110 total
Jan 22 - Jan 23
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 ...
The room was larger than expected and breakfast was great!

Reviewed on Jan 17, 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
$88 nightly
The price is $102 total per night from Jan 21 to Jan 22
$102 total
Jan 21 - Jan 22
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 ...
My son and I stayed here to be near the convention center which was a very convenient 6 minute drive. The hotel had a secure parking garage for just $15 per night which was great. The room had just enough space with all the amenities you need: microwave, fridge, hair dryer, iron, etc. There were ...

Reviewed on Jan 14, 2026

Opens in a new windowThe Capitol Hotel
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
$89 nightly
The price is $102 total per night from Jan 21 to Jan 22
$102 total
Jan 21 - Jan 22
Total with taxes and fees
8.4/10 Very Good! (773 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 $87. 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 1,215 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 21 hours ago
Travelocity Verified Review
"Nice Room - Overlooks Yale’s campus. "
A verified traveler from Bloomington stayed at Omni New Haven Hotel at Yale
Omni New Haven Hotel at Yale

Explore More Ways to Travel with Travelocity