Book Hotels in Cheshire, Connecticut

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Check hotel availability in Cheshire

Tonight
Check prices in Cheshire for tonight, Sep 25 - Sep 26
Sep 25 - Sep 26
Tomorrow night
Check prices in Cheshire for tomorrow night, Sep 26 - Sep 27
Sep 26 - Sep 27
This weekend
Check prices in Cheshire for this weekend, Sep 29 - Oct 1
Sep 29 - Oct 1
Next weekend
Check prices in Cheshire for next weekend, Oct 6 - Oct 8
Oct 6 - Oct 8

Most frequently booked Cheshire hotels

Holiday Inn Cheshire - Southington, an IHG Hotel

Holiday Inn Cheshire - Southington, an IHG Hotel

3 out of 5
64 Knotter Dr, Cheshire, CT
Free Cancellation
3.71 mi from city center
The price is $121 per night
$121
per night
Oct 1 - Oct 2
This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Pool
Parking included
Cheshire Welcome Inn

Cheshire Welcome Inn

2.5 out of 5
1106 S Main St., Cheshire, CT
2.33 mi from city center
The price is $89 per night
$89
per night
Oct 3 - Oct 4
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 on offer.
Parking included
Free WiFi
New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street, New Haven, CT
Free Cancellation
Reserve now, pay when you stay
14.1 mi from city center
The price is $179 per night
$179
per night
Sep 27 - Sep 28
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 rooms, along with dry cleaning/laundry services.
Pet friendly
Free WiFi
Best Western Hartford Hotel & Suites

Best Western Hartford Hotel & Suites

2.5 out of 5
185 Brainard Rd, Hartford, CT
Free Cancellation
Reserve now, pay when you stay
20.3 mi from city center
The price is $101 per night
$101
per night
Oct 1 - Oct 2
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. A 24-hour business center, a terrace, and a garden are also on offer.
Pool
Breakfast included
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St, New Haven, CT
14 mi from city center
The price is $211 per night
$211
per night
Oct 1 - Oct 2
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 areas, and valet parking. Self parking, a coffee shop, and limo/town car service are also offered.
Pet friendly
Free WiFi
Holiday Inn Express Southington, an IHG Hotel

Holiday Inn Express Southington, an IHG Hotel

2.5 out of 5
120 Laning St, Southington, CT
Free Cancellation
8.77 mi from city center
The price is $116 per night
$116
per night
Sep 28 - Sep 29
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. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Hilton Garden Inn Shelton

Hilton Garden Inn Shelton

3 out of 5
25 Old Stratford Rd, Shelton, CT
Free Cancellation
Reserve now, pay when you stay
19.35 mi from city center
The price is $110 per night
$110
per night
Oct 1 - Oct 2
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.
Pool
Pet friendly
The Blake Hotel

The Blake Hotel

4 out of 5
9 High Street, New Haven, CT
Free Cancellation
Reserve now, pay when you stay
14.02 mi from city center
The price is $239 per night
$239
per night
Oct 1 - Oct 2
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and 24-hour gym are some of the featured amenities. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. There's a rooftop terrace on site, and laundry facilities and free newspapers are also offered.
Pet friendly
Free WiFi
Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street, New Haven, CT
Free Cancellation
Reserve now, pay when you stay
14 mi from city center
The price is $148 per night
$148
per night
Oct 23 - Oct 24
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, a lobby fireplace, and a computer station are also offered.
Pet friendly
Free WiFi
Don't see what you're looking for?
See all available properties in Cheshire
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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.

Top family friendly Cheshire hotel deals

Cheshire Welcome Inn

Cheshire Welcome Inn

1106 S Main St., Cheshire, CT
The price is $89 per night from Oct 3 to Oct 4
$89
per night
Oct 3 - Oct 4
8.4/10 Very Good! (492 reviews)

Top cheap Cheshire hotel deals

Cheshire Welcome Inn

Cheshire Welcome Inn

1106 S Main St., Cheshire, CT
The price is $89 per night from Oct 3 to Oct 4
$89
per night
Oct 3 - Oct 4
8.4/10 Very Good! (492 reviews)

Top hotels in Cheshire for Extended Stay

New Haven Village Suites

New Haven Village Suites

3 Long Wharf Dr, New Haven, CT
The price is $178 per night from Oct 8 to Oct 9
$178
per night
Oct 8 - Oct 9
7.6/10 Good! (1,763 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.

Seize your some day

Cheshire Hotel & Travel Guide\n

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.

Cheshire hotels essential information

Accommodation
972 hotels
Lowest Price
$89
Highest Price
$239
Popular hotels
Holiday Inn Cheshire - Southington, an IHG Hotel, Cheshire Welcome Inn, New Haven Hotel, Best Western Hartford Hotel & Suites, Omni New Haven Hotel at Yale, Holiday Inn Express Southington, an IHG Hotel, Hilton Garden Inn Shelton, The Blake Hotel, Cambria Hotel New Haven University Area

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 $89. 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 972 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

Holiday Inn Express Southington, an IHG Hotel

Holiday Inn Express Southington, an IHG Hotel

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"Rooms are clean Staff is very kind and accommodating "
A verified traveler stayed at Holiday Inn Express Southington, an IHG Hotel
Holiday Inn Express Southington, an IHG Hotel

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Areas of Cheshire