Hotels in Cheshire

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Feb 21 - Feb 22
Tomorrow
Feb 22 - Feb 23
Next weekend
Feb 27 - Mar 1
In two weeks
Mar 6 - Mar 8

Where to stay in Cheshire?

Exterior
Cheshire Welcome Inn
Cheshire Welcome Inn
2.5 star property
Cheshire
8.4 out of 10, Very Good, (785 reviews)
Nestled in Cheshire with free WiFi and parking, this welcoming motel offers clean rooms and 24-hour service. Just a short drive from Sleeping Giant State Park and Mount Carmel, with Wallingford Station only 11 minutes away.
The price is $89
$102 total
includes taxes & fees
Feb 23 - Feb 24
Cheshire Welcome Inn
Holiday Inn Cheshire - Southington by IHG
Holiday Inn Cheshire - Southington by IHG
3.0 star property
Southington
8.2 out of 10, Very Good, (1,004 reviews)
Located in Southington, this hotel offers a refreshing indoor pool and convenient fitness center. Clean rooms include refrigerators and microwaves for added comfort. Enjoy easy access to Panthorn Park and Cheshire Hollow Farm, plus free WiFi and parking.
The price is $92
$106 total
includes taxes & fees
Mar 1 - Mar 2
Holiday Inn Cheshire - Southington by IHG
Lobby
Econo Lodge Milldale - Southington
Econo Lodge Milldale - Southington
2.0 star property
Milldale
6.6 out of 10, (553 reviews)
Enjoy a practical stay at this hotel offering free WiFi and parking in Southington. The fitness center keeps your routine intact while exploring nearby Panthorn Park and Cheshire Hollow Farm. Business travelers appreciate the helpful staff and convenient location.
Econo Lodge Milldale - Southington
Free buffet breakfast
Quality Inn Waterbury East
Quality Inn Waterbury East
2.5 star property
Waterbury
7.0 out of 10, Good, (1,004 reviews)
Unwind at this quiet Waterbury hotel offering free breakfast, WiFi and parking. Nearby hiking/biking trails beckon outdoor enthusiasts, while Seven Angels Theater and Brass Mill Center provide entertainment options. Clean rooms and helpful staff consistently earn praise from guests.
The price is $81
$93 total
includes taxes & fees
Mar 9 - Mar 10
Quality Inn Waterbury East
Deluxe Room, 1 King Bed, Non Smoking | 1 bedroom, premium bedding, pillowtop beds, desk
Whitney Inn & Suites
Whitney Inn & Suites
2.0 star property
Hamden
7.0 out of 10, Good, (603 reviews)
Close to Yale and Quinnipiac universities, this Colonial hotel offers free WiFi and parking. Explore nearby Sleeping Giant State Park's hiking trails, or drive 13 minutes to New Haven Train Station. Guests appreciate the 24-hour front desk and spotless accommodations.
The price is $95
$109 total
includes taxes & fees
Feb 24 - Feb 25
Whitney Inn & Suites
BBQ/picnic area
Fairfield by Marriott Inn & Suites Wallingford New Haven
Fairfield by Marriott Inn & Suites Wallingford New Haven
3.0 star property
Wallingford
8.8 out of 10, Excellent, (1,000 reviews)
Wake up to complimentary continental breakfast at this quiet Wallingford retreat. Just 15 minutes from Quinnipiac University with free WiFi and parking, the hotel offers a 24-hour fitness center. Guests love the helpful staff and convenient access to highways and dining.
The price is $112
$128 total
includes taxes & fees
Mar 8 - Mar 9
Fairfield by Marriott Inn & Suites Wallingford New Haven
BBQ/picnic area
Residence Inn by Marriott Southington
Residence Inn by Marriott Southington
3.0 star property
Southington
8.6 out of 10, Excellent, (609 reviews)
Make a splash in the indoor pool or keep up your workout routine at the fitness center. Minutes from Barnes Museum, this hotel offers free breakfast, WiFi, and parking. Rooms come with refrigerators and microwaves for extra convenience.
The price is $125
$144 total
includes taxes & fees
Mar 8 - Mar 9
Residence Inn by Marriott Southington
Terrace/patio
Homewood Suites by Hilton Wallingford-Meriden
Homewood Suites by Hilton Wallingford-Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (924 reviews)
This Wallingford hotel combines comfort with convenience, offering complimentary breakfast, WiFi, and parking. Work out in the fitness center or relax with a drink at the bar. Located near United House Wrecking and On Track Karting, with helpful staff ready to assist.
The price is $119
$137 total
includes taxes & fees
Mar 1 - Mar 2
Homewood Suites by Hilton Wallingford-Meriden
Cooked-to-order breakfast for a fee
Courtyard New Haven Wallingford
Courtyard New Haven Wallingford
3.0 star property
Wallingford
8.8 out of 10, Excellent, (788 reviews)
Enjoy a peaceful retreat with American cuisine at The Bistro restaurant and bar. Located within 15 minutes of Quinnipiac University, this hotel offers free WiFi, parking, and in-room refrigerators and microwaves, plus a fitness center for active travelers.
The price is $111
$128 total
includes taxes & fees
Mar 1 - Mar 2
Courtyard New Haven Wallingford
Reception
Comfort Inn Naugatuck-Shelton, CT
Comfort Inn Naugatuck-Shelton, CT
2.5 star property
Naugatuck
7.8 out of 10, Good, (765 reviews)
Enjoy a hassle-free stay at this business-friendly hotel with free WiFi and daily buffet breakfast. Located near Whittemore Glen State Park and Beacon Falls Town Recreation Field, the attentive staff ensures a pleasant experience for every guest.
The price is $97
$112 total
includes taxes & fees
Mar 8 - Mar 9
Comfort Inn Naugatuck-Shelton, CT
Reception
Clarion Inn North Haven - New Haven North
Clarion Inn North Haven - New Haven North
3.0 star property
North Haven
7.6 out of 10, Good, (1,013 reviews)
Discover tranquil accommodations between Yale and Quinnipiac universities with free breakfast, WiFi, and parking. The quiet atmosphere and helpful staff earn top marks, while nearby restaurants and Quinnipiac River State Park offer convenient exploration options.
The price is $101
$116 total
includes taxes & fees
Feb 24 - Feb 25
Clarion Inn North Haven - New Haven North
Reception
Red Roof Inn Meriden
Red Roof Inn Meriden
2.0 star property
Meriden
7.4 out of 10, Good, (1,000 reviews)
This quiet hotel offers free WiFi and parking just minutes from Meriden Station. Work out in the health club after exploring nearby Black Pond Wildlife Area. Clean rooms and a helpful staff ensure a comfortable, peaceful experience.
The price is $79
$91 total
includes taxes & fees
Feb 23 - Feb 24
Red Roof Inn Meriden
Lobby
Courtyard by Marriott Waterbury Downtown
Courtyard by Marriott Waterbury Downtown
3.0 star property
Waterbury
8.4 out of 10, Very Good, (1,142 reviews)
Located near Waterbury Downtown train station, this hotel offers American cuisine at Courtyard Bistro and 24-hour fitness center access. Palace Theatre and Apothecary Building are nearby, with restaurants and malls just steps away. Clean rooms and helpful staff complete your experience.
The price is $89
$102 total
includes taxes & fees
Mar 1 - Mar 2
Courtyard by Marriott Waterbury Downtown
Indoor pool
Hilton Garden Inn Wallingford/Meriden
Hilton Garden Inn Wallingford/Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (1,002 reviews)
This Wallingford hotel offers an indoor pool for relaxing swims and a fitness center for energizing workouts. Grab dinner at Pantry Market or unwind at the bar after exploring nearby United House Wrecking. Clean rooms with refrigerators and microwaves ensure a comfortable stay.
The price is $115
$132 total
includes taxes & fees
Feb 26 - Feb 27
Hilton Garden Inn Wallingford/Meriden
Lobby
Days Inn by Wyndham Southington
Days Inn by Wyndham Southington
2.0 star property
Southington
7.4 out of 10, Good, (1,006 reviews)
This Southington hotel offers a peaceful retreat with well-insulated rooms near Crystal Bees and Hawks Landing Country Club. Free breakfast, WiFi, and parking complement the fitness center and restaurant, while helpful staff ensure a comfortable business-friendly stay.
The price is $80
$92 total
includes taxes & fees
Feb 23 - Feb 24
Days Inn by Wyndham Southington
Exterior
Hampton Inn Waterbury
Hampton Inn Waterbury
2.5 star property
Waterbury
8.0 out of 10, Very Good, (1,001 reviews)
Near Union Station Clocktower and Harrub Pilgrim Memorial, this Waterbury hotel provides free WiFi and parking. Guests praise the helpful staff and well-maintained facilities, plus there's a fitness center for your workout routine.
The price is $85
$98 total
includes taxes & fees
Mar 1 - Mar 2
Hampton Inn Waterbury
Studio, 2 Double Beds, Non Smoking | Desk, blackout drapes, iron/ironing board, free WiFi
Extended Stay America Suites Hartford Meriden
Extended Stay America Suites Hartford Meriden
2.5 star property
Meriden
7.0 out of 10, Good, (905 reviews)
Explore the outdoors from this convenient hotel offering free WiFi, parking, and breakfast. Located near Falcon Field and Giuffrida Park, with skiing options in season. Clean rooms and helpful staff create a comfortable base for adventure.
The price is $92
$106 total
includes taxes & fees
Feb 23 - Feb 24
Extended Stay America Suites Hartford Meriden
Exterior
Homewood Suites by Hilton Southington, CT
Homewood Suites by Hilton Southington, CT
3.0 star property
Southington
9.2 out of 10, Wonderful, (1,007 reviews)
This welcoming Southington hotel offers a refreshing indoor pool and convenient 24-hour fitness center. Rooms include microwaves and refrigerators, while free breakfast, WiFi and parking enhance your stay. Located near Crystal Bees and Barnes Museum with attentive staff ready to assist.
The price is $130
$150 total
includes taxes & fees
Mar 1 - Mar 2
Homewood Suites by Hilton Southington, CT
Property amenity
Residence Inn by Marriott New Haven Hamden
Residence Inn by Marriott New Haven Hamden
3.0 star property
Hamden
9.4 out of 10, Exceptional, (429 reviews)
The price is $149
$171 total
includes taxes & fees
Feb 26 - Feb 27
Residence Inn by Marriott New Haven Hamden
Lobby
Comfort Inn & Suites Meriden East
Comfort Inn & Suites Meriden East
2.5 star property
Meriden
7.2 out of 10, Good, (1,009 reviews)
Located minutes from Meriden Station, this welcoming hotel offers free breakfast, WiFi, and parking. Unwind at the on-site bar after a workout in the fitness center. Cedar Park and Falcon Field attractions are just a short drive from your relaxing base.
The price is $87
$100 total
includes taxes & fees
Mar 1 - Mar 2
Comfort Inn & Suites Meriden East
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.
View all properties

When is the best time to visit Cheshire?

Our prices for hotels in Cheshire are cheapest in January
Price trends for hotels in Cheshire
Pricing is based on two traveler single night rates
View properties in February
Currently viewing crowd sizes and weather for February.
Typical weather for Cheshire
February
High 3°C / low -5°C. Snow likely.
View properties in February
3°
ac_unit
February, no crowd data, average high temperature 3 degrees Celsius, average low temperature -5 degrees Celsius. Snow likely.
-5°
8°
weather_partly_sunny
March, no crowd data, average high temperature 8 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
-1°
14°
weather_partly_sunny
April, no crowd data, average high temperature 14 degrees Celsius, average low temperature 5 degrees Celsius. Partly sunny.
5°
21°
weather_sun
May, no crowd data, average high temperature 21 degrees Celsius, average low temperature 10 degrees Celsius. Sunny most days.
10°
25°
weather_sun
June, no crowd data, average high temperature 25 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
29°
weather_sun
July, no crowd data, average high temperature 29 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
19°
28°
weather_sun
August, no crowd data, average high temperature 28 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
24°
weather_sun
September, no crowd data, average high temperature 24 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
17°
weather_sun
October, no crowd data, average high temperature 17 degrees Celsius, average low temperature 9 degrees Celsius. Sunny most days.
9°
11°
weather_partly_sunny
November, no crowd data, average high temperature 11 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
3°
5°
weather_partly_sunny
December, no crowd data, average high temperature 5 degrees Celsius, average low temperature -1 degrees Celsius. Partly sunny.
-1°
2°
ac_unit
January, no crowd data, average high temperature 2 degrees Celsius, average low temperature -5 degrees Celsius. Snow likely.
-5°
Monthly weather averages (˚C)

Top landmarks in Cheshire

Roaring Brook Park

3.5/5 (2 reviews)
Roaring Brook Park is 2.2 mi (3.6 km) from central Cheshire, why not stop by during your stay. Want to stretch your legs some more? Head to Bartlem Park and Lock 12 Historical Park, both nearby.
See properties

Maplecroft Plaza Shopping Center

3.5/5 (2 reviews)
If you like shopping, take time out to go to Maplecroft Plaza Shopping Center when in Cheshire.
See properties

Learn more about Cheshire

Wander the Farmington Canal Heritage Trail where history and nature converge in unexpected harmony. The Barker Character Museum houses an astonishing collection of pop culture artifacts that will transport you back to childhood faster than a time machine. Autumn brings apple-picking at Drazen Orchards, where the cider donuts alone justify the trip. Lock 12 Historical Park offers a fascinating glimpse into canal-era engineering without the usual museum stuffiness. Locals gather at Bartlem Park for everything from softball tournaments to summer concerts. Nelson Hall's intimate theater presents performances where you're close enough to see actors sweat. For a quintessential New England experience, drive the back roads past colonial homes and stone walls that have witnessed centuries of small-town life.

See all hotels in Cheshire
Castle Craig at Hubbard Park, Meriden, CT. easily replaceable sky. with a clean, classic view of the tower. Very recognizable image of this historic structure.

Check out reviews of Cheshire hotels guests love

Motel 6 New Haven - Branford, CT

Motel 6 New Haven - Branford, CT

10/10 Excellent
"Floors need to be cleaned a little better it’s hard wood but not sealed so very dirty in the groves of the wood "
Jim 1-night trip
Posted 1 day ago
Motel 6 New Haven - Branford, CT

Frequently asked questions

What hotels do travelers like in Cheshire?
Cheshire Welcome Inn is a property that our guests really like.
Can I book a refundable accommodation in Cheshire?
If you're looking for the flexibility to change your plans to Cheshire, most hotels provide refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Cheshire be like during my trip?
July and August are typically the warmest months in Cheshire when the average temp is 70°F. January and February are the coldest months when the average temperature is 33°F. October and July are the months with the most rain.
Why should I book my Cheshire accommodation with Hotels.com?
There are plenty of reasons to book your Cheshire travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.