Hotels in Cheshire

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This weekend
May 15 - May 17
Next weekend
May 22 - May 24

Where to stay in Cheshire?

Exterior
Cheshire Welcome Inn
Cheshire Welcome Inn
2.5 star property
Cheshire
8.4 out of 10, Very Good, (806 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 $99
$114 total
includes taxes & fees
May 18 - May 19
Cheshire Welcome Inn
Free daily continental breakfast
Spark by Hilton Guilford
Spark by Hilton Guilford
2.5 star property
Guilford
8.8 out of 10, Excellent, (123 reviews)
Tranquil seaside accommodation near Hyland House Museum offers free breakfast, WiFi, and parking. Explore local hiking paths or visit Henry Whitfield State Museum, just minutes from Guilford Station. Guests love the helpful staff and clean, quiet rooms.
The price is $122
$141 total
includes taxes & fees
May 25 - May 26
Spark by Hilton Guilford
Exterior
Tower Inn And Suites Of Guilford - Madison
Tower Inn And Suites Of Guilford - Madison
2.5 star property
Guilford
7.4 out of 10, Good, (244 reviews)
Experience coastal charm at this Guilford hotel with complimentary WiFi and parking. Located near the Hyland House and Henry Whitfield State Museums, the hotel offers 24-hour front desk service and is just a short drive from Guilford Station for easy regional travel.
The price is $130
$149 total
includes taxes & fees
May 17 - May 18
Tower Inn And Suites Of Guilford - Madison
Combined shower/tub, spring water tub, rainfall showerhead
Solano Inn
Solano Inn
2.5 star property
Portland
8.6 out of 10, Excellent, (231 reviews)
This Portland hotel offers 24-hour front desk service near popular attractions like Dart Island State Park. Enjoy complimentary WiFi and parking during your Connecticut getaway, with convenient access to Berlin Station just a short drive away.
The price is $103
$118 total
includes taxes & fees
May 17 - May 18
Solano Inn
Breakfast, lunch, dinner served; American cuisine
Inn at Middletown
Inn at Middletown
3.5 star property
Washington Street Historic District
9.0 out of 10, Wonderful, (591 reviews)
Discover American cuisine at Tavern at the Armory after exploring General Mansfield House and Harbor Park nearby. This hotel offers a fitness center, free WiFi, and complimentary parking, all within easy reach of Berlin Station.
The price is $186
$234 total
includes taxes & fees
May 17 - May 18
Inn at Middletown
Terrace/patio
Homewood Suites by Hilton-Hartford South-Glastonbury, CT
Homewood Suites by Hilton-Hartford South-Glastonbury, CT
3.0 star property
Glastonbury
8.8 out of 10, Excellent, (1,003 reviews)
This Glastonbury hotel offers a seasonal outdoor pool and 24-hour fitness center, with free breakfast, WiFi, and parking. Guests praise the helpful staff and clean rooms. Welles-Turner Memorial Library and Glastonbury Historic District are nearby.
The price is $156
$179 total
includes taxes & fees
Jun 7 - Jun 8
Homewood Suites by Hilton-Hartford South-Glastonbury, CT
Reception
Hilton Garden Inn Hartford South/Glastonbury
Hilton Garden Inn Hartford South/Glastonbury
3.0 star property
Glastonbury
8.6 out of 10, Excellent, (1,001 reviews)
Unwind at this quiet Glastonbury hotel with an indoor pool and 24-hour fitness center. The helpful staff, American cuisine restaurant, and bar create a welcoming atmosphere. Free WiFi and parking near local attractions make exploration effortless.
The price is $147
$169 total
includes taxes & fees
May 25 - May 26
Hilton Garden Inn Hartford South/Glastonbury
Exterior
Howard Johnson by Wyndham Hartford South – Rocky Hill
Howard Johnson by Wyndham Hartford South – Rocky Hill
2.0 star property
Rocky Hill
8.2 out of 10, Very Good, (1,002 reviews)
Start your day with a complimentary breakfast before exploring nearby Mill Woods Park. Just 15 minutes from Hartford's Convention Center and Xfinity Theatre, this hotel offers free WiFi, parking, and clean rooms praised by guests.
The price is $95
$109 total
includes taxes & fees
May 25 - May 26
Howard Johnson by Wyndham Hartford South – Rocky Hill
Exterior
Holiday Inn Express Hartford South - Rocky Hill by IHG
Holiday Inn Express Hartford South - Rocky Hill by IHG
2.5 star property
Rocky Hill
8.6 out of 10, Excellent, (1,002 reviews)
This quiet Rocky Hill hotel offers a seasonal pool and 24-hour fitness center, plus free breakfast, WiFi, and parking. Just 15 minutes from Connecticut Convention Center, it's near local restaurants, shopping, and the historic ferry.
The price is $101
$116 total
includes taxes & fees
May 25 - May 26
Holiday Inn Express Hartford South - Rocky Hill by IHG
Interior
Comfort Inn Wethersfield - Hartford
Comfort Inn Wethersfield - Hartford
2.5 star property
Old Wethersfield Historic District
5.2 out of 10, (1,003 reviews)
The price is $77
$89 total
includes taxes & fees
May 26 - May 27
Comfort Inn Wethersfield - Hartford
Property entrance
Motel 6 Wethersfield, CT - Hartford
Motel 6 Wethersfield, CT - Hartford
2.0 star property
Wethersfield
7.2 out of 10, Good, (1,130 reviews)
This budget-friendly Wethersfield motel offers a 24-hour front desk plus complimentary WiFi and parking. Near Rocky Hill-Glastonbury Ferry, it's just a 10-minute drive from Hartford Union Station and 24 minutes from Bradley Airport.
The price is $67
$77 total
includes taxes & fees
Jun 2 - Jun 3
Motel 6 Wethersfield, CT - Hartford
Room, Multiple Beds, Accessible, Non Smoking | In-room safe, desk, iron/ironing board, free rollaway beds
Rodeway Inn & Suites Branford - Guilford
Rodeway Inn & Suites Branford - Guilford
2.0 star property
Branford
7.8 out of 10, Good, (311 reviews)
This Branford hotel places you a short drive from Yale University and Yale-New Haven Hospital. Guests appreciate free WiFi and parking, plus a fitness center to maintain routines. Discover nearby Rose Vineyards and Bill Miller's Castle during your Connecticut stay.
The price is $77
$89 total
includes taxes & fees
Jun 8 - Jun 9
Rodeway Inn & Suites Branford - Guilford
Exterior
Sheraton Hartford South Hotel
Sheraton Hartford South Hotel
3.5 star property
Rocky Hill
8.4 out of 10, Very Good, (1,006 reviews)
Find tranquility at this Rocky Hill hotel with a 24-hour health club and The Common House restaurant. Located a short drive from Dinosaur State Park and TPC River Highlands, guests love the helpful staff and peaceful atmosphere.
The price is $122
$140 total
includes taxes & fees
May 28 - May 29
Sheraton Hartford South Hotel
Double Room, 2 Double Beds | 1 bedroom, pillowtop beds, desk, blackout drapes
Baymont by Wyndham Branford/New Haven
Baymont by Wyndham Branford/New Haven
2.5 star property
Branford
6.6 out of 10, (1,000 reviews)
Escape to a peaceful atmosphere near Yale University and Yale-New Haven Hospital. This Branford hotel offers free WiFi, complimentary parking, and private pools. Enjoy nearby hiking trails or take a short drive to Rose Vineyards. The helpful staff ensures a comfortable stay.
The price is $109
$125 total
includes taxes & fees
May 19 - May 20
Baymont by Wyndham Branford/New Haven
Egyptian cotton sheets, premium bedding, memory foam beds, desk
American Inn
American Inn
2.0 star property
Branford
8.2 out of 10, Very Good, (510 reviews)
Discover American Inn's convenient location, just a short drive from Yale University and Yale-New Haven Hospital. Enjoy thoughtful amenities including free WiFi, complimentary parking, and room service while exploring nearby attractions like Rose Vineyards.
The price is $99
$114 total
includes taxes & fees
Jun 1 - Jun 2
American Inn
Deluxe Room, 1 King Bed, Hot Tub | Free WiFi, bed sheets
Economy Inn
Economy Inn
2.5 star property
East Hartford
6.2 out of 10, (652 reviews)
Economy Inn offers 24-hour front desk service just minutes from East Hartford Shopping Center. Stay connected with free WiFi while exploring nearby attractions, including popular Cabela's. Enjoy complimentary parking during your family-friendly Connecticut visit.
The price is $85
$97 total
includes taxes & fees
May 16 - May 17
Economy Inn
Exterior
Springhill Suites by Marriott Hartford Cromwell
Springhill Suites by Marriott Hartford Cromwell
2.5 star property
Cromwell
8.8 out of 10, Excellent, (718 reviews)
Modern comfort meets convenience at this Hartford area hotel where travelers enjoy free breakfast near Cromwell Commons. Minutes from Smith Park and convenient to Bradley Airport, guests praise the attentive staff and well-appointed rooms.
The price is $125
$144 total
includes taxes & fees
May 25 - May 26
Springhill Suites by Marriott Hartford Cromwell
Flat-screen TV
Residence Inn By Marriott Hartford Rocky Hill
Residence Inn By Marriott Hartford Rocky Hill
3.0 star property
Rocky Hill
8.6 out of 10, Excellent, (355 reviews)
This 24-hour fitness-friendly hotel offers complimentary breakfast, WiFi, and parking just minutes from Dinosaur State Park and TPC River Highlands. Enjoy morning swims in the indoor pool while the attentive staff ensures a comfortable business stay.
The price is $156
$180 total
includes taxes & fees
May 25 - May 26
Residence Inn By Marriott Hartford Rocky Hill
Terrace/patio
Hampton Inn & Suites Rocky Hill - Hartford South
Hampton Inn & Suites Rocky Hill - Hartford South
2.5 star property
Rocky Hill
9.2 out of 10, Wonderful, (819 reviews)
The price is $126
$145 total
includes taxes & fees
May 25 - May 26
Hampton Inn & Suites Rocky Hill - Hartford South
Suite, 1 Queen Bed, Non Smoking, Refrigerator & Microwave (with Sofabed) | Premium bedding, pillowtop beds, in-room safe, laptop workspace
Best Western Hartford Hotel & Suites
Best Western Hartford Hotel & Suites
2.5 star property
South Meadows
7.8 out of 10, Good, (1,069 reviews)
The price is $107
$123 total
includes taxes & fees
May 21 - May 22
Best Western Hartford Hotel & Suites
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.
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When is the best time to visit Cheshire?

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

Top landmarks in Cheshire

Roaring Brook Park

4.2/5 (12 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 Hope Memorial Field and Lock 12 Historical Park, both nearby.
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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

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown

10/10 Excellent
"Great place to stay in downtown Waterbury! This location features easy and safe parking, comfortable beds, and friendly staff."
Michael 2-night trip
Posted 4 hours ago
Courtyard by Marriott Waterbury Downtown

Frequently asked questions

What hotels do travelers like in Cheshire?
Guests like Cheshire Welcome Inn, Clarion Inn North Haven - New Haven North and Holiday Inn Express Southington by IHG.
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.