Hotels in Cheshire

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This weekend
Jul 17 - Jul 19
Next weekend
Jul 24 - Jul 26

Where to stay in Cheshire?

Exterior

Cheshire Welcome Inn

Cheshire Welcome Inn
2.5 star property
Cheshire
8.4 out of 10, Very Good, (842 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
Jul 19 - Jul 20
Cheshire Welcome Inn
Terrace/patio

Home2 Suites by Hilton Bristol

Home2 Suites by Hilton Bristol
3.0 star property
Bristol
9.6 out of 10, Exceptional, (240 reviews)
Wake up to a complimentary breakfast at this Bristol hotel before exploring nearby Pine Lake Park. Unwind in the hot tub after a workout in the 24-hour fitness center, or enjoy a drink at the bar. In-room refrigerators and microwaves add convenience to your stay.
The price is $150
$173 total
includes taxes & fees
Aug 2 - Aug 3
Home2 Suites by Hilton Bristol
Exterior

Silas W Robbins House

Silas W Robbins House
2.0 star property
Old Wethersfield Historic District
10.0 out of 10, Exceptional, (43 reviews)
The price is $449
$516 total
includes taxes & fees
Jul 14 - Jul 15
Silas W Robbins House
Free daily continental breakfast

Spark by Hilton Guilford

Spark by Hilton Guilford
2.5 star property
Guilford
9.0 out of 10, Wonderful, (158 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 $114
$131 total
includes taxes & fees
Jul 26 - Jul 27
Spark by Hilton Guilford
Free WiFi

Hampton Inn & Suites By Hilton North Haven

Hampton Inn & Suites By Hilton North Haven
2.5 star property
North Haven
9.8 out of 10, Exceptional, (56 reviews)
The price is $147
$169 total
includes taxes & fees
Jul 26 - Jul 27
Hampton Inn & Suites By Hilton North Haven
Double Room, Smoking | Iron/ironing board, free WiFi, bed sheets

PLYMOUTH MOTOR LODGE

PLYMOUTH MOTOR LODGE
2.5 star property
Terryville
7.8 out of 10, Good, (198 reviews)
This inviting hotel offers convenient perks including complimentary WiFi and parking. Located near Witch's Dungeon Classic Movie Museum and Rockwell Park, you'll enjoy comfortable accommodations with 24-hour front desk service for a hassle-free stay.
The price is $89
$102 total
includes taxes & fees
Jul 14 - Jul 15
PLYMOUTH MOTOR LODGE
Lobby

Wyndham Southbury

Wyndham Southbury
3.0 star property
Southbury
8.2 out of 10, Very Good, (1,262 reviews)
The price is $93
$107 total
includes taxes & fees
Jul 26 - Jul 27
Wyndham Southbury
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, (250 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 $110
$126 total
includes taxes & fees
Jul 14 - Jul 15
Tower Inn And Suites Of Guilford - Madison
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, (545 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
Jul 14 - Jul 15
American Inn
Reception

Heritage Hotel, Golf & Conference Center

Heritage Hotel, Golf & Conference Center
3.5 star property
Southbury
8.4 out of 10, Very Good, (1,007 reviews)
Tucked within scenic Connecticut woodlands, this boutique hotel offers both indoor and seasonal outdoor pools with poolside bar. Explore nearby hiking trails or play a round at the 9-hole course before unwinding with spa treatments. Free WiFi and parking sweeten the stay.
The price is $137
$175 total
includes taxes & fees
Jul 20 - Jul 21
Heritage Hotel, Golf & Conference Center
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, (1,006 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 $99
$114 total
includes taxes & fees
Jul 15 - Jul 16
Baymont by Wyndham Branford/New Haven
Terrace/patio

Home2 Suites by Hilton East Haven New Haven

Home2 Suites by Hilton East Haven New Haven
3.0 star property
The Centre
9.6 out of 10, Exceptional, (584 reviews)
This serene inn offers an indoor swimming pool and fitness center just a short drive from Yale University. Grab a free breakfast before exploring nearby attractions or shopping. Travelers love the quiet ambiance and free parking with easy access to New Haven's treasures.
The price is $145
$167 total
includes taxes & fees
Aug 9 - Aug 10
Home2 Suites by Hilton East Haven New Haven
Lobby

Days Inn by Wyndham Southington

Days Inn by Wyndham Southington
2.0 star property
Southington
7.4 out of 10, Good, (1,011 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 $99
$114 total
includes taxes & fees
Jul 14 - Jul 15
Days Inn by Wyndham Southington
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, (642 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 $99
$114 total
includes taxes & fees
Jul 14 - Jul 15
Whitney Inn & Suites
Exterior

Atlantic Inn

Atlantic Inn
3.0 star property
Wethersfield
9.2 out of 10, Wonderful, (572 reviews)
This roadside motel offers a hassle-free stay near Connecticut Convention Center. Guests praise the helpful 24-hour staff and clean rooms with nice bathrooms. Mill Pond Park and Newington Tennis Center are just minutes away.
The price is $119
$137 total
includes taxes & fees
Jul 14 - Jul 15
Atlantic Inn
Lake

Solano Inn

Solano Inn
2.5 star property
Portland
8.6 out of 10, Excellent, (250 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 $113
$130 total
includes taxes & fees
Jul 14 - Jul 15
Solano Inn
Exterior

Holiday Inn Express Branford-New Haven by IHG

Holiday Inn Express Branford-New Haven by IHG
3.0 star property
Branford
8.8 out of 10, Excellent, (1,009 reviews)
Discover peaceful lodging just 15 minutes from Yale University and Yale-New Haven Hospital. This Branford hotel offers complimentary breakfast, WiFi, and parking, plus an inviting indoor pool and restaurant. Guests praise the attentive staff and immaculate rooms.
The price is $119
$136 total
includes taxes & fees
Aug 2 - Aug 3
Holiday Inn Express Branford-New Haven by IHG
Interior entrance

Mayflower Motel Milford

Mayflower Motel Milford
2.0 star property
Milford
6.0 out of 10, (589 reviews)
Located in Milford, this convenient motel puts Yale University and Yale-New Haven Hospital within a 10-minute drive. Free WiFi and parking make travel simple, while the 24-hour front desk ensures support at any hour. Westfield Connecticut Post Mall and Robert Treat Farm await nearby.
The price is $74
$85 total
includes taxes & fees
Jul 14 - Jul 15
Mayflower Motel Milford
Lobby

Best Western Plus New England Inn & Suites

Best Western Plus New England Inn & Suites
2.5 star property
Berlin
8.6 out of 10, Excellent, (1,014 reviews)
Just minutes from Berlin Station, this tranquil hotel offers an indoor pool for morning swims and a fitness center to energize your day. The quiet environment ensures a good night's sleep, while complimentary breakfast, WiFi, and parking add exceptional value.
The price is $95
$109 total
includes taxes & fees
Jul 26 - Jul 27
Best Western Plus New England Inn & Suites
Lobby sitting area

Woodspring Suites Newington - Hartford South

Woodspring Suites Newington - Hartford South
2.5 star property
Newington
7.6 out of 10, Good, (393 reviews)
This all-suite hotel offers free WiFi and parking in Newington. Conveniently located near Iwo Jima Survivors Memorial Park and Mill Pond Park, with Berlin Station just a 10-minute drive away.
The price is $114
$131 total
includes taxes & fees
Jul 14 - Jul 15
Woodspring Suites Newington - Hartford South
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 July
Currently viewing crowd sizes and weather for July.
Typical weather for Cheshire
July
High 29°C / low 19°C. Sunny most days.
View properties in July
29°
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July, no crowd data, average high temperature 29 degrees Celsius, average low temperature 19 degrees Celsius. Sunny most days.
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28°
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August, no crowd data, average high temperature 28 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
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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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November, no crowd data, average high temperature 11 degrees Celsius, average low temperature 3 degrees Celsius. Partly sunny.
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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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January, no crowd data, average high temperature 2 degrees Celsius, average low temperature -5 degrees Celsius. Snow likely.
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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.
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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.
15°
Monthly weather averages (˚C)

Top landmarks in Cheshire

Roaring Brook Park

8.4/10 (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 Lock 12 Historical Park and Bartlem 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.

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A stone tower with a metal gate, surrounded by trees and a stone wall.

Check out reviews of Cheshire hotels guests love

New Haven Hotel

New Haven Hotel

10/10 Excellent
"Very inviting and clean overall. Fairly priced and centrally located in downtown New Haven. Highly recommended."
Jesse 1-night trip
Posted less than an hour ago
New Haven Hotel

Frequently asked questions

What hotels do travelers like in Cheshire?
Guests like Cheshire Welcome Inn, Holiday Inn Express Southington by IHG and Red Roof Inn Meriden.
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.