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

Hotels in Cheshire

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Where to stay in Cheshire?

A landscaped garden with a large rock, yellow flowers, and a weeping willow tree.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, a sink, and a television mounted on the wall.

A building with a sign indicating it is an AAA Approved office. There are trees and shrubs in front of the building.

A lobby with a leather sofa, a reception desk, framed pictures on the wall, and a door.

1. Cheshire Welcome Inn

Cheshire

$97

$111 total

includes taxes & fees

Nov 2 - Nov 3

A Holiday Inn hotel with a covered entrance and green lighting.

An indoor swimming pool with a lifeguard warning sign, chairs, and a view of the outside.

A modern restaurant interior with a curved counter, seating area, and a wooden ceiling.

A modern restaurant with a wooden bar area, a long table with chairs, and a menu board.

2. Holiday Inn Cheshire - Southington by IHG

Southington

$113

$130 total

includes taxes & fees

Oct 25 - Oct 26

A hotel lobby with a wooden staircase, a reception desk, and a view through large windows.

A room with a sofa, a desk with a computer, a printer, and an ATM.

A hotel room with a flat-screen TV, a microwave, a small refrigerator, a telephone, and a sink with a mirror.

A dining area with a table and chairs, a 'NO PETS' sign, and a 'NO PETS' sign on the window.

3. Econo Lodge Milldale - Southington

Milldale

$68

$78 total

includes taxes & fees

Oct 25 - Oct 26

A breakfast buffet with various food items, including pastries, bread, and fruits.

A lobby with a sofa, a reception desk, and a view of the outside.

A reception area with a stone counter, framed certificates on the wall, and a sign indicating the manager is on duty.

A hotel room with two beds, a nightstand with a lamp, and framed artwork on the wall.

4. Quality Inn Waterbury East

Waterbury

$85

$98 total

includes taxes & fees

Nov 1 - Nov 2

A hotel lobby with a modern design, featuring a seating area with sofas, a fireplace, and a television mounted on the wall.

A hotel lobby with a seating area featuring sofas, armchairs, and ottomans.

A hotel room with a large bed, a desk with a computer, a chair, and a small table.

5. Courtyard by Marriott Waterbury Downtown

Waterbury

$94

$108 total

includes taxes & fees

Nov 1 - Nov 2

An outdoor patio area with seating, a fire pit, and umbrellas.

A modern room with white leather sofas, a small round table, a stone fireplace, and large windows.

A spacious dining area with high tables and chairs, a patterned carpet, and pendant lighting.

A spacious living area with a fireplace, a reception desk, and a large window.

6. Fairfield by Marriott Inn & Suites Wallingford New Haven

Wallingford

$120

$138 total

includes taxes & fees

Oct 12 - Oct 13

A modern bar area with a wooden bar counter, multiple stools, and a variety of liquor bottles.

A modern living room with a large flat-screen TV, comfortable seating, and a patterned carpet.

A modern hotel lobby with a large flat-screen TV, comfortable seating, a Starbucks coffee station, and a patterned carpet.

A modern hotel lobby with a fireplace, comfortable seating, and a large window offering a view.

7. Courtyard New Haven Wallingford

Wallingford

$143

$165 total

includes taxes & fees

Oct 25 - Oct 26

An indoor swimming pool with clear water, surrounded by lounge chairs and a tiled deck.

A modern hotel lobby with a central bar area, refrigerated beverage dispensers, and a seating area with tables and chairs.

A modern living room with a flat-screen TV, a red armchair, a grey sofa, a wooden entertainment unit, and a large window with curtains.

A hotel corridor with round tables, large windows, and a modern console table.

8. Hilton Garden Inn Wallingford/Meriden

Wallingford

$134

$155 total

includes taxes & fees

Nov 1 - Nov 2

A hotel room with a desk, chair, TV, lamp, mirror, and a trash bin.

A two-story building with a sign for Whitney Inn & Suites. There are parked cars in front and a clear sky.

A modern bathroom with a glass-enclosed shower, a toilet, a sink with a granite countertop, and a large mirror.

9. Whitney Inn & Suites

Hamden

$99

$114 total

includes taxes & fees

Oct 5 - Oct 6

A hotel room with a bed, a TV, a desk, a sofa, and two lamps.

10. Comfort Inn Naugatuck-Shelton, CT

Naugatuck

$94

$108 total

includes taxes & fees

Oct 25 - Oct 26

A hotel room with two beds, a desk, a TV, and a chair.

A Red Roof Inn sign with a clear view of the parking lot and surrounding trees.

A hotel dining area with a long table, multiple chairs, and a bar counter.

A hotel entrance with a clear sign, a covered parking area, and a red flower bush.

11. Red Roof Inn Meriden

Meriden

$87

$100 total

includes taxes & fees

Oct 4 - Oct 5

A hotel room with a large bed, a wooden nightstand, a TV, and a bathroom visible through an open door.

A hotel room with a wooden desk, a chair, a flat-screen TV, a framed picture, and a window with curtains.

A conference room with multiple tables and chairs, a whiteboard, and a projector screen.

A coffee station with two coffee machines, a coffee press, and various coffee pods and cups.

12. Holiday Inn Express Southington by IHG

Southington

$93

$107 total

includes taxes & fees

Nov 1 - Nov 2

An outdoor patio with a fire pit, wicker furniture, and a pergola structure.

A modern lobby with a fireplace, comfortable seating, and framed pictures on the walls.

A hotel with multiple floors, a central entrance, and a well-maintained lawn.

A spacious lobby with a stone wall, seating areas, a fireplace, and a kitchen in the background.

13. Homewood Suites by Hilton Southington, CT

Southington

$147

$169 total

includes taxes & fees

Oct 25 - Oct 26

A hotel lobby with a gray sofa, a round table, a reception desk, a TV, and a kitchen area in the background.

A spacious dining area with multiple tables and chairs, a kitchen in the background, and a modern ceiling design.

A hotel room with a bed, bedside tables, a desk, a TV, a large mirror, a bathroom with a bathtub, and a striped carpet.

A Best Western Plus hotel with a two-story structure, multiple parking spaces, and a landscaped front yard.

14. Best Western Plus New England Inn & Suites

Berlin

$105

$120 total

includes taxes & fees

Oct 25 - Oct 26

A Hampton Inn hotel with a modern design, featuring a well-lit entrance and multiple floors.

A gym with treadmills, dumbbells, and exercise balls.

A hotel lobby with a dining area, a kitchen, and a seating area with a TV and artwork.

A hotel room with a large bed, a desk with a television, a chair, and a desk lamp.

15. Hampton Inn Waterbury

Waterbury

$98

$112 total

includes taxes & fees

Nov 1 - Nov 2

An outdoor patio area with a fire pit, seating, and a grill.

A hotel room with a sofa, a desk with a computer, a TV, a dining table with chairs, and a lamp.

An indoor swimming pool with clear water, tiled walls, and a 'No Diving' sign.

A hotel room with a dining table, chairs, a sofa, a TV, a fireplace, and a door.

16. Residence Inn by Marriott Southington

Southington

$161

$185 total

includes taxes & fees

Oct 25 - Oct 26

A Courtyard hotel with a parking lot, multiple floors, and a view of the surrounding area.

A modern bar area with a long counter, bar stools, and a television screen.

An outdoor patio area with a fire pit and seating, surrounded by a building with large windows and a parking lot.

A modern bar area with a wooden accent wall, a refrigerated drink display, and a menu board.

17. Courtyard by Marriott Southington

Southington

$190

$219 total

includes taxes & fees

Oct 4 - Oct 5

An outdoor patio area with a stone fire pit, wicker furniture, and a bar area with a flat-screen TV.

A swimming pool with lounge chairs and tables, large windows, and a view of the outside.

A modern kitchen with a marble backsplash, stainless steel appliances, and dark cabinetry.

A modern kitchen with dark cabinetry, stainless steel appliances, a dining table with chairs, and pendant lighting.

18. Residence Inn by Marriott New Haven Hamden

Hamden

$169

$194 total

includes taxes & fees

Oct 4 - Oct 5

A vending machine and a water dispenser in a public area with a tiled floor and a potted plant.

A motel with a parking lot, a flag, and several parked vehicles.

A hotel room with a bed, a chair, a nightstand, and a lamp.

A bathroom with a toilet, a sink, a mirror, a shower curtain, and a towel rack.

19. Wethersfield Motel

Wethersfield

$68

$78 total

includes taxes & fees

Oct 4 - Oct 5

A lobby with a fireplace, seating area, and a reception desk.

A large, well-lit room with patterned carpet, multiple doors, and chandeliers.

A modern lobby with a sofa, armchairs, a coffee table, and a rug.

A hotel room with a bed, desk, chair, TV, and a lamp.

20. Comfort Inn & Suites Meriden East

Meriden

$85

$98 total

includes taxes & fees

Nov 1 - Nov 2

View all properties

Go beyond your typical stay in Cheshire

Our prices for hotels in Cheshire are cheapest in February

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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Cheshire Hollow Farm

8.4/10 (15 reviews)

Cheshire Hollow Farm is 2.7 mi (4.4 km) from central Cheshire, why not stop by during your stay. If you have fun at Cheshire Hollow Farm, you'll love Barker Character, Comic and Cartoon Museum and Drazen Orchards, both located nearby.

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Maplecroft Plaza Shopping Center

8.6/10 (14 reviews)

If you like shopping, take time out to go to Maplecroft Plaza Shopping Center when in Cheshire.

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Barker Character, Comic and Cartoon Museum

7.0/10 (12 reviews)

Barker Character, Comic and Cartoon Museum is 1.8 mi (2.9 km) from central Cheshire, why not stop by during your stay.

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Lock 12 Historical Park

Lock 12 Historical Park is 2.3 mi (3.7 km) from central Cheshire, why not stop by during your stay. Want to stretch your legs some more? Head to Roaring Brook Park and Bartlem Park, both nearby.

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Drazen Orchards

7.8/10 (10 reviews)

Ready for an education in local botany? Drazen Orchards should make your list of places to visit, located 1.4 mi (2.3 km) from central Cheshire. Want to stretch your legs some more? Head to Bartlem Park and Lock 12 Historical Park, both nearby.

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Bartlem Park

8.6/10 (13 reviews)

Bartlem Park is 1.4 mi (2.3 km) from central Cheshire, why not stop by during your stay. Want to stretch your legs some more? Head to Drazen Orchards and Lock 12 Historical Park, both nearby.

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Quinnipiac Recreation Area

8.6/10 (14 reviews)

Quinnipiac Recreation Area is 2.9 mi (4.6 km) from central Cheshire, why not stop by during your stay. Want to stretch your legs some more? Head to Hubbard Park and Falcon Field, 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

Check out reviews of Cheshire hotels guests love

Fairfield by Marriott Inn & Suites Wallingford New Haven

Wallingford

10/10 Exceptional

Kelly

Courtyard by Marriott Southington

Southington

10/10 Exceptional

Christopher

Residence Inn by Marriott Southington

Southington

10/10 Exceptional

Anonymous traveler

Cheshire Welcome Inn

Cheshire

10/10 Exceptional

Benjamin

A cozy dining area with a brick fireplace, wooden chairs, and tables set for a meal.

An indoor swimming pool with clear water, a metal ladder, and a tiled floor.

A grand spiral staircase with a chandelier, marble flooring, and blue armchairs in a spacious lobby area.

A spacious lobby with a fireplace, seating area, and a reception desk.

Inn at Middletown

Washington Street Historic District

10/10 Exceptional

Anonymous traveler

A modern hotel with multiple floors, large windows, and a sign for Springhill Suites.

A modern hotel lobby with a central seating area, a bar, and a large TV screen.

A reception desk with a blue top and wooden base, a wall with geometric patterns, and a sign that reads "BONVY".

A hotel room with a bed, a desk, a sofa, and a large abstract painting on the wall.

Springhill Suites by Marriott Hartford Cromwell

Cromwell

10/10 Exceptional

Jennifer

An outdoor patio with a fire feature, seating, and a building with large windows and a stone facade.

An indoor swimming pool with clear glass walls, yellow chairs, and a modern ceiling design.

A modern dining area with red and blue chairs, tables, and a large window offering a view.

A modern hotel with a flat roof, multiple windows, and a covered entrance area.

Home2 Suites by Hilton East Haven New Haven

The Centre

10/10 Exceptional

Daniel

An outdoor seating area with sofas and chairs, a glass-top table with a fire feature, and yellow chairs in the background.

A modern hotel building with multiple floors and a prominent "HOME 2 SUITES BY HILTON" sign.

A modern breakfast area with a counter, seating, and a refrigerator.

A large indoor swimming pool with multiple seating areas and large windows.

Home2 Suites by Hilton Bristol

Bristol

10/10 Exceptional

Michelle

A breakfast bar with various food options, including cereal and hot food, and a sign indicating an express start breakfast.

A coffee station with two coffee machines, a coffee press, and various coffee-related items on a wooden counter.

A reception desk area with a Holiday Inn Express sign, a modern design with wood and grey panels, and a large window providing natural light.

A hotel room with a large bed, a desk with a chair, a telephone, and a TV on the wall.

Holiday Inn Express Hartford South - Rocky Hill by IHG

Rocky Hill

10/10 Exceptional

jonathan

A breakfast bar with various food items and a coffee machine.

A hotel with a 'spark by Hilton' sign, a parking lot, and a covered entrance.

A reception area with a wooden counter, a large abstract painting, and a green rug.

A hotel room with a bed, a desk, a chair, a TV, and a door.

Spark by Hilton Guilford

Guilford

10/10 Exceptional

Paul

A motel with a sign reading "The Atlantic Inn Luxury Motor Hotel."

A reception area with a reception desk, a seating area with a chair and a bench, a fireplace, and a wall-mounted sign reading "The Atlantic Inn".

A compact hotel room with a dark blue sofa, a small round table, a white chair, and a kitchenette area.

A modern kitchen with white cabinets, a central island, and bar stools. There is a dining area with a table and chairs, and a large window with blue curtains.

Atlantic Inn

Wethersfield

10/10 Exceptional

Craig

A hotel with a prominent sign, a covered entrance, and a landscaped driveway.

An outdoor patio with tables, chairs, and umbrellas, adjacent to a brick building.

An indoor swimming pool with clear blue water, surrounded by lounge chairs and large windows offering a view of greenery outside.

A hot tub with a metal ladder, surrounded by tiled walls, with a view of trees through a window.

Hampton Inn & Suites Hartford/Farmington

Farmington

10/10 Exceptional

Debora D.

A modern library with leather sofas, a checkered rug, and a large wooden bookshelf filled with books.

A restaurant interior with tables set for dining, chairs, and decorative vases with flowers.

A library with bookshelves, a sofa, a lamp, and decorative items.

A modern building with large windows, a brick facade, and a sign for 'Study Heirloom.'

The Study at Yale

Downtown New Haven

10/10 Exceptional

We truly had a terrific experience. We drove New Jersey with my granddaughter who is doing her sevond Master’s Degree in Scotland. She needed Research materials at the Yale Library. We arrived at The Study at 10 am instead of the 3 pm check in. The front desk clerks were exceptional and said our rooms were ready! The breakfast and dinner we had in the Study restaurant were delicious. The two king rooms were clean and large with a desk and a large leather chair and haddock. We were very...

Gregory

A spacious lobby with a sofa, armchairs, and a coffee table. There is a fireplace and a wall-mounted artwork.

A modern hotel lobby with a reception desk, a coffee station, and a store named "The Market" with various items on display.

A modern living room with a blue sofa, white ottoman, and a grey armchair. There are two lamps on side tables, and a framed artwork on the wall.

A modern kitchen with stainless steel appliances, wooden cabinets, and a wine display.

New Haven Hotel

Downtown New Haven

10/10 Exceptional

Melody

A dimly lit bar with wooden furniture, hanging pendant lights, and a bar counter with a neon sign.

A hotel lobby with a checkered floor, wooden columns, a staircase, and a reception desk with framed pictures.

A traditional room with a wooden paneled wall, a large bookshelf, and a red carpeted floor.

A historic building with a marquee sign reading "Duncan" and a neon sign for "The Old Heidelberg."

Graduate by Hilton New Haven

Downtown New Haven

10/10 Exceptional

Anonymous traveler

An indoor swimming pool with exercise equipment, seating areas, and large windows offering views.

A modern bar area with a long counter, multiple seating options, and a large screen.

A view through a window with a cityscape, including a bridge, a river, and buildings.

A hotel room with a large bed, a desk with a computer, a chair, a lamp, and a view of a body of water through the window.

Marriott Hartford Downtown

Downtown Hartford

10/10 Exceptional

serignese

Red Roof Inn Meriden

Meriden

10/10 Exceptional

Johannes

A hotel entrance with a covered patio, a glass door entrance, and a landscaped area with shrubs.

An indoor swimming pool with a clear view of exercise equipment and seating areas.

A modern kitchen with a bar area, bar stools, and a cabinet with bottles.

A spacious lobby with a fireplace, seating area, and a modern chandelier.

Hilton Garden Inn Milford

Milford

10/10 Exceptional

Hotel was nice. Pros: location, free parking, clean, microwave and fridge, free water, pool, staff friendly, nice size bathroom and also a nice size bathroom at entrance, coffee and tea was out in morning Cons: no free breakfast. Pillows; my sister said her pillows were to soft. I found them quite nice. Seems to be a preference. The Tv was rather small for two queen beds to share (around 30 inches). Area: Milford beach parking is $40 and beach wasn’t special. Wood mount beach FREE street...

Jade

Frequently Asked Questions

What hotels do travelers like in Cheshire?

Guests like Cheshire Welcome Inn, Holiday Inn Express Southington by IHG and Courtyard by Marriott Waterbury Downtown.

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.

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

Where to stay in Cheshire?

1. Cheshire Welcome Inn

2. Holiday Inn Cheshire - Southington by IHG

3. Econo Lodge Milldale - Southington

4. Quality Inn Waterbury East

5. Courtyard by Marriott Waterbury Downtown

6. Fairfield by Marriott Inn & Suites Wallingford New Haven

7. Courtyard New Haven Wallingford

8. Hilton Garden Inn Wallingford/Meriden

9. Whitney Inn & Suites

10. Comfort Inn Naugatuck-Shelton, CT

11. Red Roof Inn Meriden

12. Holiday Inn Express Southington by IHG

13. Homewood Suites by Hilton Southington, CT

14. Best Western Plus New England Inn & Suites

15. Hampton Inn Waterbury

16. Residence Inn by Marriott Southington

17. Courtyard by Marriott Southington

18. Residence Inn by Marriott New Haven Hamden

19. Wethersfield Motel

20. Comfort Inn & Suites Meriden East

Go beyond your typical stay in Cheshire

Price trends for hotels in Cheshire

October

Top landmarks in Cheshire

Roaring Brook Park

Cheshire Hollow Farm

Maplecroft Plaza Shopping Center

Barker Character, Comic and Cartoon Museum

Lock 12 Historical Park

Drazen Orchards

Bartlem Park

Quinnipiac Recreation Area

Learn more about Cheshire

Check out reviews of Cheshire hotels guests love

Fairfield by Marriott Inn & Suites Wallingford New Haven

10/10 Exceptional

Courtyard by Marriott Southington

10/10 Exceptional

Residence Inn by Marriott Southington

10/10 Exceptional

Cheshire Welcome Inn

10/10 Exceptional

Inn at Middletown

10/10 Exceptional

Springhill Suites by Marriott Hartford Cromwell

10/10 Exceptional

Home2 Suites by Hilton East Haven New Haven

10/10 Exceptional

Home2 Suites by Hilton Bristol

10/10 Exceptional

Holiday Inn Express Hartford South - Rocky Hill by IHG

10/10 Exceptional

Spark by Hilton Guilford

10/10 Exceptional

Atlantic Inn

10/10 Exceptional

Hampton Inn & Suites Hartford/Farmington

10/10 Exceptional

The Study at Yale

10/10 Exceptional

New Haven Hotel

10/10 Exceptional

Graduate by Hilton New Haven

10/10 Exceptional

Marriott Hartford Downtown

10/10 Exceptional

Red Roof Inn Meriden

10/10 Exceptional

Hilton Garden Inn Milford

10/10 Exceptional

Frequently Asked Questions

What hotels do travelers like in Cheshire?

Can I book a refundable accommodation in Cheshire?

What will the weather in Cheshire be like during my trip?