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

A hotel room with two beds, a desk with a TV, a microwave, and a coffee maker.

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

1. Cheshire Welcome Inn

Cheshire

$89

$102 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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

A modern bar area with a white countertop, three brown bar stools, a mounted TV, and a liquor display cabinet.

2. Holiday Inn Cheshire - Southington by IHG

Southington

$106

$122 total

includes taxes & fees

Nov 20 - Nov 21

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

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

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

A reception desk with wooden cabinets, a clock, and framed awards.

3. Econo Lodge Milldale - Southington

Milldale

$64

$73 total

includes taxes & fees

Nov 9 - Nov 10

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

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

A hotel room with a bathroom, a TV, a chair, and a desk.

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

4. Quality Inn Waterbury East

Waterbury

$84

$97 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 bar area with stools, shelves of beverages, and a coffee machine.

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

5. Courtyard by Marriott Waterbury Downtown

Waterbury

$99

$114 total

includes taxes & fees

Oct 25 - Oct 26

A hotel room with a desk, chair, television, and a mirror.

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

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

6. Whitney Inn & Suites

Hamden

$99

$114 total

includes taxes & fees

Oct 28 - Oct 29

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

A modern hotel entrance with a sign reading "Courtyard by Marriott."

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

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

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

A hotel room with a bed, a desk with a computer, a microwave, a small fridge, a chair, and a large window with curtains.

8. Fairfield by Marriott Inn & Suites Wallingford New Haven

Wallingford

$125

$144 total

includes taxes & fees

Oct 28 - Oct 29

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

A hotel breakfast area with a buffet setup, including a coffee machine, fruit juice dispenser, and various food items.

9. Comfort Inn Naugatuck-Shelton, CT

Naugatuck

$101

$116 total

includes taxes & fees

Oct 26 - Oct 27

A modern hotel dining area with multiple tables and chairs, a bar area, and a large seating area with a view of the outdoors.

A living room with a grey sofa, a red armchair, a brown ottoman, and a door with a light switch.

A conference room with a large table, multiple chairs, a flat-screen TV on the wall, and a carpeted floor.

A hotel room with a large bed, bedside tables with lamps, a desk, a chair, and a window with curtains.

10. Hilton Garden Inn Wallingford/Meriden

Wallingford

$134

$155 total

includes taxes & fees

Nov 1 - Nov 2

A modern dining area with a large table and chairs, a television, and a seating area with patterned cushions.

A hotel reception area with a modern design, featuring a reception desk, a seating area with armchairs, a coffee table, and a decorative vase with flowers.

A hotel room with a bed, a blue sofa, a wooden coffee table, a small kitchen area with a microwave, and a wall-mounted lamp.

An indoor swimming pool with clear blue water, metal ladders, and a blue lifeguard chair.

11. Holiday Inn Express & Suites Meriden by IHG

Meriden

$101

$116 total

includes taxes & fees

Nov 8 - Nov 9

An outdoor kitchen with a grill and a built-in stove, white chairs, and a red door.

A hotel room with a bed, a desk, a television, a sofa, and a window with a view of trees.

An indoor swimming pool with clear blue water, surrounded by lounge chairs and tables.

A multi-story hotel with a central entrance, a parking lot, and landscaped areas with shrubs and flowers.

12. Homewood Suites by Hilton Wallingford-Meriden

Wallingford

$152

$175 total

includes taxes & fees

Oct 29 - Oct 30

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

A spacious room with a fireplace, a large dining table, multiple chairs, and a television mounted on the wall.

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

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

13. Residence Inn by Marriott Southington

Southington

$152

$175 total

includes taxes & fees

Nov 8 - Nov 9

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 hotel room with a striped carpet, a desk with a lamp, a sofa, a small table, a nightstand with a lamp, and a bed.

14. Best Western Plus New England Inn & Suites

Berlin

$105

$120 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 hotel lobby with seating areas, a television screen, and large windows.

15. Courtyard by Marriott Southington

Southington

$161

$185 total

includes taxes & fees

Oct 30 - Oct 31

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

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.

A conference room with a long table, multiple chairs, and a potted plant.

16. Red Roof Inn Meriden

Meriden

$79

$91 total

includes taxes & fees

Nov 3 - Nov 4

A hotel room with a bed, bedside tables, a desk, a chair, a lamp, and a window.

17. Hampton Inn & Suites By Hilton North Haven

North Haven

$126

$145 total

includes taxes & fees

Nov 1 - Nov 2

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

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

A hotel reception desk with a wooden finish, a digital screen, and a large poster on the wall.

A gym with treadmills, dumbbells, and exercise balls.

18. Hampton Inn Waterbury

Waterbury

$98

$112 total

includes taxes & fees

Nov 8 - Nov 9

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

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.

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

19. Comfort Inn & Suites Meriden East

Meriden

$81

$93 total

includes taxes & fees

Nov 15 - Nov 16

A hotel room with two beds, a desk with a computer, a TV, and artwork on the wall.

A Days Inn with a brick facade, a red roof, and a parking lot in front.

A spacious lobby with a high ceiling, a chandelier, a fireplace, and a dining area with tables and chairs.

Two white front-loading washing machines in a laundry area with a white tiled wall and a red baseboard.

20. Days Inn by Wyndham Berlin Meriden

Berlin

$74

$85 total

includes taxes & fees

Oct 21 - Oct 22

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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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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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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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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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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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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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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

Cheshire Welcome Inn

Cheshire

10/10 Exceptional

Benjamin

Holiday Inn Cheshire - Southington by IHG

Southington

10/10 Exceptional

I liked this hotel. The area was quiet, the staff was professional and the hotel was clean. My only setback was the keycard kept having issues so I had to make trips to front desk. Apart from that, the stay was fine and I would go back. Parking was always available. The hotel sold bkfast and lunches, but also offered free coffee all day. There were food places, including fast foods and diners, that were literally 2‐4 minutes away which was very convenient for the stay.

Constantia

Courtyard by Marriott Waterbury Downtown

Waterbury

10/10 Exceptional

Courtney

Courtyard New Haven Wallingford

Wallingford

10/10 Exceptional

Michelle

Courtyard by Marriott Southington

Southington

10/10 Exceptional

Christopher

Homewood Suites by Hilton Wallingford-Meriden

Wallingford

10/10 Exceptional

Anonymous traveler

Fairfield by Marriott Inn & Suites Wallingford New Haven

Wallingford

10/10 Exceptional

Kelly

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.

Homewood Suites by Hilton Southington, CT

Southington

10/10 Exceptional

Suzanne Martin

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

A modern lounge with a pool table, comfortable seating, and a large window offering a view of the outdoors.

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

Hampton Inn & Suites By Hilton North Haven

North Haven

10/10 Exceptional

Krista

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

A breakfast buffet counter with a bakery section, a coffee station, and a display for pastries.

A modern building with a large digital welcome sign and a clear sky.

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

Holiday Inn Express Southington by IHG

Southington

10/10 Exceptional

Steffani

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

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.

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

Residence Inn by Marriott New Haven Hamden

Hamden

10/10 Exceptional

Pam

Residence Inn by Marriott Southington

Southington

10/10 Exceptional

Anonymous traveler

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

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

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

A modern reception area with a counter, shelves with snacks, and a view of the outside.

Home2 Suites by Hilton East Haven New Haven

The Centre

10/10 Exceptional

Daniel

Holiday Inn Express & Suites Meriden by IHG

Meriden

10/10 Exceptional

Robert

An outdoor seating area with fire pits and umbrellas, surrounded by modern buildings with large windows.

A spacious lobby with large windows, a central plant, and multiple hanging lights.

A modern lobby with a reception desk, seating area, and a large decorative light fixture.

A large indoor swimming pool with clear blue water, surrounded by lounge chairs and a reception area.

DoubleTree by Hilton Hotel Bristol, Connecticut

Bristol

10/10 Exceptional

Susan

Comfort Inn Naugatuck-Shelton, CT

Naugatuck

10/10 Exceptional

Marta

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

Inn at Middletown

Washington Street Historic District

10/10 Exceptional

Anonymous traveler

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. Whitney Inn & Suites

7. Courtyard New Haven Wallingford

8. Fairfield by Marriott Inn & Suites Wallingford New Haven

9. Comfort Inn Naugatuck-Shelton, CT

10. Hilton Garden Inn Wallingford/Meriden

11. Holiday Inn Express & Suites Meriden by IHG

12. Homewood Suites by Hilton Wallingford-Meriden

13. Residence Inn by Marriott Southington

14. Best Western Plus New England Inn & Suites

15. Courtyard by Marriott Southington

16. Red Roof Inn Meriden

17. Hampton Inn & Suites By Hilton North Haven

18. Hampton Inn Waterbury

19. Comfort Inn & Suites Meriden East

20. Days Inn by Wyndham Berlin Meriden

Go beyond your typical stay in Cheshire

Price trends for hotels in Cheshire

October

Top landmarks in Cheshire

Roaring Brook Park

Cheshire Hollow Farm

Barker Character, Comic and Cartoon Museum

Maplecroft Plaza Shopping Center

Bartlem Park

Drazen Orchards

Lock 12 Historical Park

Quinnipiac Recreation Area

Learn more about Cheshire

Check out reviews of Cheshire hotels guests love

Cheshire Welcome Inn

10/10 Exceptional

Holiday Inn Cheshire - Southington by IHG

10/10 Exceptional

Courtyard by Marriott Waterbury Downtown

10/10 Exceptional

Courtyard New Haven Wallingford

10/10 Exceptional

Courtyard by Marriott Southington

10/10 Exceptional

Homewood Suites by Hilton Wallingford-Meriden

10/10 Exceptional

Fairfield by Marriott Inn & Suites Wallingford New Haven

10/10 Exceptional

Homewood Suites by Hilton Southington, CT

10/10 Exceptional

Home2 Suites by Hilton Bristol

10/10 Exceptional

Hampton Inn & Suites By Hilton North Haven

10/10 Exceptional

Holiday Inn Express Southington by IHG

10/10 Exceptional

Residence Inn by Marriott New Haven Hamden

10/10 Exceptional

Residence Inn by Marriott Southington

10/10 Exceptional

Home2 Suites by Hilton East Haven New Haven

10/10 Exceptional

Holiday Inn Express & Suites Meriden by IHG

10/10 Exceptional

DoubleTree by Hilton Hotel Bristol, Connecticut

10/10 Exceptional

Comfort Inn Naugatuck-Shelton, CT

10/10 Exceptional

Inn at Middletown

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?