Top 10 Hotels in Cheshire, CT from ₩101,438 - Competitive Prices

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Cheshire

Pet friendly

Pool

Apartment

Hot tub

Family friendly

Cottage

Waterpark

Condo

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Cheshire hotels

Hotel

Breakfast included

Pet friendly

Reserve now, pay later

Bed & breakfast

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

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

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

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

1. Cheshire Welcome Inn

Cheshire

Carol

₩123,408

₩141,919 total

includes taxes & fees

Aug 31 - Sep 1

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

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

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

2. Courtyard by Marriott Waterbury Downtown

Waterbury

Neliniewattie

₩123,144

₩141,616 total

includes taxes & fees

Aug 31 - Sep 1

A modern interior with wooden panel walls, a reception desk, and a seating area with chairs.

A modern restaurant with wooden panel walls, a flat-screen TV, and a variety of seating including tables and booths.

A modern interior with a seating area, a counter, and large windows.

A hotel room with two beds, a desk, a chair, a TV, and a large forest-themed painting on the wall.

3. Days Inn by Wyndham Southington

Southington

LAWRENCE

₩123,144

₩141,616 total

includes taxes & fees

Aug 30 - Aug 31

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

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.

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

4. Fairfield by Marriott Inn & Suites Wallingford New Haven

Wallingford

Thierry

₩173,093

₩199,057 total

includes taxes & fees

Sep 13 - Sep 14

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

A Hilton Garden Inn with a covered entrance, landscaped gardens, and a clear sky.

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.

5. Hilton Garden Inn Wallingford/Meriden

Wallingford

Daylene

₩191,745

₩220,507 total

includes taxes & fees

Sep 7 - Sep 8

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

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

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

A modern lobby with a large sofa, armchairs, a coffee table, and a reception desk.

6. Homewood Suites by Hilton Southington, CT

Southington

Stephenie

₩191,745

₩220,507 total

includes taxes & fees

Sep 6 - Sep 7

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 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.

7. Hampton Inn Waterbury

Waterbury

Christina

₩163,477

₩187,999 total

includes taxes & fees

Sep 6 - Sep 7

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 Holiday Inn hotel with a modern design, featuring a covered entrance and multiple floors.

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

8. Holiday Inn Cheshire - Southington by IHG

Southington

Carlos

₩157,896

₩181,581 total

includes taxes & fees

Sep 27 - Sep 28

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

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

A Holiday Inn Express hotel with a covered entrance, a parking lot, and a clear sky.

A poolside wheelchair by a pool with lounge chairs and a potted plant in the background.

9. Holiday Inn Express Southington by IHG

Southington

Rodwell

₩131,723

₩151,482 total

includes taxes & fees

Sep 7 - Sep 8

10. Red Roof Inn Meriden

Meriden

David

₩112,075

₩128,886 total

includes taxes & fees

Aug 30 - Aug 31

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.

11. Comfort Inn & Suites Meriden East

Meriden

Sharmarie

₩126,202

₩145,132 total

includes taxes & fees

Sep 16 - Sep 17

A modern lobby with seating, a dining area, and large windows.

A modern kitchen area with a central island, a coffee machine, and a sign that reads 'KITCHEN'.

A modern kitchen with a central island, bar seating, and a high ceiling with exposed beams.

A modern living room with a sofa, ottoman, and a TV mounted on the wall.

12. Clarion Inn North Haven - New Haven North

North Haven

Katie

₩148,188

₩170,416 total

includes taxes & fees

Sep 20 - Sep 21

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

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

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

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

13. Courtyard New Haven Wallingford

Wallingford

Marjory

₩202,217

₩232,550 total

includes taxes & fees

Sep 13 - Sep 14

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

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

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

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

14. Quality Inn Waterbury East

Waterbury

Wilfred

₩128,194

₩147,423 total

includes taxes & fees

Sep 6 - Sep 7

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

A spacious lobby with multiple seating areas, a large flat-screen TV, and a fireplace.

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

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

15. Residence Inn by Marriott New Haven Hamden

Hamden

Constance

₩234,073

₩269,184 total

includes taxes & fees

Sep 6 - Sep 7

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.

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

A hotel lobby with a stone fireplace, multiple seating areas including a sofa and chairs, and a television mounted on the wall.

16. Homewood Suites by Hilton Wallingford-Meriden

Wallingford

Timothy

₩198,962

₩228,806 total

includes taxes & fees

Sep 7 - Sep 8

17. Extended Stay America Suites Hartford Meriden

Meriden

Casey

₩130,740

₩150,346 total

includes taxes & fees

Aug 30 - Aug 31

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

An outdoor seating area with a fire pit, chairs, and a building with large windows and a flat roof.

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

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

18. Springhill Suites by Marriott Hartford Cromwell

Cromwell

Nancy K

₩164,653

₩189,351 total

includes taxes & fees

Sep 21 - Sep 22

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 Holiday Inn Express & Suites hotel with a covered entrance, stone facade, and a clear sky.

An indoor swimming pool with clear water, surrounded by beige and blue walls, and equipped with metal ladders.

A lobby with a reception desk, patterned chairs, a central coffee table, and a decorative wall.

19. Holiday Inn Express & Suites Meriden by IHG

Meriden

Angel

₩148,200

₩170,431 total

includes taxes & fees

Sep 27 - Sep 28

A hotel reception area with a stone wall backdrop, a reception desk, a blue armchair, and a patterned armchair.

A lobby with a stone fireplace, a flat-screen TV, and two blue armchairs.

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

A hotel room with a large bed, two bedside lamps, a nightstand, and a window with curtains.

20. Hamden Hotel and Suites – Hamden New Haven

Hamden

Liudmyla

₩136,980

₩157,527 total

includes taxes & fees

Aug 31 - Sep 1

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Cheshire attractions

Roaring Brook Park

8.4/10 (12 reviews)

Connecticut's tallest single-drop waterfall cascades dramatically 80 feet through lush woodland. Hike the moderate one-mile loop trail in spring for the most impressive water flow after seasonal rains.

See properties

Barker Character, Comic and Cartoon Museum

7.0/10 (12 reviews)

Step back in time at this treasure trove of over 80,000 character toys and memorabilia from 1873 to today. Explore meticulously arranged exhibits that evoke nostalgia across generations of American pop culture.

See properties

Maplecroft Plaza Shopping Center

8.6/10 (14 reviews)

Maplecroft Plaza serves local Cheshire residents with essential retail shops in a convenient setting. Browse the diverse stores during weekday mornings when the atmosphere is most relaxed and parking is plentiful.

See properties

Lock 12 Historical Park

Discover America's canal history at Lock 12 Historical Park, home to the only intact lock from the 1828 Farmington Canal. Walk the heritage trail after exploring the lock-keeper's house and canal artifacts.

See properties

Cheshire Hollow Farm

8.4/10 (15 reviews)

This 94-acre working farm invites visitors to interact with pygmy goats, miniature horses, and other friendly animals. Experience nature hikes, scavenger hunts, and seasonal activities like pumpkin picking and hayrides.

See properties

Drazen Orchards

7.8/10 (10 reviews)

This family-owned orchard invites you to pick seasonal fruits straight from the trees since 1951. Savor the harvest experience with weekend wagon rides and farm-fresh treats at their charming stand.

See properties

Bartlem Park

8.6/10 (13 reviews)

This vibrant community hub offers sports fields, a playground, and the Cheshire Community Pool for active pursuits. Enjoy a family picnic in the pavilion area or time your visit for the annual Fall Festival in September.

See properties

Quinnipiac Recreation Area

8.6/10 (14 reviews)

This 59-acre community park offers well-maintained fields for soccer, lacrosse, and in-line skating. Families can enjoy the pavilion's picnic areas while watching local sports events unfold.

See properties

Learn more about Cheshire

Hikers and nature lovers flock to Cheshire's Farmington Canal Heritage Trail, where paved paths wind through scenic forests and historic landmarks. Families enjoy cooling off at Mixville Recreation Area's swimming pond in summer, while the annual Strawberry Festival offers local treats and community charm.

See all hotels in Cheshire

Top Cheshire Hotel Reviews

Cambria Hotel New Haven University Area

10/10 Excellent

"A great hotel in a nice little city! Well-maintained, updated lobby and spacious rooms, along with friendly and helpful staff. Thanks for the stay - wish it could have been longer!"

Motel 6 New Haven - Branford, CT

8/10 Good

"This property desperately needs some updating, especially in the bathrooms. While it was clean, there’s paint peeling in the tubs. I only stayed for one night and didn’t get there until after 11pm. I had to check in through a window."

Hilton Garden Inn Milford

8/10 Good

"We stayed here for two nights when we were getting our house renovated. It was on our short list of hotels that accepted dogs that were 75 or more pounds. We have two German shepherds. The hotel had a lot of outdoor space to walk the dogs and had poopy bags and garbage outside. The staff was very friendly. We were on the first floor and had easy access to an exit door a few hundred feet from my room to easily walk the dogs. There is a small gym that was nice that I used the treadmill at. There’s a pool right next to the gym that we did not use, but it looked nice and clean. The room was nice. For a standard room it was on the bigger side. It had a small refrigerator, Keurig, coffee machine, and microwave. The bed was comfortable, but not the most comfortable I’ve slept on. The pillows were not very comfortable. There was a nice desk and the air conditioning worked well. There were electrical outlets and USB chargers to charge your devices on one of the nightstands. The shower and bathroom were clean. The water pressure in the shower was OK. There was a lot of counter space on the vanity to put toiletries. The main thing I did not like was that when you turned the bathroom light on it had a really loud fan. It would’ve been nice if there were separate switches for the fan and light. The Room was clean. There is a restaurant that we had grilled chicken sandwiches at one night that were really good. Overall, a nice three star property."

Wyndham Southbury

8/10 Good

"Staff Pleasant quick check in process hotel, clean always crowded but rooms clean spacious"

The Capitol Hotel

8/10 Good

"A descent stay a.nd the staff was helpful professional."

Best Western Hartford Hotel & Suites

8/10 Good

"The facilities amenities offer as the whirlpool was out of order, dryer in laundry room is out of order and the bathroom toilet bowl loose with a foul sewer smell at times. The bathtub very slippery no lower hand-bars for people with disabilities or elderly. The room was nice and spacious but too much humidity in the room with some mold stain on the ceiling. No USB outlets and outlet for charging computer, phones and etc. The staff were friendly and helpful. Overall rate a 9 out of 10."

La Quinta Inn & Suites by Wyndham New Haven

8/10 Good

"All fine. Room was cooled to 63F which was welcome but a bit too chilly for sleep; easily controlled. All else fine, room clean and queen bed was supportive, pillows comfortable."

Holiday Inn Express Southington by IHG

10/10 Excellent

"The stay was great. Only here for one night but had everything we needed. Also this had to have been one of the cleanest hotels I've ever stayed in."

Cheshire Welcome Inn

8/10 Good

"Comfortable bed, clean room. Could use a lick of paint and patching on the walls. Good for the price."

More cheap stays in Cheshire