Top 10 Hotels in Cheshire, CT from ￥11,363 - 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

Condo

Family friendly

Waterpark

Cottage

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Cheshire hotels

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 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.

1. Cheshire Welcome Inn

Cheshire

Melissa

￥12,269

￥14,109 total

includes taxes & fees

Sep 20 - Sep 21

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.

2. Courtyard by Marriott Waterbury Downtown

Waterbury

Ludim

￥13,671

￥15,722 total

includes taxes & fees

Sep 20 - Sep 21

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

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

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.

3. Holiday Inn Cheshire - Southington by IHG

Southington

Summer

￥17,585

￥20,223 total

includes taxes & fees

Oct 4 - Oct 5

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.

An outdoor patio area with wooden benches, planters with greenery, and a pergola with string lights.

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

4. Days Inn by Wyndham Southington

Southington

Mark

￥13,671

￥15,722 total

includes taxes & fees

Sep 21 - Sep 22

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

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

5. Quality Inn Waterbury East

Waterbury

Wilfred

￥14,232

￥16,367 total

includes taxes & fees

Sep 21 - Sep 22

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 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.

6. Fairfield by Marriott Inn & Suites Wallingford New Haven

Wallingford

Thierry

￥19,297

￥22,191 total

includes taxes & fees

Sep 27 - Sep 28

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

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

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

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

7. Homewood Suites by Hilton Wallingford-Meriden

Wallingford

Jessica

￥25,808

￥29,679 total

includes taxes & fees

Sep 18 - Sep 19

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

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

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.

8. Holiday Inn Express & Suites Meriden by IHG

Meriden

Tomas

￥17,512

￥20,139 total

includes taxes & fees

Sep 21 - Sep 22

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

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

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

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

9. Econo Lodge Milldale - Southington

Milldale

David

￥10,445

￥12,012 total

includes taxes & fees

Oct 5 - Oct 6

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

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

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

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

10. Comfort Inn & Suites Meriden East

Meriden

Manuel

￥13,549

￥15,582 total

includes taxes & fees

Oct 8 - Oct 9

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

A gym with treadmills, dumbbells, and exercise balls.

11. Hampton Inn Waterbury

Waterbury

Christina

￥18,149

￥20,871 total

includes taxes & fees

Sep 21 - Sep 22

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.

12. Whitney Inn & Suites

Hamden

Crystal

￥15,207

￥17,488 total

includes taxes & fees

Sep 21 - Sep 22

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

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

13. Hilton Garden Inn Wallingford/Meriden

Wallingford

￥23,806

￥27,377 total

includes taxes & fees

Sep 21 - Sep 22

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

An indoor swimming pool with clear blue water, surrounded by chairs and potted plants, and a high ceiling with recessed lighting.

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

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

14. Clarion Inn North Haven - New Haven North

North Haven

Katie

￥16,321

￥18,769 total

includes taxes & fees

Oct 11 - Oct 12

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

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

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

A rectangular pool with metal railings, surrounded by lounge chairs and a brick building with multiple windows and balconies.

15. Days Inn by Wyndham Berlin Meriden

Berlin

SIDDHANT

￥11,336

￥13,036 total

includes taxes & fees

Sep 20 - Sep 21

A motel lobby with a reception desk, a television mounted above it, a large window offering a view of the parking lot and trees, and a potted plant near the window.

A hotel reception area with a large sign advertising the motel, a clock on the wall, and a view of the parking lot through the window.

A hotel room with a bed, a desk, a chair, a TV, a mirror, and a bathroom visible through an open door.

A building with a 'welcome' sign and a 'Penny's Diner' sign.

16. Motel 6 Southington, CT - Hartford

Southington

LeRoy

￥10,751

￥12,364 total

includes taxes & fees

Sep 21 - Sep 22

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

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

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

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

17. Homewood Suites by Hilton Southington, CT

Southington

Stephenie

￥22,649

￥26,046 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 hotel room with a wooden desk, a chair, a flat-screen TV, a framed picture, and a window with curtains.

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

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

18. Holiday Inn Express Southington by IHG

Southington

Maria

￥14,160

￥16,284 total

includes taxes & fees

Sep 27 - Sep 28

A hotel room with a bed, a dresser, a television, and a door.

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

A coffee station with hot water, regular coffee, and decaf coffee dispensers, a stack of white cups, condiments, and a framed picture of red flowers on the wall.

Vending machines with various beverages, a Coca-Cola machine, and an electrical room door.

19. Red Roof Inn Meriden

Meriden

David

￥13,086

￥15,049 total

includes taxes & fees

Sep 21 - Sep 22

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

20. Comfort Inn Naugatuck-Shelton, CT

Naugatuck

Denny

￥14,698

￥16,903 total

includes taxes & fees

Sep 27 - Sep 28

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

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

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

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

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

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

A stone tower with American flags in front.

Top Cheshire Hotel Reviews

The Capitol Hotel

10/10 Excellent

"Everything was nice and clean. Everybody was friendly. I enjoyed my stay at the capital hotel!!"

New Haven Hotel

10/10 Excellent

"Love the location & service"

Hilton Garden Inn Milford

10/10 Excellent

"The room was clean, staff professional and friendly and helpful. Parking was efficient and breakfast was tasty 🌹❤️. I have decided when I return soon I will stay at the Milford Hilton."

Best Western Hartford Hotel & Suites

10/10 Excellent

"Room was clean and had good AC."

La Quinta Inn & Suites by Wyndham New Haven

10/10 Excellent

"Gooo"

Hilton Garden Inn Shelton

10/10 Excellent

"Conveniently located near restaurants and shopping. Cleanliness of hotel was a draw and service were exemplary."

Holiday Inn Express Southington by IHG

10/10 Excellent

"Very clean hotel."

Hyatt Place Milford / New Haven

10/10 Excellent

"Friendly staff"

Cheshire Welcome Inn

10/10 Excellent

"This is a very nice motel, it is well maintained by the ownership. The rooms are updated, the beds are very comfortable. Clean bright and fresh linens and towels. The owner is friendly and helpful. Thank you for several relaxing stays this ☀️ summer. My best, Howard"

More cheap stays in Cheshire

Motel 6 New Haven - Branford, CT

320 E Main St Branford CT

￥9,747

￥11,363 total

Sep 29 - Sep 30

includes taxes & fees

Holiday Inn Express Southington by IHG

120 Laning St Southington CT

￥14,160

￥16,284 total

Sep 27 - Sep 28

includes taxes & fees

Best Western Hartford Hotel & Suites

185 Brainard Rd Hartford CT

￥14,948

￥17,190 total

Sep 17 - Sep 18

includes taxes & fees

7.8/10 Good! (1,096 reviews)

Best Western Executive Hotel Of New Haven - West Haven

490 Saw Mill Rd West Haven CT

￥16,843

￥19,369 total

Oct 13 - Oct 14

includes taxes & fees

Hampton Inn & Suites Hartford/East Hartford

351 Pitkin Steet East Hartford CT

￥18,230

￥20,964 total

Sep 20 - Sep 21

includes taxes & fees

Hampton Inn & Suites New Haven - South - West Haven

510 Saw Mill Rd West Haven CT

￥20,760

￥23,874 total

Sep 28 - Sep 29

includes taxes & fees

Frequently asked questions

What's the best place for a stay in Cheshire?

Based on Expedia's traveler preferences, Cheshire Welcome Inn is a top place to stay in Cheshire. Other good choices for your stay in the area are The Capitol Hotel and New Haven Hotel. See all available top hotels, or vacation rentals in Cheshire.

What are some of the best vacation rentals in Cheshire?

New Madison beach house - Ocean front- Great views- booking Summer 2026: This vacation home rental outside of Cheshire is located on the beach and has a balcony, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. See all vacation rentals in Cheshire.

If I need to cancel my hotel reservation in Cheshire, will I receive a refund?

Yes, most hotel room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your arrival date. If you have a non-refundable reservation, it might still be possible to cancel it and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Cheshire.

Where can I learn more about changing or cancelling my trip to Cheshire?

For more information about changing or cancelling your trip to Cheshire, click here.

What is the top LGBTQ-friendly hotel in Cheshire?

Holiday Inn Cheshire - Southington by IHG is a top LGBTQ-friendly hotel, and features free WiFi and sofa beds. See all available hotels listed as LGBTQ-friendly in Cheshire.

Where is the best hotel to stay near Barker Museum?

Holiday Inn Cheshire - Southington, an IHG Hotel is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers a restaurant and an indoor pool. It's located 2.3 mi (3.6 km) from Barker Museum. Other good options within 5 miles include Econo Lodge Milldale - Southington and Cheshire Welcome Inn.

What about the best place to stay near Cheshire Hollow Farm?

One of the top choices for your stay is Holiday Inn Cheshire - Southington, an IHG Hotel, located 1 mi (1.7 km) from Cheshire Hollow Farm, and this 3-star hotel offers a restaurant and an indoor pool. Econo Lodge Milldale - Southington and Homewood Suites by Hilton Southington, CT are two other good options within 5 miles.

What are some accommodations with pools in Cheshire?

Best Western Executive Hotel Of New Haven - West Haven: Features full, a pool, and free self parking. Also, another option that offers an onsite pool is Best Western Hartford Hotel & Suites. View all hotels with pools in Cheshire.

What's the best place to stay near Tweed - New Haven Regional Airport (HVN)?

Quality Inn East Haven - New Haven is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.3 mi (2.1 km) from Tweed - New Haven Regional Airport. Other good options close to the airport include La Quinta Inn & Suites by Wyndham New Haven and Omni New Haven Hotel at Yale.

How is it to stay in Cheshire?

Visitors to Cheshire are sure to enjoy the restaurants. Tourists can also enjoy the city's waterfalls and shopping. In Cheshire, there are 5 hotels and other accommodations to choose from. Find out more about Cheshire.

What is there to see in Cheshire?

Favorite family attractions include Barker Character, Comic and Cartoon Museum and Cheshire Hollow Farm. Natural beauty is on display at Drazen Orchards, Bartlem Park, and Roaring Brook Park. A couple of additional sights to add to your agenda are Maplecroft Plaza Shopping Center and Lock 12 Historical Park. Check out what more to see and do in Expedia's Cheshire guide.

What's the seasonal weather like in Cheshire?

The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 33°F. Average annual precipitation for Cheshire is 54 inches.

Explore a world of travel with Expedia

Book Hotels in Cheshire on Expedia.com

Find hotels in Cheshire, CT from ￥11,363

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Cheshire

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Cheshire hotels

1. Cheshire Welcome Inn

2. Courtyard by Marriott Waterbury Downtown

3. Holiday Inn Cheshire - Southington by IHG

4. Days Inn by Wyndham Southington

5. Quality Inn Waterbury East

6. Fairfield by Marriott Inn & Suites Wallingford New Haven

7. Homewood Suites by Hilton Wallingford-Meriden

8. Holiday Inn Express & Suites Meriden by IHG

9. Econo Lodge Milldale - Southington

10. Comfort Inn & Suites Meriden East

11. Hampton Inn Waterbury

12. Whitney Inn & Suites

13. Hilton Garden Inn Wallingford/Meriden

14. Clarion Inn North Haven - New Haven North

15. Days Inn by Wyndham Berlin Meriden

16. Motel 6 Southington, CT - Hartford

17. Homewood Suites by Hilton Southington, CT

18. Holiday Inn Express Southington by IHG

19. Red Roof Inn Meriden

20. Comfort Inn Naugatuck-Shelton, CT

Stay near popular Cheshire attractions

Roaring Brook Park

Cheshire Hollow Farm

Barker Character, Comic and Cartoon Museum

Maplecroft Plaza Shopping Center

Lock 12 Historical Park

Quinnipiac Recreation Area

Drazen Orchards

Bartlem Park

Learn more about Cheshire

Top Cheshire Hotel Reviews

The Capitol Hotel

New Haven Hotel

Hilton Garden Inn Milford

Best Western Hartford Hotel & Suites

La Quinta Inn & Suites by Wyndham New Haven

Hilton Garden Inn Shelton

Holiday Inn Express Southington by IHG

Hyatt Place Milford / New Haven

Cheshire Welcome Inn

More cheap stays in Cheshire

Motel 6 New Haven - Branford, CT

Holiday Inn Express Southington by IHG

Best Western Hartford Hotel & Suites

Best Western Executive Hotel Of New Haven - West Haven

Hampton Inn & Suites Hartford/East Hartford

Hampton Inn & Suites New Haven - South - West Haven

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app