Top 10 Hotels in Cheshire, CT from ₩100,986 - Competitive Prices

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

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

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

₩120,648

₩138,745 total

includes taxes & fees

Sep 29 - Sep 30

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

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

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

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

2. Days Inn by Wyndham Southington

Southington

Joselito

₩120,512

₩138,589 total

includes taxes & fees

Sep 29 - Sep 30

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

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 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.

3. Fairfield by Marriott Inn & Suites Wallingford New Haven

Wallingford

samuel

₩181,581

₩208,818 total

includes taxes & fees

Oct 4 - Oct 5

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

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

4. Holiday Inn Cheshire - Southington by IHG

Southington

Summer

₩153,010

₩175,962 total

includes taxes & fees

Oct 25 - Oct 26

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

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

5. Red Roof Inn Meriden

Meriden

David

₩115,759

₩133,118 total

includes taxes & fees

Sep 29 - Sep 30

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.

6. Hilton Garden Inn Wallingford/Meriden

Wallingford

Jennah

₩204,302

₩234,947 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 coffee station with two coffee machines, a coffee press, and various coffee pods and cups.

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.

7. Holiday Inn Express Southington by IHG

Southington

Maria

₩124,304

₩142,950 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 hotel room with a bed, desk, chair, TV, and a lamp.

A breakfast bar with coffee dispensers, bowls of fruit, and a cereal box.

8. Comfort Inn & Suites Meriden East

Meriden

Marian

₩119,646

₩137,593 total

includes taxes & fees

Oct 22 - Oct 23

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

9. Courtyard by Marriott Waterbury Downtown

Waterbury

Ludim

₩134,053

₩154,161 total

includes taxes & fees

Oct 18 - Oct 19

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

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.

A gym with treadmills, dumbbells, and exercise balls.

10. Hampton Inn Waterbury

Waterbury

Robert

₩159,983

₩183,980 total

includes taxes & fees

Oct 4 - Oct 5

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

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

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.

11. Clarion Inn North Haven - New Haven North

North Haven

Carol

₩157,208

₩180,789 total

includes taxes & fees

Oct 11 - Oct 12

A hotel room with two beds, each with a beige bedspread and white pillows. There are two bedside tables with lamps, and the walls are adorned with framed artwork.

A Quality Inn hotel with a prominent sign, a parking lot, and a road with vehicles.

A hotel with a yellow facade, brick accents, and a large tree in front.

A gym with various exercise equipment including a treadmill, elliptical, and weight machines.

12. The Cromwell Inn

Cromwell

Wahwah

₩106,349

₩122,301 total

includes taxes & fees

Sep 29 - Sep 30

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 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.

13. Residence Inn by Marriott New Haven Hamden

Hamden

Andrea

₩194,986

₩224,234 total

includes taxes & fees

Oct 4 - Oct 5

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

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.

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

14. Courtyard New Haven Wallingford

Wallingford

Marjory

₩217,396

₩250,005 total

includes taxes & fees

Oct 4 - Oct 5

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.

15. Quality Inn Waterbury East

Waterbury

Wilfred

₩125,455

₩144,273 total

includes taxes & fees

Oct 4 - Oct 5

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 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

Tammy

₩229,041

₩263,397 total

includes taxes & fees

Oct 18 - Oct 19

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 coffee station with two espresso machines, a coffee grinder, and various coffee-related items.

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.

17. Holiday Inn Express & Suites Meriden by IHG

Meriden

Nina

₩150,302

₩172,847 total

includes taxes & fees

Oct 26 - Oct 27

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

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.

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.

18. Best Western Plus New England Inn & Suites

Berlin

Bonnie

₩141,798

₩163,068 total

includes taxes & fees

Oct 12 - Oct 13

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

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

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.

19. Residence Inn by Marriott Southington

Southington

Mary

₩218,005

₩250,706 total

includes taxes & fees

Oct 4 - Oct 5

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

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

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.

20. Hamden Hotel and Suites – Hamden New Haven

Hamden

Janis

₩134,053

₩154,161 total

includes taxes & fees

Sep 29 - Sep 30

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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.

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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

The Capitol Hotel

10/10 Excellent

"Staff helpful, good location, clean"

Best Western Executive Hotel Of New Haven - West Haven

8/10 Good

"We had a 1 night stay with family while Traveling. Clean rooms, we checked in late in the evening and we were able to use the dining room for a family dinner. Would stay again."

Hilton Garden Inn Shelton

10/10 Excellent

"Staff was very friendly. Location is great for Sacred Heart parents"

Hotel Marcel New Haven, Tapestry Collection By Hilton

10/10 Excellent

"The parking setup is a bit odd but the hotel, rooms, restaurant/bar, and staff were truly fantastic."

Cheshire Welcome Inn

10/10 Excellent

"Best choice around for the price. Very clean and good location."

Hyatt Place Milford / New Haven

10/10 Excellent

"Nice clean room"

New Haven Hotel

10/10 Excellent

"great staff amd clean room."

More cheap stays in Cheshire

Motel 6 New Haven - Branford, CT

320 E Main St Branford CT

₩86,633

₩100,986 total

Oct 24 - Oct 25

includes taxes & fees

Motel 6 Wethersfield, CT - Hartford

1341 Silas Deane Hwy Wethersfield CT

₩90,371

₩103,925 total

Oct 4 - Oct 5

includes taxes & fees

7/10 Good! (1,316 reviews)

Red Roof Inn Meriden

10 Bee St Meriden CT

₩115,759

₩133,118 total

Sep 29 - Sep 30

includes taxes & fees

7.6/10 Good! (1,005 reviews)

Holiday Inn Express Southington by IHG

120 Laning St Southington CT

₩124,304

₩142,950 total

Oct 4 - Oct 5

includes taxes & fees

Best Western Executive Hotel Of New Haven - West Haven

490 Saw Mill Rd West Haven CT

₩148,474

₩170,745 total

Oct 7 - Oct 8

includes taxes & fees

8.2/10 Very Good! (1,861 reviews)

Hampton Inn & Suites New Haven - South - West Haven

510 Saw Mill Rd West Haven CT

₩171,493

₩197,217 total

Oct 18 - Oct 19

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.

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. Holiday Inn Express Southington by IHG and Hampton Inn & Suites Hartford/East Hartford are a couple of other choices with an onsite pool. 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?

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 Cheshire Hollow Farm. 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.

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Find hotels in Cheshire, CT from ₩100,986

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Cheshire

Check prices for these dates

Filter by

Star rating

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Our top choices for Cheshire hotels

1. Cheshire Welcome Inn

2. Days Inn by Wyndham Southington

3. Fairfield by Marriott Inn & Suites Wallingford New Haven

4. Holiday Inn Cheshire - Southington by IHG

5. Red Roof Inn Meriden

6. Hilton Garden Inn Wallingford/Meriden

7. Holiday Inn Express Southington by IHG

8. Comfort Inn & Suites Meriden East

9. Courtyard by Marriott Waterbury Downtown

10. Hampton Inn Waterbury

11. Clarion Inn North Haven - New Haven North

12. The Cromwell Inn

13. Residence Inn by Marriott New Haven Hamden

14. Courtyard New Haven Wallingford

15. Quality Inn Waterbury East

16. Homewood Suites by Hilton Wallingford-Meriden

17. Holiday Inn Express & Suites Meriden by IHG

18. Best Western Plus New England Inn & Suites

19. Residence Inn by Marriott Southington

20. Hamden Hotel and Suites – Hamden New Haven

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

Drazen Orchards

Bartlem Park

Quinnipiac Recreation Area

Learn more about Cheshire

Top Cheshire Hotel Reviews

The Capitol Hotel

Best Western Executive Hotel Of New Haven - West Haven

Hilton Garden Inn Shelton

Hotel Marcel New Haven, Tapestry Collection By Hilton

Cheshire Welcome Inn

Hyatt Place Milford / New Haven

New Haven Hotel

More cheap stays in Cheshire

Motel 6 New Haven - Branford, CT

Motel 6 Wethersfield, CT - Hartford

Red Roof Inn Meriden

Holiday Inn Express Southington by IHG

Best Western Executive Hotel Of New Haven - West Haven

Hampton Inn & Suites New Haven - South - West Haven

Frequently asked questions

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