Top 10 Hotels in Cheshire, CT from ₩101,107 - 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

Standard Room, 2 Double Beds | Blackout drapes, iron/ironing board, WiFi (free), alarm clocks

1. Cheshire Welcome Inn

Cheshire

Stacey

₩115,783

₩133,150 total

includes taxes & fees

Aug 26 - Aug 27

Premium bedding, desk, laptop workspace, iron/ironing board

2. Holiday Inn Cheshire - Southington by IHG

Southington

Robert

₩171,469

₩197,189 total

includes taxes & fees

Sep 6 - Sep 7

3. Courtyard by Marriott Waterbury Downtown

Waterbury

Elizabeth

₩106,856

₩122,884 total

includes taxes & fees

Aug 23 - Aug 24

Room, 2 Queen Beds, Non Smoking | Pillowtop beds, desk, blackout drapes, iron/ironing board

4. Days Inn by Wyndham Southington

Southington

Lindsey

₩125,713

₩144,570 total

includes taxes & fees

Aug 16 - Aug 17

In-room safe, desk, blackout drapes, soundproofing

5. Fairfield by Marriott Inn & Suites Wallingford New Haven

Wallingford

Thierry

₩177,279

₩203,871 total

includes taxes & fees

Aug 30 - Aug 31

Standard Room, 2 Queen Beds | Desk, iron/ironing board, WiFi (free), alarm clocks

6. Quality Inn Waterbury East

Waterbury

Chelsea

₩130,868

₩150,499 total

includes taxes & fees

Aug 19 - Aug 20

Suite, 1 King Bed with Sofa bed, Non Smoking | In-room safe, desk, blackout drapes, iron/ironing board

7. Comfort Inn & Suites Meriden East

Meriden

Sharmarie

₩127,326

₩146,425 total

includes taxes & fees

Sep 2 - Sep 3

Suite, 1 King Bed, Non Smoking, Jetted Tub | Desk, blackout drapes, iron/ironing board, cribs (free)

Suite, 1 King Bed, Non Smoking, Refrigerator & Microwave | Desk, blackout drapes, iron/ironing board, cribs (free)

8. Best Western Plus New England Inn & Suites

Berlin

Taneesha

₩147,917

₩170,105 total

includes taxes & fees

Aug 17 - Aug 18

9. Holiday Inn Express Southington by IHG

Southington

Rodwell

₩129,667

₩149,118 total

includes taxes & fees

Aug 16 - Aug 17

37-inch flat-screen TV with cable channels, TV

10. Homewood Suites by Hilton Wallingford-Meriden

Wallingford

Timothy

₩202,906

₩233,342 total

includes taxes & fees

Sep 7 - Sep 8

11. Clarion Inn North Haven - New Haven North

North Haven

Katie

₩151,715

₩174,472 total

includes taxes & fees

Sep 13 - Sep 14

12. Courtyard New Haven Wallingford

Wallingford

Marjory

₩209,050

₩240,408 total

includes taxes & fees

Aug 20 - Aug 21

Desk, blackout drapes, iron/ironing board, WiFi (free)

13. Red Roof Inn Meriden

Meriden

David

₩109,032

₩125,385 total

includes taxes & fees

Aug 27 - Aug 28

14. Hilton Garden Inn Wallingford/Meriden

Wallingford

Brian

₩195,744

₩225,105 total

includes taxes & fees

Sep 7 - Sep 8

Studio, 2 Double Beds, Non Smoking | Desk, blackout drapes, iron/ironing board, WiFi (free)

15. Extended Stay America Suites Hartford Meriden

Meriden

Hadiyah

₩139,823

₩160,799 total

includes taxes & fees

Aug 16 - Aug 17

Premium bedding, pillowtop beds, in-room safe, desk

16. Residence Inn by Marriott Southington

Southington

Julie-Ann

₩210,463

₩242,032 total

includes taxes & fees

Aug 16 - Aug 17

In-room safe, iron/ironing board, cribs (free), rollaway beds (free)

17. Hampton Inn Waterbury

Waterbury

Millard

₩167,430

₩192,545 total

includes taxes & fees

Sep 8 - Sep 9

18. Cambria Hotel New Haven University Area

West River

Vincent

₩183,809

₩211,380 total

includes taxes & fees

Aug 16 - Aug 17

Studio, 1 King Bed with Sofa bed | Private kitchen | Coffee/tea maker

19. Residence Inn by Marriott New Haven Hamden

Hamden

Constance

₩251,425

₩289,139 total

includes taxes & fees

Aug 16 - Aug 17

20. Homewood Suites by Hilton Southington, CT

Southington

Stephenie

₩195,744

₩225,105 total

includes taxes & fees

Sep 9 - Sep 10

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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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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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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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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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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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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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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.

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Top Cheshire Hotel Reviews

Motel 6 New Haven - Branford, CT

10/10 Excellent

"Excellent service great staff"

New Haven Hotel

10/10 Excellent

"Modern, nice looking hotel. Very clean for the most part. Didn’t like that our bathtub had a slip proof mat that had rust color streaks all across it. Only real complaint, oh and the their coffee maker wasn’t working. Our room was also located near the ice machine and we could hear the ice being dropped regularly. That was pretty annoying once we got in bed. I would stay here again though, just don’t want a room near ice machine."

Courtyard by Marriott New Haven Orange-Milford

10/10 Excellent

"Excellent, simple, dining facilities that gave us an opportunity to have a small but good dinner and an interesting breakfast without relieving the facility. It was a bit of aExcellent, simple, dining facilities that gave us an opportunity to have a small but good dinner and an interesting breakfast without relieving the facility. It was a bit of a surprise surprise"

Best Western Hartford Hotel & Suites

10/10 Excellent

"Was very nice, the staff is fine."

Hilton Garden Inn Milford

10/10 Excellent

"Loved the pool!"

The Capitol Hotel

8/10 Good

"An Honest Review from Someone Who Travels for Work I read the previous reviews before my stay, and honestly, I was a little terrified when my assistant booked this property for my 4-day work trip. After staying here, I wanted to share my own honest experience. Location: The location is excellent. The hotel is directly across from the beautiful Bushnell Park and only about a 5-minute walk from downtown Hartford. Hotel: Yes, the hotel is older and definitely has an outdated feel. You may notice an old-carpet smell, but considering the age of the building, it wasn't a major issue for me. Room: I stayed in a Queen room, and overall, it was clean and well maintained. My only complaint was the lighting. The room was fairly dark, and I had to rely mostly on the lamps on the nightstands. Bathroom: The bathroom is also older and could definitely use an upgrade. However, it was clean and perfectly fine for taking a shower. One thing I did find inconvenient was that there were no electrical outlets in the bathroom. Breakfast: DELICIOUS! Definitely one of the highlights of my stay. Staff: The staff was welcoming, friendly, and attentive throughout my stay. Overall: Was it a modern, luxury hotel? No. Is the property showing its age? Absolutely. But it was clean, comfortable, conveniently located, and the staff was great. Based on some of the previous reviews, I expected much worse. My experience was actually quite positive, especially for a work trip."

Holiday Inn Express Southington by IHG

8/10 Good

"It was ok a little dated breakfast was pretty good coffee was excellent ..."

Hyatt Place Milford / New Haven

10/10 Excellent

"I felt happy the moment I checked in. Spacious clean room with wetbar, great view to back of property, housekeeping provided daily all essentials. Breakfast was great, plenty of parking, great interaction with staff"

Cheshire Welcome Inn

10/10 Excellent

"Easy check in, friendly staff and clean room with comfy bed and fluffy towels. Highly recommend!!"

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