Cheshire Holiday Rentals, Connecticut: Private House Rentals

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Our top choices for Cheshire hotels

Cheshire Welcome Inn

Cheshire

Heather

Rp1.836.375 total

includes taxes & fees

9 Jul - 10 Jul

Days Inn by Wyndham Southington

Southington

Ana

Rp2.040.419 total

includes taxes & fees

29 Jun - 30 Jun

Deluxe Room, 1 Queen Bed, Non Smoking | Premium bedding, desk, laptop workspace, iron/ironing board

La Quinta Inn & Suites by Wyndham New Haven

Long Wharf

John

Rp2.559.799 total

includes taxes & fees

29 Jun - 30 Jun

Double Room, 2 Double Beds | 1 bedroom, pillow-top beds, desk, blackout curtains

Baymont by Wyndham Branford/New Haven

Branford

Noah

Rp2.246.523 total

includes taxes & fees

28 Jun - 29 Jun

Hampton Inn & Suites Hartford/Farmington

Farmington

Thomas

Rp2.906.877 total

includes taxes & fees

20 Jul - 21 Jul

Deluxe Room, 1 Queen Bed, Non Smoking | Premium bedding, pillow-top beds, in-room safe, desk

Best Western Executive Hotel Of New Haven - West Haven

West Haven

Michael

Rp2.126.983 total

includes taxes & fees

1 Jul - 2 Jul

Avon Old Farms Hotel

Avon

Carla

Rp3.256.427 total

includes taxes & fees

28 Jun - 29 Jun

Spark by Hilton Guilford

Guilford

Terrance

Rp2.349.163 total

includes taxes & fees

12 Jul - 13 Jul

Desk, laptop workspace, blackout curtains, iron/ironing board

The Capitol Hotel

Downtown Hartford

Pedro

Rp2.392.856 total

includes taxes & fees

28 Jun - 29 Jun

Courtyard by Marriott Waterbury Downtown

Waterbury

Adrieonna

Rp2.040.420 total

includes taxes & fees

2 Jul - 3 Jul

Hamden Hotel and Suites – Hamden New Haven

Hamden

Nico

Rp1.892.013 total

includes taxes & fees

2 Jul - 3 Jul

Holiday Inn Cheshire - Southington by IHG

Southington

lynn

Rp2.349.574 total

includes taxes & fees

5 Jul - 6 Jul

The Farmington Inn & Suites

Farmington

alecia

Rp2.967.883 total

includes taxes & fees

29 Jun - 30 Jun

Hyatt House Shelton

Shelton

Marilyn

Rp3.134.826 total

includes taxes & fees

1 Jul - 2 Jul

Hampton Inn Waterbury

Waterbury

Kurt

Rp2.484.366 total

includes taxes & fees

27 Jul - 28 Jul

Woodspring Suites Newington - Hartford South

Newington

Cheryl

Rp2.452.626 total

includes taxes & fees

29 Jun - 30 Jun

Homewood Suites by Hilton Hartford-Farmington

Farmington

Robin

Rp3.025.180 total

includes taxes & fees

30 Jun - 1 Jul

Wyndham Southbury

Southbury

Michael D

Rp1.909.544 total

includes taxes & fees

13 Jul - 14 Jul

Suite, 1 Queen Bed, Non Smoking, Refrigerator & Microwave (with Sofabed) | Premium bedding, pillow-top beds, in-room safe, laptop workspace

Best Western Hartford Hotel & Suites

South Meadows

Maria m

Rp2.374.306 total

includes taxes & fees

12 Jul - 13 Jul

Courtyard New Haven at Yale

Dwight

Ana

Rp2.456.748 total

includes taxes & fees

5 Jul - 6 Jul

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Stay near popular Cheshire attractions

Roaring Brook Park

8.4/5 (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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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 a metal gate, surrounded by trees and a stone wall.

Top Cheshire Hotel Reviews

Hilton Garden Inn Milford

10/10 Excellent

"Rooms were very clean, staff was so kind and helpful, breakfast was excellent just wish it was free like in years past."

Wyndham Southbury

10/10 Excellent

"I was pleasantly surprised with this property. I arrived and first thing I noticed was a huge parking lot. Even more pleasing are the parking spaces, which had ample room to park my mid size car. It is an actual pet peeve when a property provides very little space to park, to where cars are parked so closely together, there's a good chance that some other guests will wildly open their car doors and chip the paint from your vehicle.. This was a sign of good things to come. The lobby area and overall property was just as big. It was much bigger than I anticipated. The staff was super friendly and accommodating to my needs and answered my questions upon check in. They key cards worked (last property I stayed had terrible key cards, preventing entry to room). The room was clean, spacious, and in excellent condition. All of the necessities were there to use. The bed was comfortable. There was a bar across the front desk but I did not use it. A quick glance of their menu and business hours were available to see in the elevator and other areas. It seemed well kept. There's a buffet breakfast which was reasonably priced. The food was actually decent in comparison to other properties that offer breakfast. I did not use any other their other on site serviess such as laundry or fitness room. I enjoyed my time at this property, which I never have known about prior to my stay. This is in fact the longest, detailed review I've written, which means I'd gladly return here again!"

The Capitol Hotel

8/10 Good

"My room was clean and well maintained. It seems they are going through an upcoming renovation based on how things looked, so I imagine some other rooms may be worse for the wear. The included breakfast was typical of a business hotel breakfast and I was glad to have it. The front desk folks were very very helpful with my early arrival and storing my bike, I very much appreciate it. The location is on the edge of downtown Hartford. It was an easy walk to downtown but on a Sunday downtown is not all that active and many places are closed."

More cheap stays in Cheshire

Motel 6 New Haven - Branford, CT

320 E Main St Branford CT

Rp1.276.226

Rp1.485.555 total

7 Jul - 8 Jul

includes taxes & fees

7.2/10 Good! (1,006 reviews)

Frequently asked questions

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

Based on Expedia's traveller preferences, Cheshire Welcome Inn is a top place to stay in Cheshire. Other good options 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! The majority of hotel bookings are refundable provided that you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you have a reservation that's non-refundable, it may still be possible to cancel it and be given a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Cheshire.

What's the best LGBTQ-friendly place to stay in Cheshire?

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

What are some accommodation options with pools in Cheshire?

Holiday Inn Express Southington by IHG: Features a snack bar/deli, a seasonal outdoor pool and buffet. Another choice with an on-site pool is Best Western Executive Hotel Of New Haven - West Haven. View all hotels with pools in Cheshire.

How is it to stay in Cheshire?

Visitors to Cheshire will definitely enjoy the restaurants. Tourists can also enjoy the city's waterfalls and shopping. In Cheshire, there are 4 hotels and other accommodation options to choose from. Find out more about Cheshire.

What should I see while I'm in Cheshire?

Favorite family attractions include Barker Character, Comic and Cartoon Museum and Cheshire Hollow Farm. Natural beauty is on display at Roaring Brook Park, Drazen Orchards and Bartlem Park. A couple of additional sights to add to your itinerary are Maplecroft Plaza Shopping Center and Lock 12 Historical Park. Take a look at what more there is 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 temperature of 21°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Cheshire is 1374 mm.

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Our top choices for Cheshire hotels

Cheshire Welcome Inn

Days Inn by Wyndham Southington

La Quinta Inn & Suites by Wyndham New Haven

Baymont by Wyndham Branford/New Haven

Hampton Inn & Suites Hartford/Farmington

Best Western Executive Hotel Of New Haven - West Haven

Avon Old Farms Hotel

Spark by Hilton Guilford

The Capitol Hotel

Courtyard by Marriott Waterbury Downtown

Hamden Hotel and Suites – Hamden New Haven

Holiday Inn Cheshire - Southington by IHG

The Farmington Inn & Suites

Hyatt House Shelton

Hampton Inn Waterbury

Woodspring Suites Newington - Hartford South

Homewood Suites by Hilton Hartford-Farmington

Wyndham Southbury

Best Western Hartford Hotel & Suites

Courtyard New Haven at Yale

Stay near popular Cheshire attractions

Roaring Brook Park

Learn more about Cheshire

Top Cheshire Hotel Reviews

Hilton Garden Inn Milford

More cheap stays in Cheshire

Motel 6 New Haven - Branford, CT

Frequently asked questions

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