Cheshire Holiday Rentals, Connecticut: Private House Rentals

Our top choices for Cheshire hotels

Cheshire Welcome Inn

Cheshire

Brian

฿3,344 total

includes taxes & fees

4 Jun - 5 Jun

Hampton Inn & Suites By Hilton North Haven

North Haven

Dianne

฿4,585 total

includes taxes & fees

3 Jun - 4 Jun

Spark by Hilton Guilford

Guilford

Leah

฿4,010 total

includes taxes & fees

8 Jun - 9 Jun

Home2 Suites by Hilton Bristol

Bristol

Rosemary

฿6,540 total

includes taxes & fees

1 Jun - 2 Jun

Wyndham Southbury

Southbury

Gilles

฿3,796 total

includes taxes & fees

21 Jun - 22 Jun

Motel 6 New Haven - Branford, CT

Branford

William Colby

฿2,705 total

includes taxes & fees

2 Jun - 3 Jun

Days Inn by Wyndham Southington

Southington

uwaga

฿3,340 total

includes taxes & fees

31 May - 1 Jun

Best Western Plus New England Inn & Suites

Berlin

Nils

฿3,753 total

includes taxes & fees

31 May - 1 Jun

Holiday Inn Cheshire - Southington by IHG

Southington

Stephanie

฿4,429 total

includes taxes & fees

7 Jun - 8 Jun

Hampton Inn Waterbury

Waterbury

Michael

฿4,594 total

includes taxes & fees

22 Jun - 23 Jun

Heritage Hotel, Golf & Conference Center

Southbury

Giovanna

฿5,814 total

includes taxes & fees

1 Jun - 2 Jun

Atlantic Inn

Wethersfield

Rosario

฿5,217 total

includes taxes & fees

29 May - 30 May

Suite, Multiple Beds | Egyptian cotton sheets, hypo-allergenic bedding, Select Comfort beds

Holiday Inn Express & Suites Meriden by IHG

Meriden

Alyssa

฿4,429 total

includes taxes & fees

7 Jun - 8 Jun

Quality Inn Cromwell - Middletown

Cromwell

DEBORAH

฿2,457 total

includes taxes & fees

31 May - 1 Jun

Quality Inn

West Haven

Justin

฿2,863 total

includes taxes & fees

18 Jun - 19 Jun

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

Baymont by Wyndham Branford/New Haven

Branford

Ritesh

฿4,091 total

includes taxes & fees

2 Jun - 3 Jun

Standard Room, 1 Queen Bed, Non Smoking | Desk, laptop workspace, blackout curtains, iron/ironing board

Howard Johnson by Wyndham Hartford South – Rocky Hill

Rocky Hill

Glenn

฿3,509 total

includes taxes & fees

31 May - 1 Jun

Solano Inn

Portland

Chris

฿3,857 total

includes taxes & fees

31 May - 1 Jun

Inn at Middletown

Washington Street Historic District

Alanna

฿6,817 total

includes taxes & fees

2 Jun - 3 Jun

Egyptian cotton sheets, premium bedding, memory-foam beds, desk

American Inn

Branford

Theresa

฿3,716 total

includes taxes & fees

31 May - 1 Jun

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Stay near popular Cheshire attractions

Roaring Brook Park

4.2/5 (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

Castle Craig at Hubbard Park, Meriden, CT. easily replaceable sky. with a clean, classic view of the tower. Very recognizable image of this historic structure.

Top Cheshire Hotel Reviews

The Capitol Hotel

6/10 Okay

"Friendly staff but the room was a little dirty when I arrived and there was no hand soap in my bathroom. I will say the breakfast was the highlight of my stay and was far better than I expected."

New Haven Hotel

10/10 Excellent

"Front desk staff made my check in quick and easy, answered my questions re: parking w/o issue. Since we arrived after 8pm, I really appreciated the security of the parking garage across the street (gated w/ key card access) and the ease of getting to the hotel from the sky bridge. The room was clean and comfortable. I'd definitely stay here again!"

Hilton Garden Inn Shelton

4/10 Poor

"1. TV could not come on. Assistant who was called in could not remedy the problem, So I had to watch the basketball game out in the lobby 2. Moving the TV screen while trying to 'fix' it, dirt was exposed under the stand on top of the cupboard. But front desk assistance was very good - they did the best they could."

Motel 6 Wethersfield, CT - Hartford

2/10 Terrible

"The room was very cramped; the mirror was broken but still affixed to the wall; carpet was grungy; and it appeared as if some people were living there long-term as if a shelter. I have stayed in numerous Motel Six but Wethersfield has shaken my confidence in booking Motel Six and referring it to friends. This was an instance where, "you get what you pay for", was true."

Hyatt Place Milford / New Haven

8/10 Good

"The rooms were nice and big. Kind of weird layout. But my family and I did sleep well in the beds and comfortable pillows. My room had a mini fridge and a small kitchen sink. No microwave. Shower had nice hot water and great water pressure. No carpets in the rooms so it got noisy with people walking around above you. We ate breakfast next door at POPS! And that was DELICIOUS!!!!"

More cheap stays in Cheshire

Motel 6 Wethersfield, CT - Hartford

1341 Silas Deane Hwy Wethersfield CT

฿2,219

฿2,551 total

31 May - 1 Jun

includes taxes & fees

7.2/10 Good! (1,146 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 New Haven Hotel and The Capitol 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 5 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

Hampton Inn & Suites By Hilton North Haven

Spark by Hilton Guilford

Home2 Suites by Hilton Bristol

Wyndham Southbury

Motel 6 New Haven - Branford, CT

Days Inn by Wyndham Southington

Best Western Plus New England Inn & Suites

Holiday Inn Cheshire - Southington by IHG

Hampton Inn Waterbury

Heritage Hotel, Golf & Conference Center

Atlantic Inn

Holiday Inn Express & Suites Meriden by IHG

Quality Inn Cromwell - Middletown

Quality Inn

Baymont by Wyndham Branford/New Haven

Howard Johnson by Wyndham Hartford South – Rocky Hill

Solano Inn

Inn at Middletown

American Inn

Stay near popular Cheshire attractions

Roaring Brook Park

Learn more about Cheshire

Top Cheshire Hotel Reviews

The Capitol Hotel

More cheap stays in Cheshire

Motel 6 Wethersfield, CT - Hartford

Frequently asked questions

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