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Recommended hotels in Middletown

1. Inn at Middletown

Inn at Middletown
3.5 star property
Washington Street Historic District
8.8 out of 10, Excellent, (680 reviews)
"We only stayed one night but were very happy with everything. Clean, great staff and very comfortable. Wish there might have been an option for continental breakfast included but the restaurant on the premises looked very nice too."
United States
Wendy
The price is CA $216
CA $277 total
includes taxes & fees
Dec 8 - Dec 9
Inn at Middletown

2. 2BR Apartment Near Wesleyan 102

2BR Apartment Near Wesleyan 102
Washington Street Historic District
9.0 out of 10, Wonderful, (7 reviews)
"Excellent beds and clean."
United States
DANIEL M.
The price is CA $144
CA $335 total
includes taxes & fees
Nov 10 - Nov 11
2BR Apartment Near Wesleyan 102

3. 2BR Apartment Near Wesleyan 301

2BR Apartment Near Wesleyan 301
Washington Street Historic District
9.6 out of 10, Exceptional, (4 reviews)
"The living quarters was clean, no bugs, essentials provided (except laundry detergent and hair dryer), quiet residence, muddy parking lot, safe neighborhood, great communication and ease of parking and entry. "
United States
Joanne L.
The price is CA $151
CA $397 total
includes taxes & fees
Nov 9 - Nov 10
2BR Apartment Near Wesleyan 301

4. Family Stays: Middletown, CT

Family Stays: Middletown, CT
Middletown
10.0 out of 10, Exceptional, (34 reviews)
"Gilbert is an amazing host! I highly recommend staying here if you are visiting Middletown."
United States
Audrey F.
The price is CA $196
CA $364 total
includes taxes & fees
Dec 8 - Dec 9
Family Stays: Middletown, CT

5. Private Apt in Middletown-Wesleyan 101

Private Apt in Middletown-Wesleyan 101
Washington Street Historic District
7.2 out of 10, Good, (5 reviews)
"Very clean. No frills."
United States
Kristoph
The price is CA $143
CA $384 total
includes taxes & fees
Nov 9 - Nov 10
Private Apt in Middletown-Wesleyan 101

6. #24 *Serenity* A Lakefront Cottage Retreat

#24 *Serenity* A Lakefront Cottage Retreat
Middletown
9.8 out of 10, Exceptional, (27 reviews)
"It was great "
United States
Rodrigo C.
#24 *Serenity* A Lakefront Cottage Retreat

7. #29 - Modern 5 Bedroom/2 Bath

#29 - Modern 5 Bedroom/2 Bath
Middletown
9.0 out of 10, Wonderful, (7 reviews)
"Great place! "
United States
Gail R.
The price is CA $291
CA $665 total
includes taxes & fees
Nov 23 - Nov 24
#29 - Modern 5 Bedroom/2 Bath

8. Springhill Suites by Marriott Hartford Cromwell

Springhill Suites by Marriott Hartford Cromwell
2.5 star property
Cromwell
8.8 out of 10, Excellent, (796 reviews)
"Enjoyed my stay, I’ll be staying there again."
United States
David
The price is CA $209
CA $240 total
includes taxes & fees
Nov 22 - Nov 23
Springhill Suites by Marriott Hartford Cromwell

9. Courtyard by Marriott Hartford Cromwell

Courtyard by Marriott Hartford Cromwell
3.0 star property
Cromwell
8.6 out of 10, Excellent, (775 reviews)
"Excellent from check in to check out"
United States
Richard
The price is CA $178
CA $204 total
includes taxes & fees
Nov 29 - Nov 30
Courtyard by Marriott Hartford Cromwell

10. The Cromwell Inn

The Cromwell Inn
2.5 star property
Cromwell
6.8 out of 10, (58 reviews)
"Always one of the best places to stay in central Connecticut, my personal favorite."
United States
Donovan
The price is CA $130
CA $149 total
includes taxes & fees
Nov 8 - Nov 9
The Cromwell Inn

11. Best Western Plus New England Inn & Suites

Best Western Plus New England Inn & Suites
2.5 star property
Berlin
8.6 out of 10, Excellent, (1,002 reviews)
"Needs a little updating but clean and staff good."
United States
Kellen
The price is CA $147
CA $169 total
includes taxes & fees
Nov 16 - Nov 17
Best Western Plus New England Inn & Suites

12. Holiday Inn Express & Suites Meriden by IHG

Holiday Inn Express & Suites Meriden by IHG
2.5 star property
Meriden
8.4 out of 10, Very good, (1,002 reviews)
"Hotel was clean, well appointed and friendly staff."
United States
John
The price is CA $133
CA $153 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express & Suites Meriden by IHG

13. Super 8 by Wyndham Cromwell/Middletown

Super 8 by Wyndham Cromwell/Middletown
2.0 star property
Cromwell
6.6 out of 10, (999 reviews)
"The staff was nice"
United States
Renee
The price is CA $100
CA $115 total
includes taxes & fees
Nov 16 - Nov 17
Super 8 by Wyndham Cromwell/Middletown

14. Days Inn by Wyndham Berlin Meriden

Days Inn by Wyndham Berlin Meriden
2.0 star property
Berlin
7.0 out of 10, Good, (1,002 reviews)
"Great location, clean and quiet rooms"
United States
Chibueze
The price is CA $103
CA $119 total
includes taxes & fees
Nov 8 - Nov 9
Days Inn by Wyndham Berlin Meriden

15. Solano Inn

Solano Inn
2.5 star property
Portland
8.4 out of 10, Very good, (289 reviews)
"Very nice place to stay."
United States
Douglas
The price is CA $127
CA $146 total
includes taxes & fees
Nov 8 - Nov 9
Solano Inn

16. Sheraton Hartford South Hotel

Sheraton Hartford South Hotel
3.5 star property
Rocky Hill
8.2 out of 10, Very good, (1,005 reviews)
"Clean facility, helpful staff. Easy on off highway, good location. Good place for dog walking. Be aware breakfast is not included in the price-not even coffee. Available $17 per person."
United States
Anne
The price is CA $147
CA $169 total
includes taxes & fees
Nov 15 - Nov 16
Sheraton Hartford South Hotel

17. Hampton Inn & Suites Rocky Hill - Hartford South

Hampton Inn & Suites Rocky Hill - Hartford South
2.5 star property
Rocky Hill
9.2 out of 10, Wonderful, (910 reviews)
"Overall good for a short stay"
United States
Alyssa
The price is CA $171
CA $197 total
includes taxes & fees
Nov 15 - Nov 16
Hampton Inn & Suites Rocky Hill - Hartford South

18. Howard Johnson by Wyndham Hartford South – Rocky Hill

Howard Johnson by Wyndham Hartford South – Rocky Hill
2.0 star property
Rocky Hill
8.2 out of 10, Very good, (1,003 reviews)
"We had a great stay here. The staff were super kind and the rooms were clean"
United States
Emily
The price is CA $104
CA $120 total
includes taxes & fees
Nov 22 - Nov 23
Howard Johnson by Wyndham Hartford South – Rocky Hill

19. Red Roof Inn Meriden

Red Roof Inn Meriden
2.0 star property
Meriden
7.6 out of 10, Good, (1,003 reviews)
"We've stayed here before, and were very happy with our experience. Very quiet, clean, and safe. The staff are great too!!"
United States
Adrienne
The price is CA $132
CA $152 total
includes taxes & fees
Nov 8 - Nov 9
Red Roof Inn Meriden

20. Fairfield by Marriott Inn & Suites Wallingford New Haven

Fairfield by Marriott Inn & Suites Wallingford New Haven
3.0 star property
Wallingford
8.6 out of 10, Excellent, (1,002 reviews)
"The hotel was very nice, a comfortable room, nice staff, good breakfast, very convenient location (a minute from the highway) and a reasonable price."
United States
Susie
The price is CA $175
CA $202 total
includes taxes & fees
Nov 22 - Nov 23
Fairfield by Marriott Inn & Suites Wallingford New Haven
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Middletown

Wesleyan University's stunning campus and the Connecticut River waterfront offer perfect spots for afternoon strolls and picnics. Explore Main Street's indie bookshops and farm-to-table restaurants, then catch a show at the historic Oddfellows Playhouse where locals gather.

A coastal cityscape with a marina, dense urban buildings, and a river.

Top reviews in Middletown

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What is there to do near my villa in Middletown?

After you've checked in to your villa, head out and discover the cool things Middletown has on offer. Kidcity Children's Museum is a popular attraction to add to your itinerary.

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