Photo by Simmie Reagor
Find ski hotels & lodging in Middletown, CT
Plan the perfect ski vacation from $77
Check availability on Middletown Ski Hotels
Our top choices for Middletown ski hotels
Inn at Middletown
Washington Street Historic District
9.0 out of 10, Wonderful, (538)
"Clean room, friendly staff. "
Katharine
$161 nightly
The price is $182
Dec 28 - Dec 29
Total with taxes and fees
Holiday Inn Express Southington by IHG
Southington
8.6 out of 10, Excellent, (1163)
"Clean rooms, Good breakfast, Solid Coffee"
Anthony
$79 nightly
The price is $91
Jan 4 - Jan 5, 2026
Total with taxes and fees
Courtyard by Marriott Waterbury Downtown
Waterbury
8.4 out of 10, Very Good, (1062)
"Everything was great 👍 "
Janet
$89 nightly
The price is $102
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Cheshire - Southington by IHG
Southington
8.2 out of 10, Very Good, (1005)
"Highly recommend staying here. The rooms are clean and the staff go above and beyond to make sure that guests have a comfortable stay."
Veronica
$91 nightly
The price is $105
Dec 25 - Dec 26
Total with taxes and fees
Days Inn by Wyndham Southington
Southington
7.2 out of 10, Good, (1002)
"Loved the room decor and cleanliness "
Pablo
$80 nightly
The price is $92
Dec 10 - Dec 11
Total with taxes and fees
Quality Inn Cromwell - Middletown
Cromwell
6.6 out of 10, (1001)
"Room was clean and comfortable and quiet! Friendly staff"
Regina
$67 nightly
The price is $77
Dec 14 - Dec 15
Total with taxes and fees
Avon Old Farms Hotel
Avon
8.4 out of 10, Very Good, (1005)
"Very nice place to stay"
Alvero
$118 nightly
The price is $136
Dec 28 - Dec 29
Total with taxes and fees
HYATT house Hartford North/Windsor
Windsor
9.0 out of 10, Wonderful, (1005)
"Amazing stay "
Amber
$121 nightly
The price is $139
Jan 1 - Jan 2, 2026
Total with taxes and fees
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.
Top Middletown Hotel Reviews
Hampton Inn & Suites Hartford/East Hartford
10/10 Excellent
Explore a world of travel with Expedia
- Main Street Historic District Hotels
- Cabin Rentals in Main Street Historic District
- 5 Star Hotels in Main Street Historic District
- Hotels near Kidcity Children's Museum
- Washington Street Historic District Hotels
- Apartments in Washington Street Historic District
- Hotels near Wesleyan University
- Hotels near Harbor Park
- Hotels near Van Vleck Observatory
- Portland Hotels
- Cabin Rentals in Portland
- Motels in Portland
- B&B in Portland
- Hotels near Brownstone Exploration & Discovery Park
- Hotels near Artfarm
- Hotels near Connecticut River State Wildlife Area
- Cheap Hotels in Cromwell
- Hotels with an Indoor Pool in Cromwell
- Pet-friendly Hotels in Cromwell
- Hotels with Hot Tubs in Cromwell
- Resorts & Hotels with Spas in Cromwell
- Hotels with a Pool in Cromwell
- Hotels with Restaurants in Cromwell
- Beach Hotels in Cromwell
- Luxury Hotels in Cromwell
- Hotels with Bars in Cromwell
- Golf Hotels in Cromwell
- Hotel Wedding Venues Hotels in Cromwell
- Winery Hotels in Cromwell
- Romantic Hotels in Cromwell
- Hotels with an Outdoor Pool in Cromwell
- Hotels with Free Parking in Cromwell
- Hotels with Free Breakfast in Cromwell
- Hotels with Laundry Facilities in Cromwell
- Hotels with a Gym in Cromwell
- Hotels with Room Service in Cromwell
- Ski Hotels in Cromwell
- Hotels with Connecting Rooms in Cromwell
- Hotels with a View in Cromwell
- Gay friendly Hotels in Cromwell
- Cromwell Hotels
- Hotels near Cromwell Meadows Wildlife Management Area
- Hotels near Wadsworth Mansion
- Hilton Hotels in Cromwell
- B&B in Cromwell
- Motels in Cromwell
- Extended Stay America Hotels in Cromwell
- Apartments in Cromwell
- 4 Star Hotels in Cromwell
- Cabin Rentals in Cromwell
- 3 Star Hotels in Cromwell
- Vacation Homes in Cromwell
- Condo Rentals in Cromwell
- 5 Star Hotels in Cromwell
- 2 Star Hotels in Cromwell
- RV Parks in Cromwell
- Motel 6 Hotels in Cromwell
- Hotels near Wadsworth Falls State Park
- Hotels near Arrigoni Winery
- Rockfall Hotels
- Hotels near Smith Park
- Hotels near Dooley Pond Public Access
- Hotels near Cromwell Commons Shopping Center
- Visit Main Street Historic District
- Main Street Historic District Vacations
- Kidcity Children's Museum
- General Mansfield House
- Harbor Park
- Van Vleck Observatory
- Visit Portland
- Brownstone Exploration & Discovery Park
- Connecticut River State Wildlife Area
- Cromwell Meadows Wildlife Management Area
- Wadsworth Mansion
- Visit Cromwell
- Cromwell Vacations
- Middletown Nature Gardens
- Arrigoni Winery
- Visit Rockfall
- Rockfall Vacations
- Ron McCutcheon Park
- Smith Park
- Dooley Pond Public Access
- River Highlands State Park
- Cromwell Commons Shopping Center
- Car rentals near Main Street Historic District
- Car rentals near Washington Street Historic District
- Car rentals near Wesleyan University
- Car rentals near Portland
- Firefly Rental Cars in Portland
- Car rentals near Cromwell
- Hertz Rental Cars in Cromwell
- Car rentals near Middletown Nature Gardens
- Car rentals near Rockfall
- Car rentals near Cromwell Commons Shopping Center