Find Romantic Hotels in Middletown, CT

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Middletown Romantic Hotels

Tonight
Jan 28 - Jan 29
Tomorrow
Jan 29 - Jan 30
This weekend
Jan 30 - Feb 1
Next weekend
Feb 6 - Feb 8

Our top choices for Middletown romantic hotels

Breakfast, lunch, dinner served; American cuisine

Inn at Middletown

Inn at Middletown
3.5 star property
Washington Street Historic District
9.0 out of 10, Wonderful, (550 reviews)
"Staff was wonderful, lovely hotel"
United States
Helen
The price is ￥23,750
￥30,364 total
includes taxes & fees
Feb 11 - Feb 12
Inn at Middletown
Lobby sitting area

New Haven Hotel

New Haven Hotel
3.5 star property
Downtown New Haven
9.0 out of 10, Wonderful, (2,014 reviews)
"Great place, location and staff! "
United States
Larissa
The price is ￥16,421
￥18,884 total
includes taxes & fees
Feb 22 - Feb 23
New Haven Hotel
Lobby

Courtyard by Marriott Waterbury Downtown

Courtyard by Marriott Waterbury Downtown
3.0 star property
Waterbury
8.4 out of 10, Very Good, (1,118 reviews)
"A wonderful staff and clean rooms"
United States
Julce
The price is ￥14,339
￥16,490 total
includes taxes & fees
Feb 5 - Feb 6
Courtyard by Marriott Waterbury Downtown

Holiday Inn Cheshire - Southington by IHG

Holiday Inn Cheshire - Southington by IHG
3.0 star property
Southington
8.4 out of 10, Very Good, (1,001 reviews)
"Wonderful staff, clean"
United States
Allison
The price is ￥13,424
￥15,438 total
includes taxes & fees
Feb 22 - Feb 23
Holiday Inn Cheshire - Southington by IHG
Indoor pool

Hilton Garden Inn Wallingford/Meriden

Hilton Garden Inn Wallingford/Meriden
3.0 star property
Wallingford
9.0 out of 10, Wonderful, (999 reviews)
"Clean rooms, staff was great"
United States
Jackie
The price is ￥18,088
￥20,801 total
includes taxes & fees
Feb 1 - Feb 2
Hilton Garden Inn Wallingford/Meriden
Breakfast and brunch served

Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale
4.0 star property
Downtown New Haven
8.6 out of 10, Excellent, (1,008 reviews)
"staff was terrific gentleman at the front desk (on 12/31/25) - I don’t recall his name but was super kind"
United States
Josh
The price is ￥23,489
￥27,012 total
includes taxes & fees
Feb 1 - Feb 2
Omni New Haven Hotel at Yale
Interior

Avon Old Farms Hotel

Avon Old Farms Hotel
3.5 star property
Avon
8.4 out of 10, Very Good, (1,000 reviews)
"I love this hotel. Beds are so comfy, showers are hot with great water pressure, large bathrooms, nice amenities, friendly staff. "
United States
Ann
The price is ￥17,494
￥23,451 total
includes taxes & fees
Feb 5 - Feb 6
Avon Old Farms Hotel
Lobby sitting area

HYATT house Hartford North/Windsor

HYATT house Hartford North/Windsor
3.0 star property
Windsor
9.0 out of 10, Wonderful, (1,002 reviews)
"Nice staff … good sized rooms "
United States
TIMOTHY
The price is ￥19,068
￥21,928 total
includes taxes & fees
Feb 6 - Feb 7
HYATT house Hartford North/Windsor
Exterior

Homewood Suites by Hilton Hartford-Farmington

Homewood Suites by Hilton Hartford-Farmington
3.0 star property
Farmington
8.4 out of 10, Very Good, (1,000 reviews)
"Everything from reservation to check-in. Room cleanliness and dining room selections were excellent."
United States
Ken
The price is ￥19,319
￥22,217 total
includes taxes & fees
Jan 30 - Jan 31
Homewood Suites by Hilton Hartford-Farmington
Exterior

Madison Beach Hotel

Madison Beach Hotel
4.0 star property
Madison Center
9.4 out of 10, Exceptional, (345 reviews)
"The Spa was wonderful and the staff was attentive and helpful. "
United States
Emma
The price is ￥37,400
￥43,010 total
includes taxes & fees
Feb 5 - Feb 6
Madison Beach Hotel
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.
View all properties

Top Middletown Hotel Reviews

The Goodwin Hotel

The Goodwin Hotel

10/10 Excellent
"Very nice staff and very clean "
Yingfong 3-night trip
Posted 8 days ago
The Goodwin Hotel

Frequently asked questions

Searching for romantic hotels in Middletown?
Are you and your partner looking for a romantic escape? If you want to explore the area, you might head to Wadsworth Mansion, Connecticut River, or Wadsworth Falls State Park. If you're interested in staying near a certain attraction, you can sort properties by neighborhood and proximity to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Middletown?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Middletown: The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 33°F. Average annual precipitation for Middletown is 53 inches.
What is there to do in Middletown?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all there is to see and do in Middletown. You might think about visiting Wadsworth Mansion, Connecticut River, or Wadsworth Falls State Park.
What's the best way to get to Middletown and around town during my romantic getaway?
This information about transportation options in Middletown might help your romantic getaway go off without a hitch: Make your way to Middletown with a flight to New Haven, CT (HVN-Tweed - New Haven Regional), which is the closest major airport located 23.8 mi (38.2 km) from the city center. If you'd like to venture out around the area, you may want to rent a car for your trip.