Bright colors of autumn. View above. Road in the forest. Middletown, Connecticut

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Check availability on Middletown Romantic Hotels

This weekend
26 Jun - 28 Jun
Next weekend
3 Jul - 5 Jul

Our top choices for Middletown romantic hotels

A lakeside setting with a row of colorful kayaks and a sailboat docked.

Go Jump in the Lake!

Go Jump in the Lake!
Lebanon
10.0 out of 10, Exceptional, (156 reviews)
The price is AED 753
AED 1,425 total
includes taxes & fees
26 Jul - 27 Jul
Go Jump in the Lake!
Terrace/patio

Peek-A-Boo View, Amston Lake

Peek-A-Boo View, Amston Lake
Lebanon
9.8 out of 10, Exceptional, (50 reviews)
"Enjoyed our time here, owner available and helpful"
United States
Kathleen C.
The price is AED 753
AED 1,425 total
includes taxes & fees
29 Jun - 30 Jun
Peek-A-Boo View, Amston Lake
Outdoor dining

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Collinsville
10.0 out of 10, Exceptional, (66 reviews)
"What a wonderful spot and exceptional host. Loved our stay and hope to visit again soon. "
United States
Mike
The price is AED 1,146
AED 1,927 total
includes taxes & fees
29 Jun - 30 Jun
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
TV

All New Private and Cozy in great location

All New Private and Cozy in great location
Wallingford
8.8 out of 10, Excellent, (6 reviews)
"The pictures must have been old. Very deceiving. Expected it to be more spacious. Hard to get in and out because of the busy road"
United States
ROBERT P.
The price is AED 433
AED 1,071 total
includes taxes & fees
28 Jun - 29 Jun
All New Private and Cozy in great location
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.
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Top Middletown Hotel Reviews

Inn at Middletown

Inn at Middletown

10/10 Excellent
"Nice restaurant great staff and good rooms"
Dale 1-night trip
Posted 1 hour ago
Inn at Middletown

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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 Van Vleck Observatory, Wadsworth Mansion, 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 Van Vleck Observatory, Wadsworth Mansion, 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.