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

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Check prices for these dates

Next weekend
26 Jun - 28 Jun
In two weeks
3 Jul - 5 Jul
In one month
17 Jul - 19 Jul
In two months
14 Aug - 16 Aug

Our top choices for Middletown bed & breakfast

IPod dock, MP3 dock

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (266 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is AED 780
AED 865 total
includes taxes & fees
28 Jun - 29 Jun
The Captain Stannard
Exterior

Jay's Ranch

Jay's Ranch
4.0 star property
Hamden
7.6 out of 10, Good, (47 reviews)
"I only stayed for one night , but the house is spotless and I was served a nice breakfast too. I also enjoyed the room. wish I could have stayed longer! "
United States
Daniela
The price is AED 249
AED 378 total
includes taxes & fees
22 Jun - 23 Jun
Jay's Ranch
Deluxe Room, 1 King Bed, Fireplace, Garden Area | View from room

The Connecticut River Valley Inn

The Connecticut River Valley Inn
3.5 star property
Glastonbury
9.4 out of 10, Exceptional, (26 reviews)
"This is an exceptionally nice place to stay. The hosts are warm and attentive and the property is first class in every way."
United States
Robert
The price is AED 1,149
AED 1,321 total
includes taxes & fees
22 Jun - 23 Jun
The Connecticut River Valley Inn
Exterior

Silas W Robbins House

Silas W Robbins House
2.0 star property
Old Wethersfield Historic District
10.0 out of 10, Exceptional, (43 reviews)
"Beautiful place with a comfortable and relaxing atmosphere. Dimitri was gracious and knowledgeable about the house and town history. Loved it!!!"
United States
Cynthia
The price is AED 1,649
AED 1,897 total
includes taxes & fees
22 Jun - 23 Jun
Silas W Robbins House
Interior

The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.0 out of 10, Wonderful, (243 reviews)
"We had a wonderful stay. Perfect location, great staff, and check-in process, and our room was delightful."
United States
Brian
The price is AED 1,300
AED 1,443 total
includes taxes & fees
22 Jun - 23 Jun
The Scranton Seahorse Inn
Library

The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (85 reviews)
"Wonderful stay. Excellent staff that treats the guest like family and friends. "
United States
Liliana
The price is AED 841
AED 934 total
includes taxes & fees
22 Jun - 23 Jun
The Bevin House Bed & Breakfast
Fireplace

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (194 reviews)
"Breakfast was amazing! Staff was so kind, and place was very clean. "
United States
Ashley
The price is AED 1,115
AED 1,238 total
includes taxes & fees
25 Jun - 26 Jun
Westbrook Inn B&B
Room, 1 King Bed, Patio, Ground Floor (2) | Terrace/patio

The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (92 reviews)
"Beautiful property- wonderful staff- clean, comfortable and relaxed feeling with a lovely breakfast 😄"
United States
Anthony
The price is AED 1,282
AED 1,423 total
includes taxes & fees
22 Jun - 23 Jun
The Homestead
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

New Haven Hotel

New Haven Hotel

10/10 Excellent
"Nothing we didn't like."
Mairi 1-night trip
Posted 7 hours ago
New Haven Hotel

Frequently asked questions

Searching for B&Bs in Middletown?
If you're looking for something a little different than the traditional hotel experience, a stay at a bed and breakfast might be the perfect option for your trip. If your ideal vacation to Middletown includes spending lots of time outside, General Mansfield House and Middletown Nature Gardens are good spots to enjoy the scenery.
How do you know if a B&B is the right choice for your stay?
With attentive service, opportunities to interact with the owner, and of course a scrumptious breakfast, B&Bs offer a one-of-a-kind environment.
What are the best bed and breakfasts in Middletown?
Here is a B&B that guests like in the surrounding area: The Connecticut River Valley Inn: 5 rooms. 10.4 mi (16.7 km) from the heart of downtown. Enjoy the unique décor and library.
When should I book my B&B in Middletown?
When you're dreaming of a trip to Middletown, be sure to take into account the year-round temperatures. 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?
When you want to spend some time in the great outdoors, Wadsworth Falls State Park and Connecticut River are some notable spots. You might put Van Vleck Observatory and Wadsworth Mansion on your list if you want to see more of the area.
How can I get to and around Middletown?
Planning your excursions in and around Middletown is easier with these transportation options. Fly into New Haven, CT (HVN-Tweed - New Haven Regional), which is located 23.8 mi (38.2 km) away from the city center. You can also search for flights into Bradley Intl. Airport (BDL), which is 25.5 mi (41 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

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