A forested landscape with a winding dirt road and power lines.

Search B&B in Middletown

  • 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 prices for these dates

Next weekend
14 Aug - 16 Aug
In two weeks
21 Aug - 23 Aug
In one month
4 Sep - 6 Sep
In two months
2 Oct - 4 Oct

Our top choices for Middletown bed & breakfast

Library

1. The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (87 reviews)
"Wonderful stay. Excellent staff that treats the guest like family and friends. "
United States
Liliana
The price is AED 889
AED 987 total
includes taxes & fees
6 Aug - 7 Aug
The Bevin House Bed & Breakfast
Deluxe Room, 1 King Bed, Fireplace, Garden Area | View from room

2. The Connecticut River Valley Inn

The Connecticut River Valley Inn
3.5 star property
Glastonbury
9.4 out of 10, Exceptional, (27 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
6 Aug - 7 Aug
The Connecticut River Valley Inn
Exterior

3. 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
6 Aug - 7 Aug
Silas W Robbins House
Living area

4. The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (273 reviews)
"This is a very tastefully decorated B&B in an idyllic location. 6 minute walk to West Beach and near all the famous CT shoreline restaurants and attractions."
United Kingdom
Jessica
The price is AED 829
AED 920 total
includes taxes & fees
9 Aug - 10 Aug
The Captain Stannard
Room, 1 King Bed, Patio, Ground Floor (2) | Terrace/patio

5. The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (97 reviews)
"Very enjoyable stay! Love the “house” guitar available to guests."
United States
Mary
The price is AED 1,034
AED 1,148 total
includes taxes & fees
31 Aug - 1 Sep
The Homestead
Interior

6. The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.0 out of 10, Wonderful, (245 reviews)
"Excellent B&B. Great breakfast. Lovely area. Walk around to local stores and restaurants. And beach is nearby."
United States
Krishna
The price is AED 1,300
AED 1,443 total
includes taxes & fees
6 Aug - 7 Aug
The Scranton Seahorse Inn
Fireplace

7. Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (201 reviews)
"This place is always the best love the rooms. The staff is excellent place is so clean always feel so comfortable here."
United States
Diane
The price is AED 1,126
AED 1,250 total
includes taxes & fees
17 Aug - 18 Aug
Westbrook Inn B&B
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middletown Hotel Reviews

Inn at Middletown

Inn at Middletown

10/10 Excellent
"Loved the restaurant, the bikes, was great!"
Beth 1-night trip
Posted 10 hours ago
Inn at Middletown

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?
Below is a B&B in the surrounding area: Silas W Robbins House: 6 rooms. Located 10.2 mi (16.4 km) from the core of Middletown. Enjoy the library and patio area.
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, General Mansfield House and Connecticut River are some notable spots. You might put Wadsworth Mansion and Van Vleck Observatory 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.

Explore a world of travel with Expedia