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

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Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Middletown bed & breakfast

A hallway with a patterned carpet, a chandelier, and bookshelves on either side.

1. The Bevin House Bed & Breakfast

The Bevin House Bed & Breakfast
3.5 star property
East Hampton
9.6 out of 10, Exceptional, (90 reviews)
"The house was beautiful! The innkeeper Amanda made an excellent breakfast and was friendly and knowledgeable about the property. The house renovations fit in with the period of the house, but provided modern convenience. It was a joy to stay there"
United States
Eric
The price is AED 871
AED 967 total
includes taxes & fees
9 Nov - 10 Nov
The Bevin House Bed & Breakfast
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, (28 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
5 Nov - 6 Nov
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, (50 reviews)
"the hostess did a great job and the breakfasts were amazing"
United States
James
The price is AED 1,649
AED 1,897 total
includes taxes & fees
6 Nov - 7 Nov
Silas W Robbins House
Interior

4. The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.4 out of 10, Exceptional, (252 reviews)
"A lovely stay at a classic New England B & B. Perfect location for a visit to Madison."
United States
Tracy
The price is AED 863
AED 957 total
includes taxes & fees
5 Nov - 6 Nov
The Scranton Seahorse Inn
A living room with a stone fireplace, grey sofas, and a coffee table.

5. The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (285 reviews)
"An excellent choice for our brief stay in Old Saybrook. Clean, comfortable and very well maintained."
United States
Siegfried
The price is AED 825
AED 916 total
includes taxes & fees
5 Nov - 6 Nov
The Captain Stannard
A red door with a 'Gone to the Beach' sign, a wicker chair, a table with a plate of food and drinks, and a potted plant.

6. The Homestead

The Homestead
3.0 star property
Madison Center
10.0 out of 10, Exceptional, (112 reviews)
"Charming Inn with great staff and an amazing breakfast."
United States
Sherry
The price is AED 810
AED 899 total
includes taxes & fees
9 Nov - 10 Nov
The Homestead
A patio with Adirondack chairs, a fire pit, and a view of a lake.

7. Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (205 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 1,089
AED 1,208 total
includes taxes & fees
5 Nov - 6 Nov
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.
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Top Middletown Hotel Reviews

Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton

10/10 Excellent
"It was a good location. Would be nice to have coffee for guest in the morning - no one really likes to make it in the room."
Alycia and or Mike 1-night trip
Posted less than an hour ago
Hotel Marcel New Haven, Tapestry Collection By Hilton

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 are some well-liked B&Bs in the surrounding area: The Bevin House Bed & Breakfast: 5 rooms. 7.5 mi (12.1 km) from the downtown core. Enjoy the free full breakfast and designer toiletries. Silas W Robbins House: 6 rooms. 10.2 mi (16.4 km) from the heart of downtown. 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 Artfarm 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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