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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 Rp4.287.965
Rp4.759.725 total
includes taxes & fees
23 Nov - 24 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 Rp5.655.146
Rp6.503.372 total
includes taxes & fees
19 Nov - 20 Nov
The Connecticut River Valley Inn
A living room with a stone fireplace, grey sofas, and a coffee table.

3. The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (286 reviews)
"An excellent choice for our brief stay in Old Saybrook. Clean, comfortable and very well maintained."
United States
Siegfried
The price is Rp4.229.724
Rp4.694.994 total
includes taxes & fees
8 Nov - 9 Nov
The Captain Stannard
Exterior

4. 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 Rp8.118.818
Rp9.336.641 total
includes taxes & fees
8 Nov - 9 Nov
Silas W Robbins House
Interior

5. 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 Rp4.246.016
Rp4.713.078 total
includes taxes & fees
9 Nov - 10 Nov
The Scranton Seahorse Inn
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 Rp3.987.081
Rp4.425.750 total
includes taxes & fees
9 Nov - 10 Nov
The Homestead
A round outdoor fire pit with flames, surrounded by wicker furniture and a white cushion.

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 Rp5.359.505
Rp5.949.050 total
includes taxes & fees
9 Nov - 10 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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Learn more about Middletown

Wesleyan University's stunning campus and the Connecticut River waterfront offer perfect spots for afternoon strolls and picnics. Explore Main Street's indie bookshops and farm-to-table restaurants, then catch a show at the historic Oddfellows Playhouse where locals gather.

See all hotels in Middletown
A coastal cityscape with a marina, dense urban buildings, and a river.

Top reviews in Middletown

Exterior
Silas W Robbins House

Silas W Robbins House

Silas W Robbins House
Old Wethersfield Historic District

10/10 Excellent

Spectacular accommodation with every comfort taken care of. My wife and I visit Connecticut from England every year to see friends, and this is the best hotel we have ever stayed at. Grand yet welcoming, warm and inviting on the coldest of days, glorious bedrooms and public areas, charming historic detail everywhere you turn, gracious hosts and fabulous refreshments and breakfast. It was such a treat. We can't recommend it highly enough and will definitely be back.
United Kingdom
Jonathan
Reviewed January 27, 2019
Silas W Robbins House

Frequently Asked Questions

Searching for B&Bs in Middletown?

If you're hoping for something a little quirkier than your standard hotel experience, a stay at a bed and breakfast could be a great option for your getaway. If your ideal holiday 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 mingle with other guests and of course a full breakfast to start the day, B&Bs provide a unique 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 city centre. Enjoy the free full breakfast and designer toiletries. Silas W Robbins House: 6 rooms. 10.2 mi (16.4 km) from the city centre. Enjoy the library and patio area.

When is the best time to book my B&B in Middletown?

When you're dreaming of a escape to Middletown, make sure that you take the year-round temperatures into account. The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 1°C. Average annual precipitation for Middletown is 1342 mm.

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 should 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?

Mapping out your trip in and around Middletown is easy with these transportation options. Fly into New Haven, CT (HVN-Tweed - New Haven Regional), which is located 23.8 mi (38.2 km) away. You can also search for flights into Hartford, CT (BDL-Bradley Intl.), which is 25.5 mi (41 km) away. If you'd like to venture out around the area, you may want to rent a car for your trip.