A steel arch bridge over a river with surrounding trees and buildings.

Find a Bed and Breakfast in Middletown from CA $171

  • 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
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15
In one month
Nov 27 - Nov 29
In two months
Dec 25 - Dec 27

Our top choices for Middletown bed & breakfast

A snow-covered porch with a sign for 'Inn at the Canal' and a Christmas tree.

1. Inn At The Canal Bed & Breakfast

Inn At The Canal Bed & Breakfast
3.5 star property
Chesapeake City
8.6 out of 10, Excellent, (513 reviews)
"Nice property like most B&B dated shower could use update"
United States
Henry
The price is CA $261
CA $277 total
includes taxes & fees
Oct 28 - Oct 29
Inn At The Canal Bed & Breakfast
A sunroom with white wicker furniture, large windows, and a ceiling fan.

2. Miller-Dunham House Bed & Breakfast

Miller-Dunham House Bed & Breakfast
3.0 star property
Odessa
10.0 out of 10, Exceptional, (90 reviews)
"We only had a short visit, but hope to stay again when we are in town next time. The room was so beautiful and comfortable."
United States
Leslie
The price is CA $330
CA $345 total
includes taxes & fees
Nov 11 - Nov 12
Miller-Dunham House Bed & Breakfast
A bedroom with a four-poster bed, a fireplace, and a stained glass window.

3. Vandiver Inn

Vandiver Inn
3.5 star property
Havre De Grace
9.4 out of 10, Exceptional, (577 reviews)
"A wonderful two nights at the Vandiver Inn! Beds were very comfortable, our room was spacious and the breakfast was outstanding!! I look forward to returning!!"
United States
Mary
The price is CA $245
CA $274 total
includes taxes & fees
Nov 2 - Nov 3
Vandiver Inn
A hotel room with a large bathtub filled with water and rose petals, a sofa, a lamp, and a window with blinds.

4. Elk Forge B&B Inn & Day Spa

Elk Forge B&B Inn & Day Spa
2.5 star property
Elkton
8.6 out of 10, Excellent, (223 reviews)
"The building is old but needs a lot of love with keeping it maintained. It could be such a beautiful B&B if more was put into it."
United States
Denise
The price is CA $161
CA $171 total
includes taxes & fees
Nov 26 - Nov 27
Elk Forge B&B Inn & Day Spa
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

Bally's Dover Casino Resort

Bally's Dover Casino Resort

10/10 Excellent
"We were in town for a wedding and we chose to stay here because it had everything we needed and didn’t have to leave the property for anything other than the wedding. It was so clean and everyone was so nice!"
Crystal 2-night trip
Posted 11 hours ago
Bally's Dover Casino Resort

Find out more about Middletown

Middletown B&B information

Number of reviews
1,403
Accommodation
4 B&B
Lowest Price
CA $171
Highest Price
CA $345

Frequently asked questions

What are the most popular Middletown B&Bs?
Rustic Elegance Meets Outdoor Charm - 2 bedroom Middletown is an inviting choice for travellers seeking a blend of comfort and nature. This property highlights thoughtful amenities like onsite parking through a third-party service, making it easy to come and go as you explore the beautiful surroundings of Middletown. With its cozy ambiance, it's superb for couples looking to unwind and reconnect in a serene setting.
What is the nightly rate for a B&B in Middletown?
Prices for B&Bs in Middletown often vary, but you can find a great deal from CA $171 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Middletown B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
What is the difference between a Middletown Bed & Breakfast and a hotel?
Every Middletown B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Middletown B&Bs.

Explore a world of travel with Expedia