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

Book Middletown Bed & Breakfast

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  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11
In one month
Oct 23 - Oct 25
In two months
Nov 20 - Nov 22

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, (512 reviews)
$162 nightly
The price is $172
Oct 1 - Oct 2
Total with taxes and fees
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)
"If you’re looking for a great AB&B to stay, this is the place to stay-you will NOT be disappointed."
United States
Thomas
$236 nightly
The price is $247
Sep 27 - Sep 28
Total with taxes and fees
Miller-Dunham House Bed & Breakfast
A Victorian-style building with a porch, outdoor seating, and a sign for Vandiver Inn.

3. Vandiver Inn

Vandiver Inn
3.5 star property
Havre De Grace
9.4 out of 10, Exceptional, (573 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
$175 nightly
The price is $196
Sep 30 - Oct 1
Total with taxes and fees
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, (218 reviews)
"The Clawfoot bathtub and 4 poster bed are nice and the house is right by The Spa so it's setup for a relaxing stay and also Weddings. Would be neat to attend with a Book Club or a Gals Full Moon Outing especially with cooler weather when the upstairs rooms with Jacuzzis in the rooms can be used."
United States
Sarah
$129 nightly
The price is $137
Sep 27 - Sep 28
Total with taxes and fees
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.
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Top Middletown Hotel Reviews

Great Wolf Lodge Perryville

Great Wolf Lodge Perryville

8/10 Good
"Room was clean well staff was good parking big and good."
Abdalla 1-night trip
Posted 7 hours ago
Great Wolf Lodge Perryville

Find out more about Middletown

Middletown B&B information

Number of reviews
881
Accommodation
5 B&B
Lowest Price
$137
Highest Price
$247

Frequently asked questions

What are the most popular Middletown Bed and Breakfasts?
Rustic Elegance Meets Outdoor Charm - 2 bedroom Middletown is an inviting choice for travelers 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 Bed & Breakfast in Middletown?
Prices for B&Bs in Middletown often vary, but you can find a great deal from $137 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.
When is the best time to book a Bed and Breakfast in Middletown?
The most popular time to book a B&B in Middletown is during the vibrant summer months of June through August. This is when visitors flock to enjoy the area's beautiful landscapes and partake in outdoor activities such as hiking, biking, and exploring the picturesque vineyards that define the region. With warm temperatures typically ranging from the mid-70s to the low 90s Fahrenheit, it's an ideal setting for those who appreciate sun-soaked adventures and lively local events.

In particular, July stands out as the high point of the season, drawing crowds eager to experience community festivals and outdoor concerts that fill the air with joy and excitement. The lively atmosphere during this peak period creates a fantastic opportunity for travelers to connect with fellow adventurers and engage in the local culture.

For those looking for a more budget-friendly option, late fall, particularly November, offers a delightful alternative. While the tourist numbers dip, visitors can still enjoy the serene beauty of Middletown, with the added benefit of fewer crowds. This month provides a great backdrop for peaceful vineyard tours and scenic walks, allowing for a more intimate experience of the region's charm.
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.

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