A mountainous landscape with autumn foliage, rocky outcrops, and a valley below.

Book Middletown Bed & Breakfast

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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 stately house with a well-manicured lawn, a patio with outdoor furniture, and a view of the surrounding greenery.

1. Glen Gordon Manor

Glen Gordon Manor
3.5 star property
Huntly
9.8 out of 10, Exceptional, (99 reviews)
"Staff was efficient, professional, personable, thoughtful. Facilities were lovely, Breakfast was excellent."
United States
Alexander and Judith
$279 nightly
The price is $322
Nov 16 - Nov 17
Total with taxes and fees
Glen Gordon Manor
A cozy seating area with two rocking chairs and a small table, overlooking a lush garden through a large arched window.

2. Gay Street Inn

Gay Street Inn
3.5 star property
Washington
10.0 out of 10, Exceptional, (37 reviews)
"Drew and the team were fantastic. It’s such a cute little inn. Very comfortable."
Canada
Dalton
$334 nightly
The price is $360
Nov 2 - Nov 3
Total with taxes and fees
Gay Street Inn
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

Quality Inn Winchester

Quality Inn Winchester

10/10 Excellent
"Rapport qualité prix le meilleur"
michel 1-night trip
Posted 6 hours ago
Quality Inn Winchester

Find out more about Middletown

Middletown B&B information

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Frequently asked questions

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 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 & Breakfast in Middletown?
The best time to book a B&B in Middletown is from June to September, which marks the peak season for travelers seeking a vibrant getaway. During these summer months, visitors flock to the area to enjoy the warm weather, allowing for a plethora of outdoor activities such as hiking, biking, and stunning beach outings. The average temperatures hover between the mid-70s to low 80s Fahrenheit, creating an inviting climate for exploring the region's natural beauty and attractions.

July stands out as the most popular month, bustling with energy as both locals and tourists come together to celebrate various summer festivals and events. This lively atmosphere enhances the overall experience, making it an ideal time for those who thrive in a social setting.

For travelers looking for a more budget-friendly option, consider visiting in December. This month offers a unique charm, as the region transforms with holiday festivities, cozy accommodations, and scenic winter landscapes. While the weather can be cooler, with temperatures dipping into the low 40s Fahrenheit, the serene ambiance allows for peaceful explorations and intimate moments.
What is the difference between a Middletown B&B 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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