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Book Middletown Bed & Breakfast

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Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4
In one month
Jan 16 - Jan 18
In two months
Feb 13 - Feb 15

Our top choices for Middletown bed & breakfast

Exterior
Glen Gordon Manor

Glen Gordon Manor

Glen Gordon Manor
3.5 star property
Huntly
9.8 out of 10, Exceptional, (94)
"Staff was all very attentive. Nice and peaceful stay. Wife loved it, very vintage and clean."
United States
KYLE
$309 nightly
The price is $338
Jan 8 - Jan 9, 2026
Total with taxes and fees
Glen Gordon Manor
Interior detail
Gay Street Inn

Gay Street Inn

Gay Street Inn
3.5 star property
Washington
10.0 out of 10, Exceptional, (34)
"Beautiful historic Inn with incredible owners and service. "
United States
Renee
$359 nightly
The price is $387
Jan 1 - Jan 2, 2026
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

The George Washington Hotel, A Wyndham Grand Hotel

The George Washington Hotel, A Wyndham Grand Hotel

10/10 Excellent
"Beautiful accommodations,courteous staff,charming "
larry 1-night trip
Posted 2 days ago
The George Washington Hotel, A Wyndham Grand Hotel

Find out more about Middletown

Middletown B&B information

Number of reviews
75
Accommodation
2 B&B
Lowest Price
$338
Highest Price
$387

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 from $338 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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