Book Middlebury Bed & Breakfast

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Our top choices for Middlebury bed & breakfast

Jay's Ranch

Jay's Ranch
4.0 star property
Hamden
7.6 out of 10, Good, (47 reviews)
"I only stayed for one night , but the house is spotless and I was served a nice breakfast too. I also enjoyed the room. wish I could have stayed longer! "
United States
Daniela
$97 nightly
The price is $112
Jun 27 - Jun 28
Total with taxes and fees
Jay's Ranch

Homestead Inn

Homestead Inn
3.5 star property
New Milford
9.2 out of 10, Wonderful, (200 reviews)
"It was an all around great place to stay. "
United States
gerard
$206 nightly
The price is $237
Jun 14 - Jun 15
Total with taxes and fees
Homestead Inn

Peaceful Modern B&B with Comfort & Charm

Peaceful Modern B&B with Comfort & Charm
Harwinton
8.0 out of 10, Very Good, (1 review)
$158 nightly
The price is $179
Jun 14 - Jun 15
Total with taxes and fees
Peaceful Modern B&B with Comfort & Charm

Sunny Peace Homestay

Sunny Peace Homestay
3.0 star property
Harwinton
9.4 out of 10, Exceptional, (8 reviews)
"Angela is very respectful and generous to her guests."
United States
Jean
$761 nightly
The price is $875
Jun 21 - Jun 22
Total with taxes and fees
Sunny Peace Homestay
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 Middlebury Hotel Reviews

Find out more about Middlebury

Middlebury B&B information

Number of reviews
208
Accommodation
7 B&B
Lowest Price
$112
Highest Price
$875

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Middlebury?
Prices for B&Bs in Middlebury often vary, but you can find a great deal from $112 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Middlebury 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 Middlebury?
The best time to book a B&B in Middlebury is during the vibrant fall season, particularly from September to October. This period captivates travelers with its stunning autumn foliage, making it ideal for scenic drives, hiking, and leisurely strolls through the charming town. As the leaves transform into a kaleidoscope of colors, visitors can immerse themselves in the natural beauty of the surrounding landscapes.

September typically brings mild temperatures ranging from the low 50s to mid-70s Fahrenheit, creating a comfortable environment for outdoor activities. The pleasant climate allows for enjoyable exploration of Middlebury's historic sites, including the picturesque Middlebury College campus and the renowned Henry Sheldon Museum, which showcases the area's rich heritage.

If you're looking for a more budget-friendly option, consider visiting in early November. While this month marks the transition into winter, it offers a peaceful atmosphere superb for those seeking a quieter getaway. You can still enjoy hikes through the crisp autumn air, along with the chance to experience the local community's charm without the larger crowds.
What is the difference between a Middlebury Bed and Breakfast and a hotel?
Every Middlebury 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 Middlebury B&Bs.

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