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Next weekend
Jul 4 - Jul 6
In two weeks
Jul 11 - Jul 13
In one month
Jul 25 - Jul 27
In two months
Aug 22 - Aug 24

Compare 4 B&B in Middlebury with updated reviews, rates, and availability.

Homestead Inn
Dining

Homestead Inn

3.5 star property
9.2 out of 10, Wonderful, (180)
"I didn’t even realize how cute the Inn was. Such a nice addition to my trip and a wonderful surprise "
$206 nightly
The price is $237
Jul 10 - Jul 11
Total includes taxes and fees
Homestead Inn
Jay's Ranch
Exterior

Jay's Ranch

4.0 star property
7.6 out of 10, Good, (43)
"Quiet and safe "
$109 nightly
The price is $125
Jun 28 - Jun 29
Total includes taxes and fees
Jay's Ranch
Sunny Peace Homestay
Living room

Sunny Peace Homestay

2.0 star property
8.8 out of 10, Excellent, (5)
"Stayed there for business. Cute bed and breakfast! She made me tea when I got there late. Angie was a sweetheart Will def stay every time I have a shift at the hospital! "
Sunny Peace Homestay
Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space
Property grounds

Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space

$863 nightly
The price is $976
Jun 29 - Jun 30
Total includes taxes and fees
Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space
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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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 $125 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.