A multi-tiered waterfall cascading over dark rocks surrounded by lush greenery.

Book Middlebury Bed & Breakfast

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

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

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Our top choices for Middlebury bed & breakfast

1. Homestead Inn

Homestead Inn
3.5 star property
New Milford
9.2 out of 10, Wonderful, (210 reviews)
"The room was updated to a high end accommodation , it was Beautiful, the inn keepers were nice and accommodating. Location was perfect , to walk around New Milford Room was on a busy road A hot breakfast should have been included"
United States
Priscilla
$206 nightly
The price is $237
Nov 15 - Nov 16
Total with taxes and fees
Homestead Inn

2. Sunny Peace Homestay

Sunny Peace Homestay
3.0 star property
Harwinton
9.0 out of 10, Wonderful, (19 reviews)
"When I arrived after dark, it was hard to tell if I was at the right house. The bedroom was clean and quiet. Appears to be a shared bathroom but lucky one of the two bedrooms were vacant. Good for a quick stay."
United States
Dean
$183 nightly
The price is $211
Nov 10 - Nov 11
Total with taxes and fees
Sunny Peace Homestay

3. Peaceful Modern Private Room with Comfort & Charm

Peaceful Modern Private Room with Comfort & Charm
Harwinton
8.4 out of 10, Very good, (6 reviews)
"We had a very comfortable stay . Communication with our host was easy & prompt. We would stay again “"
United States
Laurel B.
$173 nightly
The price is $197
Dec 1 - Dec 2
Total with taxes and fees
Peaceful Modern Private Room with Comfort & Charm
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Middlebury Hotel Reviews

Find out more about Middlebury

Middlebury B&B information

Number of reviews
Accommodation
6 B&B
Lowest Price
$197
Highest Price
$237

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 $197 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.

Explore a world of travel with Expedia