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Find a Bed and Breakfast in Middlebury from CA $251

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Check prices for these dates

Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16
In one month
Aug 28 - Aug 30
In two months
Sep 25 - Sep 27

Our top choices for Middlebury bed & breakfast

Garden

1. Sunny Peace Homestay

Sunny Peace Homestay
3.0 star property
Harwinton
9.4 out of 10, Exceptional, (9 reviews)
"Angela is very respectful and generous to her guests."
United States
Jean
The price is CA $178
CA $286 total
includes taxes & fees
Aug 13 - Aug 14
Sunny Peace Homestay
Dining

2. Homestead Inn

Homestead Inn
3.5 star property
New Milford
9.2 out of 10, Wonderful, (203 reviews)
"It was an all around great place to stay. "
United States
gerard
The price is CA $289
CA $332 total
includes taxes & fees
Aug 3 - Aug 4
Homestead Inn
Exterior detail

3. Peaceful Modern Private Room with Comfort & Charm

Peaceful Modern Private Room with Comfort & Charm
Harwinton
9.4 out of 10, Exceptional, (3 reviews)
"We had a very comfortable stay . Communication with our host was easy & prompt. We would stay again “"
United States
Laurel B.
The price is CA $193
CA $251 total
includes taxes & fees
Aug 3 - Aug 4
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.
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Top Middlebury Hotel Reviews

Hilton Garden Inn Milford

Hilton Garden Inn Milford

8/10 Good
"Very attractive, quiet, and comfortable."
John 1-night trip
Posted 3 hours ago
Hilton Garden Inn Milford

Find out more about Middlebury

Middlebury B&B information

Number of reviews
215
Accommodation
6 B&B
Lowest Price
CA $251
Highest Price
CA $332

Frequently asked questions

Searching for B&Bs in Middlebury?
If you're looking for something a little quirkier than the traditional hotel experience, a bed and breakfast might be the perfect option for your vacation. When you want to explore some attractions in town, Quassy Amusement Park and Lake Quassapaug are worth a stop.
Why choose a B&B over a traditional hotel room?
With attentive service, opportunities to meet guests from other places, and breakfast served on site, B&Bs offer a unique environment.
What are the top B&Bs in Middlebury?
Below are some well-liked B&Bs in the area: Homestead Inn: 16 rooms. 15.1 mi (24.3 km) from the heart of Middlebury.Jay's Ranch: 3 rooms. 14.7 mi (23.7 km) from the downtown core. Peaceful Modern Private Room with Comfort & Charm: Situated 16 mi (25.7 km) from the heart of Middlebury. Sunny Peace Homestay: 2 rooms. 16 mi (25.7 km) from the heart of downtown. Enjoy the outdoor pool and unique décor.
When should I book my B&B in Middlebury?
When you're dreaming of a escape to Middlebury, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 32°F. Average annual precipitation for Middlebury is 56 inches.
What is there to do in Middlebury?
When you want to check out some attractions in town, you might consider a visit to Quassy Amusement Park and Lake Quassapaug. Glebe House Museum and The Gertrude Jekyll Garden and Waterbury City Hall are also some sites to visit if you want to see more of the area.
How can I get to and around Middlebury?
Mapping out your trip in and around Middlebury is easy with these transportation options. Fly into Oxford, CT (OXC-Waterbury - Oxford), which is located 3.5 mi (5.6 km) from the heart of the city. You can also search for flights into Danbury, CT (DXR-Danbury Municipal), which is 21.4 mi (34.5 km) away. If you'd like to venture out around the area, you may want a rental car for your journey.

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