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Check prices for these dates

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10 Oct - 12 Oct
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17 Oct - 19 Oct
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31 Oct - 2 Nov
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B&B in Middlebury

Homestead Inn
Dining

Homestead Inn

3.5 star property
9.2 out of 10, Wonderful, (188)
"Antonio was a wonderful host"
Homestead Inn
Jay's Ranch
Exterior

Jay's Ranch

4.0 star property
7.8 out of 10, Good, (46)
"Im so happy I found this place to stay. Meets all my needs and great service !!"
Jay's Ranch
Sunny Peace Homestay
Exterior

Sunny Peace Homestay

2.0 star property
9.4 out of 10, Exceptional, (8)
"Angela is very respectful and generous to her guests."
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

The price is AED 2,314
AED 3,586 total
includes taxes & fees
2 Oct - 3 Oct
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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Top Middlebury Hotel Reviews

New Haven Hotel

New Haven Hotel

10/10 Excellent
"Friendly staff. Nice rooms. Good location/value."
William 1-night trip
Posted 2 days ago
New Haven Hotel

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. Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space: Situated 16.1 mi (25.9 km) from the heart of Middlebury. Sunny Peace Homestay: 2 rooms. 16 mi (25.7 km) from the heart of downtown.
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. Palace Theatre and Holy Land USA 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.