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Compare 5 B&B in Woodbury with updated reviews, rates, and availability.

Homestead Inn

3.5 star property
9.2 out of 10, Wonderful, (172)
"Super cute place. The onsite staff member was amazing. My only complaint is that our room smelled heavily of cigarettes. Not fresh. Like it was an old smoking room. We bought air freshener while we were out and had to spray repeatedly. Everything else was amazing "
The price is SAR 643
SAR 739 total
includes taxes & fees
24 Feb - 25 Feb
Homestead Inn

Sunny Peace Homestay

3.0 star property
9.0 out of 10, Wonderful, (2)
"A beautiful home in the woods of Northwest Connecticut. Quiet. Responsive and pleasant customer service. "
The price is SAR 425
SAR 489 total
includes taxes & fees
25 Feb - 26 Feb
Sunny Peace Homestay

Jay's Ranch

4.0 star property
7.8 out of 10, Good, (37)
"The hostess Rene was very friendly and accommodating. The room was spacious and clean, with comfortable bed and linens. I was pleasantly surprised that I had my own toilet. It was nice to have access to the kitchen and living room. "
Jay's Ranch

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

The price is SAR 2,625
SAR 4,001 total
includes taxes & fees
24 Feb - 25 Feb
Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space

Captain Josiah Cowles Place

3.0 star property
10.0 out of 10, Exceptional, (19)
"This is a beautiful old home (c 1730), that is now used as an Inn-B&B establishment. It is very beautiful, clean and the owners provided a great breakfast and great hospitality ....which included the owners hand made Maple syrup made from the owners' Sugar Maples on the property. It was quite an experience, a real treat to be vacationing for a night in a home/Inn that was built before the Revolutionary War was even thought of and on the National Registry of Historic Homes/Buildings......It...
Captain Josiah Cowles Place
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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Other property types in Woodbury

Cozy 3-bedroom cabin in Woodbury. With Brook and mountain to enjoy.

10.0 out of 10, Exceptional, (1)
"My wife and I decided at the last minute to get away this place fit this it is a closed up ski resort the owner is so nice he actually came out went over everything with us the night we arrived the stay was amazing wood stove was the best we made a pallet on floor by the wood stove was just the best Seymour was the best and did everything to make your stay the best"
Cozy 3-bedroom cabin in Woodbury. With Brook and mountain to enjoy.

Lakehouse; Kayaks, Grill, FirePit, Gym, Movie Room, Pool Table, Air Hockey etc!

9.6 out of 10, Exceptional, (83)
"No complaints. Stayed during the winter so ne er got the full experience with the lake but it was a great home."
Lakehouse; Kayaks, Grill, FirePit, Gym, Movie Room, Pool Table, Air Hockey etc!

NEW Candlewood Lake 4BR 2BA Direct Waterfront Home Dock~Fire Pit~Winter Special!

10.0 out of 10, Exceptional, (5)
"This place is amazing!! The house had everything we needed and more. We really enjoyed our stay and also be able to host some of our family in the area was precious. My daughters rented equipment for the babies which worked out well. The house is very spacious and 5 adults and 3 children fit nicely. Very highly recommend. The pier was fun to hang out on but due to weather we were to enjoy the lake as much. Easy to find, and owners were very responsive. "
NEW Candlewood Lake 4BR 2BA Direct Waterfront Home Dock~Fire Pit~Winter Special!
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.

Frequently asked questions

Searching for B&Bs in Woodbury?
If you want to find an accommodation with fewer rooms than a hotel and an intimate environment, a bed and breakfast might be a great fit for your vacation to Woodbury. While you’re here, you can get to know Woodbury by exploring its natural beauty. Consider a stop by Glebe House Museum and The Gertrude Jekyll Garden and Hollow Park.
How do you know if a B&B is the best choice for your stay?
With attentive service, an atmosphere suited to mingling with other guests, and top-rated breakfasts, B&Bs offer a unique setting.
What are the best bed and breakfasts in Woodbury?
Here are some B&Bs in the area: Homestead Inn: 16 rooms. 10.7 mi (17.3 km) from the heart of Woodbury.Sunny Peace Homestay: 2 rooms. 16.5 mi (26.6 km) from the downtown core. Jay’s Ranch: 3 rooms. Situated 18.4 mi (29.6 km) from the heart of Woodbury. Captain Josiah Cowles Place: 2 rooms. Located 16.1 mi (25.9 km) from the core of Woodbury. Enjoy the free full breakfast and library.
When should I book my B&B in Woodbury?
When you’re dreaming of a stay in Woodbury, be sure to take into account the year-round temperatures. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 32°F. Average annual precipitation for Woodbury is 56 inches.
What is there to do in Woodbury?
Spend some time exploring Glebe House Museum and The Gertrude Jekyll Garden and Hollow Park if you’re hoping to see some of the area’s natural features. You might put Pilgrim Mall Shopping Center and Lake Quassapaug on your list if you want to see more of the area.
How can I get to and around Woodbury?
Mapping out your trip in and around Woodbury is easy with these transportation options. Fly into Oxford, CT (OXC-Waterbury - Oxford), which is located 5.8 mi (9.4 km) from the heart of the city. Otherwise, you can search for flights to Danbury, CT (DXR-Danbury Municipal), which is 18.6 mi (30 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.