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Check prices for these dates

Next weekend
7 Feb - 9 Feb
In two weeks
14 Feb - 16 Feb
In one month
28 Feb - 2 Mar
In two months
28 Mar - 30 Mar

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

Homestead Inn
Front of property

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 AED 629
AED 724 total
includes taxes & fees
3 Feb - 4 Feb
Homestead Inn
Sunny Peace Homestay
Exterior

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 AED 463
AED 532 total
includes taxes & fees
3 Feb - 4 Feb
Sunny Peace Homestay
Jay's Ranch
Terrace/patio

Jay's Ranch

3.5 star property
7.8 out of 10, Good, (36)
"Best stay ever !!! Felt like I was family , she cooked us breakfast in the morning and also offered lunch and dinner , and also addressed that every Wednesday was laundry day and it was included with our stay, and told us if we pay for two days that we have the option to stay the third day free of charge "
The price is AED 319
AED 367 total
includes taxes & fees
3 Feb - 4 Feb
Jay's Ranch
Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space
Interior

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

The price is AED 2,571
AED 3,918 total
includes taxes & fees
3 Feb - 4 Feb
Stylish 3000 Square-Feet Private Floor Luxury Oasis in a Commercial Space
Captain Josiah Cowles Place
Exterior

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

Escape to a Celebrity Chef's Waterfront Lake House

Escape to a Celebrity Chef's Waterfront Lake House

Escape to a Celebrity Chef's Waterfront Lake House
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
Main deck w/ grill & sweeping lake views. Baby/dog gate at deck stairs.

Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock

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, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...
Property grounds

Immaculate waterfront home nestled in the Litchfield hills w/ tons of...

9.8 out of 10, Exceptional, (22)
"We made happy memories over a cold January weekend. We cooked together, sat around the fire, played games and dozed in comfortable beds with high quality linens. We enjoyed the view of the water and the twinkling lights on the property at night. The steam shower was divine. If you like cooking, bring good knives, a veggie peeler and good pans. Plenty of glassware and dishes and some cookware provided. "
Immaculate waterfront home nestled in the Litchfield hills w/ tons of...
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 Hollow Park and Glebe House Museum and The Gertrude Jekyll Garden.
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 Hollow Park and Glebe House Museum and The Gertrude Jekyll Garden if you’re hoping to see some of the area’s natural features. You might put Lake Quassapaug and Pilgrim Mall Shopping Center 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.