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

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 287
AED 331 total
includes taxes & fees
24 Dec - 25 Dec
Jay's Ranch
Homestead Inn
Front of property

Homestead Inn

3.5 star property
9.2 out of 10, Wonderful, (171)
"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
5 Jan - 6 January 2025
Homestead Inn
Sunny Peace Homestay
Exterior

Sunny Peace Homestay

3.0 star property
10.0 out of 10, Exceptional, (1)
"Stayed there for business. Cute bed and breakfast! She made me tea when I got there late. Angie was a sweetheart Will def stay every time I have a shift at the hospital! "
The price is AED 463
AED 532 total
includes taxes & fees
24 Dec - 25 Dec
Sunny Peace Homestay
2500 SF Loft: You Own Full Floor Luxury Oasis in a Commercial Space
Interior

2500 SF Loft: You Own Full Floor Luxury Oasis in a Commercial Space

The price is AED 1,102
AED 1,782 total
includes taxes & fees
24 Dec - 25 Dec
2500 SF Loft: You Own Full 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

Spacious Woodbury Home w/ Pool + Hot Tub!
Woodbury Vacation Rental | 4BR | 3BA | 3,321 Sq Ft | Stairs Required for Access

Spacious Woodbury Home w/ Pool + Hot Tub!

Spacious Woodbury Home w/ Pool + Hot Tub!
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, (77)
"Thank you for allowing us to reside at your beautiful property. We appreciate your expedited communication & commitment to quality. We thank Jehovah for a safe enjoyable trip & as we return back to Atlanta, GA. "
Lakehouse, Private Beach, Kayaks, FirePit, Gym, Movie Room, Pool Table, Air Hock
Cozy & Chic Cabin by the Lake, with access to private Beach!
Exterior

Cozy & Chic Cabin by the Lake, with access to private Beach!

10.0 out of 10, Exceptional, (17)
"great chic house, very clean"
Cozy & Chic Cabin by the Lake, with access to private Beach!
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: Jay’s Ranch: 3 rooms. 18.4 mi (29.6 km) from the heart of Woodbury.Homestead Inn: 16 rooms. 10.7 mi (17.3 km) from the downtown core. Sunny Peace Homestay: 2 rooms. 16.5 mi (26.6 km) from the heart of downtown.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 Lake Quassapaug 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 Pilgrim Mall Shopping Center and Hollow Park 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.