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

Trainmasters Inn
Reception

Trainmasters Inn

3.0 star property
9.6 out of 10, Exceptional, (313)
"The Trainmasters Inn was a delightful discovery. We were looking for a place about midway on our journey from Maine to NYC and discovered it on Expedia in a search specifically for a B&B. We both enjoy trains and decided to try it. Although we didn't ever see our hosts, we were in constant communication via text. The Inn is unique and wonderful, our room was very attractive and comfortable and we loved the train theme. Breakfast consisted of home made muffins, yogurt, orange juice and coffee....
The price is AED 441
AED 466 total
includes taxes & fees
29 Dec - 30 Dec
Trainmasters Inn
The Watson Boutique Bed & Breakfast
Lobby

The Watson Boutique Bed & Breakfast

3.0 star property
10.0 out of 10, Exceptional, (20)
"When we arrived we met Scott and knew this place was special. Our room was very unique, exquisitely decorated and comfortable. Would highly recommend and cannot wait to stay again."
The price is AED 696
AED 772 total
includes taxes & fees
1 Jan - 2 January 2025
The Watson Boutique Bed & Breakfast
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 Woodstock

Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!
Exterior

Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!

9.8 out of 10, Exceptional, (61)
"What a delight to open the kitchen curtains and seeing the beautiful lake! Peaceful, refreshing, perfect way to start the holiday or any memory moment! This was our second stay at the house and it was better than the first! We hiked locally and enjoyed the events throughout the town. "
The price is AED 1,010
AED 1,862 total
includes taxes & fees
2 Jan - 3 January 2025
Secluded 2-Acre Lakefront Home! Exclusive Off-Season Rates – Book Your Retreat!
Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!
Exterior

Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!

10.0 out of 10, Exceptional, (9)
"Beautifully appointed home on a beautiful lake in Woodstock, CT. We enjoyed kayaking on the lake, visiting nearby orchards and hiking the many scenic trails nearby. Many great restaurants in the area as well. Although we did not partake, there is a great rail trail nearby for hiking, walking, etc. The home listing is very accurate, the kitchen is well equipped, and the cleanliness of the home is top notch. In addition, the hosts Heather and Dan, were very responsive and were...
The price is AED 1,010
AED 1,862 total
includes taxes & fees
2 Jan - 3 January 2025
Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!
Cozy Guesthouse in the Heart of Worcester
Bathroom

Cozy Guesthouse in the Heart of Worcester

9.0 out of 10, Wonderful, (13)
"Great for our stay for the NEMF this weekend. Easy check in with flexible hours. Comfy. Fitted our needs!"
The price is AED 331
AED 631 total
includes taxes & fees
2 Jan - 3 January 2025
Cozy Guesthouse in the Heart of Worcester
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 Woodstock?
Whether you’re on a family vacation and want a small, cozy place to stay, or you’re a solo traveler hoping to meet fellow tourists, B&Bs can be a great choice for many types of vacationers. Hoping to play some golf on your trip? You might stop by Woodstock Golf Course or Roseland Park Golf Course while you’re in Woodstock.
How do you know if a B&B is a good option for you?
With attentive service, opportunities to meet other guests, and breakfast served on site, B&Bs offer a truly one-of-a-kind setting.
What are the top B&Bs in Woodstock?
Check out this B&B in the area: The Watson Boutique Bed & Breakfast: 5 rooms. Situated 5.8 mi (9.3 km) from the heart of Woodstock.
When should I book my B&B in Woodstock?
When you’re dreaming of a escape to Woodstock, 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 Woodstock is 55 inches.
What is there to do in Woodstock?
When you want to spend some time in the great outdoors, Woodstock Town Beach and Muddy Pond are some notable spots. You might put Roseland Cottage and Woodstock Golf Course on your list if you want to see more of the area.
How can I get to and around Woodstock?
Planning your excursions in and around Woodstock is easier with these transportation options. Fly into Worcester, MA (ORH-Worcester Regional), which is located 22.8 mi (36.7 km) from the heart of the city. Otherwise, you can search for flights to Pawtucket, RI (SFZ-North Central State), which is 25 mi (40.2 km) away. If you’d like to venture out around the area, you may want to rent a car for your trip.