Book Woodstock Bed & Breakfast

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Aug 15 - Aug 17
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B&B in Woodstock

Trainmasters Inn
Classic dining area with a wooden table and chairs, flanked by cabinets and shelves, and a chandelier.

Trainmasters Inn

3.0 star property
9.6 out of 10, Exceptional, (355)
"I love staying here! It’s fun, clean and the owners are great! Their restaurant is beyond delicious and only a short walk away. "
$150 nightly
The price is $159
Aug 7 - Aug 8
Total includes taxes and fees
Trainmasters Inn
The Watson Boutique Bed & Breakfast
Enjoy a traditional dining experience in this elegantly appointed room, featuring a round table set for a meal with fine glassware and a beautiful centerpiece.

The Watson Boutique Bed & Breakfast

3.0 star property
10.0 out of 10, Exceptional, (23)
"We had a great stay, very comfortable and the breakfast was delicious."
$199 nightly
The price is $221
Aug 7 - Aug 8
Total includes taxes and fees
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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Top Woodstock Hotel Reviews

Graduate by Hilton Storrs

Graduate by Hilton Storrs

10/10 Excellent
"Coffee in the room was non-existent. $15 service fee is a joke."
JEREMY 2-night trip
Posted 2 days ago
Graduate by Hilton Storrs

Frequently asked questions

What is the nightly rate for a B&B in Woodstock?
Prices for B&Bs in Woodstock often vary, but you can find a great deal from $159 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Woodstock B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed & Breakfast in Woodstock?
The best time to book a B&B in Woodstock is during the vibrant summer months from June to September, when the area comes alive with festivals, music, and outdoor activities. This peak season offers a wonderful opportunity for travelers to immerse themselves in the artistic and cultural pulse of the town, all while enjoying the warm, pleasant weather. Temperatures generally range from the mid-60s to the mid-80s Fahrenheit, making it ideal for outdoor exploration and leisurely strolls through the picturesque streets.

July stands out as the most popular month, attracting visitors eager to participate in local events and enjoy the scenic beauty of the surrounding Catskill Mountains. The lively atmosphere, coupled with various arts and crafts fairs, creates a great blend of excitement and relaxation. From hiking to live music performances, there's something for everyone to enjoy during this bustling time.

For those looking for a more budget-friendly experience, consider planning your visit in December. While this month is less crowded, it brings its own charm with festive decorations and holiday events that showcase the town's unique character. Visitors can take advantage of the cozy ambiance and explore local shops, making it a delightful time to experience Woodstock's warmth without the summer rush.
What is the difference between a Woodstock B&B and a hotel?
Every Woodstock B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Woodstock B&Bs.