Search B&B in Woodstock

April 2025

SundayMondayTuesdayWednesdayThursdayFridaySaturday

May 2025

SundayMondayTuesdayWednesdayThursdayFridaySaturday

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
18 Rab. II - 20 Rab. II
In two weeks
25 Rab. II - 27 Rab. II
In one month
9 Jum. I - 11 Jum. I
In two months
6 Jum. II - 8 Jum. II

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

Woodstock Inn & Resort
Lobby

Woodstock Inn & Resort

4.5 star property
9.2 out of 10, Wonderful, (508)
"Great resort, beautiful property-only issue was room was cold - aside from that, loved the stay "
The price is SAR 1,122
SAR 1,399 total
includes taxes & fees
10 Apr - 11 Apr
Woodstock Inn & Resort
The Shire Woodstock
Property grounds

The Shire Woodstock

3.0 star property
8.8 out of 10, Excellent, (734)
"Clean, nice, great value, nice place"
The price is SAR 497
SAR 580 total
includes taxes & fees
15 Apr - 16 Apr
The Shire Woodstock
506 On the River Inn
Family Suite, 2 Bedrooms | Private kitchen | Microwave

506 On the River Inn

4.0 star property
9.4 out of 10, Exceptional, (990)
"Beautiful pool setting"
The price is SAR 740
SAR 951 total
includes taxes & fees
9 Apr - 10 Apr
506 On the River Inn
The Jackson
Fireplace

The Jackson

4.0 star property
9.8 out of 10, Exceptional, (208)
"Beautiful property with wonderful attention to detail and warm, friendly staff — really enjoyed our stay! Woodstock is a charming town and The Jackson staff offered great local recommendations in addition to providing comfortable lodging with thoughtful amenities, delicious breakfast and pretty views. Thank you to Dave and team — highly recommend!"
The price is SAR 745
SAR 819 total
includes taxes & fees
12 Apr - 13 Apr
The Jackson
Sleep Woodstock Motel
Deluxe Suite | Individually decorated, desk, blackout drapes, iron/ironing board

Sleep Woodstock Motel

2.0 star property
9.6 out of 10, Exceptional, (477)
"Thank "
The price is SAR 383
SAR 483 total
includes taxes & fees
10 Apr - 11 Apr
Sleep Woodstock Motel
The Vesper
Economy Room | Individually decorated, individually furnished, free WiFi, bed sheets

The Vesper

3.0 star property
9.8 out of 10, Exceptional, (16)
"Lovely"
The price is SAR 380
SAR 418 total
includes taxes & fees
16 Apr - 17 Apr
The Vesper
Stay At Jimmy's
Front of property

Stay At Jimmy's

3.0 star property
10.0 out of 10, Exceptional, (29)
"Jimmy greeted us as we arrived. Clean, modern suite with private entrance. We loved the place and plan to return."
The price is SAR 747
SAR 822 total
includes taxes & fees
15 Apr - 16 Apr
Stay At Jimmy's
Lincoln Inn & Gallery
BBQ/picnic area

Lincoln Inn & Gallery

3.0 star property
10.0 out of 10, Exceptional, (2)
"We had a wonderful stay at the Lincoln Inn. The property was very cute and historic, and the innkeeper was warm and welcoming."
The price is SAR 642
SAR 706 total
includes taxes & fees
9 Apr - 10 Apr
Lincoln Inn & Gallery
The Village Inn of Woodstock
Garden

The Village Inn of Woodstock

4.0 star property
9.8 out of 10, Exceptional, (86)
"We had a wonderful experience staying at The Village Inn in Woodstock and highly recommend it for anyone visiting the area. The location is ideal, making it incredibly convenient to explore the shops, galleries, and restaurants that Woodstock is known for. Close enough to walk to everything, yet far enough to offer a peaceful escape from the hustle and bustle of Main St. One of the standout features of the inn is the homemade breakfast. As a trained chef, Heather, the inn’s owner, takes great...
The Village Inn of Woodstock
Classic, cozy farmhouse in the 4 season playground of VT's prettiest town!
Property grounds

Classic, cozy farmhouse in the 4 season playground of VT's prettiest town!

10.0 out of 10, Exceptional, (29)
"Great space for a relaxing weekend. Communication was excellent and everything was a described. Plenty of space to spread out. Thanks for a great time! "
Classic, cozy farmhouse in the 4 season playground of VT's prettiest town!
The Woodstocker B&B
Front of property

The Woodstocker B&B

4.0 star property
10.0 out of 10, Exceptional, (51)
"This food at this property is amazing!! I would come back any day, the bread and entire menu is incredible. The zagat should try their breakfast! "
The Woodstocker B&B
Woodbridge Inn
Front of property - evening/night

Woodbridge Inn

3.0 star property
9.6 out of 10, Exceptional, (64)
"Darling -- Wonderful location, hosts and great breakfast -- We will be back during ski season. Thank you. "
Woodbridge Inn
Deer Brook Inn
Terrace/patio

Deer Brook Inn

4.0 star property
10.0 out of 10, Exceptional, (21)
"The Inn was so lovely and charming and exceeded our expectations! The hospitality offered by the Inn Keeper and his team was truly remarkable and we felt welcome and spoiled throughout our stay. The property itself is stunning and the attention to detail is five star in our book!!! We will definitely be back! Plan your stay!! You won’t be disappointed!!"
Deer Brook Inn
18-Acres in Woodstock - Pet-Friendly, Trails, Brook, Fireplace, Screened Porch
Interior

18-Acres in Woodstock - Pet-Friendly, Trails, Brook, Fireplace, Screened Porch

18-Acres in Woodstock - Pet-Friendly, Trails, Brook, Fireplace, Screened Porch
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.
Don't see what you're looking for?
See all available properties in Woodstock
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Woodstock

Woodstock Carriage House-280 acres-Views-Gardens-Skiing-Farm-2.5 miles from town
Outdoor dining

Woodstock Carriage House-280 acres-Views-Gardens-Skiing-Farm-2.5 miles from town

10.0 out of 10, Exceptional, (52)
"Perfect! The home was clean and comfortable for our group of four. Plenty of outdoor activities nearby. Woodstock has lovely shops and restaurants. We will be back."
Woodstock Carriage House-280 acres-Views-Gardens-Skiing-Farm-2.5 miles from town
Sleep Woodstock - 2 Double Beds - Dog Friendly
Aerial view

Sleep Woodstock - 2 Double Beds - Dog Friendly

The price is SAR 374
SAR 559 total
includes taxes & fees
7 May - 8 May
Sleep Woodstock - 2 Double Beds - Dog Friendly
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Fridge, microwave, oven, stovetop

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3.0 star property
9.0 out of 10, Wonderful, (42)
"This property was perfectly situated for ski on ski off accessibility. It had plenty of room for four adults. We also enjoyed the Sauna after skiing. The host Ryan was very easy to deal with and the check in/out process was simple and efficient. "
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
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 make some connections, a B&B might be the right choice for your trip. While you’re enjoying your trip to Woodstock, Marsh-Billings-Rockefeller National Historical Park and Green Mountain National Forest are perfect spots to get in some fresh air and greenery.
Are you thinking about B&Bs over traditional hotel rooms?
With attentive service, an atmosphere suited to mingling with other guests, and top-rated breakfasts, B&Bs all have a unique setting.
What are the top B&Bs in Woodstock?
You might consider checking out these B&Bs in Woodstock: The Jackson: 11 rooms. Enjoy the designer toiletries and library. The Vesper: 9 rooms. Stay At Jimmy’s: 3 rooms. Enjoy the jetted tubs and private yard. Woodbridge Inn: 6 rooms. Enjoy the free full breakfast and unique décor. The Woodstocker B&B: 9 rooms. Enjoy the free cooked breakfast and sauna.
How many Bed & Breakfasts should I expect to find in Woodstock?
Expedia has 6 B&Bs for your vacation in Woodstock.
When is the best time to book my B&B in Woodstock?
When you’re dreaming of a trip to Woodstock, year-round temperatures and rainfall may be important factors to consider. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 24°F. The snowiest months in Woodstock are March, January, November, and February, with each month seeing an average of 15 inches of snowfall.
What is there to do in Woodstock?
Travelers enjoy Woodstock for its restaurants and historic landmarks. If cultural attractions are high on your list, Woodstock Town Hall Theatre and Billings Farm and Museum are spots to check out. You might put Marsh-Billings-Rockefeller National Historical Park and Saskadena Six Ski Area on your list if you want to see more of the area.
How can I get to and around Woodstock?
Mapping out your trip in and around Woodstock is easy with these transportation options. Fly into Lebanon, NH (LEB-Lebanon Municipal), which is located 10.5 mi (16.9 km) from the heart of the city. Otherwise, you can search for flights to Springfield, VT (VSF-Hartness State), which is 19.4 mi (31.3 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.