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Bed and Breakfast in Woodstock

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Featured B&B in Woodstock

Morning Glory B n B Woodstock NY
3 out of 5
141 Tinker Street, Woodstock, NY
The price is $159 per night from Nov 3 to Nov 4

Situated in Woodstock, this bed & breakfast is within 1 mi (2 km) of Woodstock Public Library and Woodstock Golf Club. Overlook Mountain Trailhead is 3.1 mi ...

4.2/5Excellent! (53 reviews)
Gorgeous Weekend

"Our stay was absolutely delightful at Morning Glory! We stayed in the tiny house available on the property and it felt like we had our own little treehouse/cabin. The place was extremely clean and put together. Fresh eggs from the chickens on the property greeted us for breakfast and also provided ..."…"

Reviewed on Jul 18, 2020

Morning Glory B n B Woodstock NY
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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.

Other property types in Woodstock

The Woodstock Inn on the Millstream

The Woodstock Inn on the Millstream

3 out of 5
48 Tannery Brook Rd, Woodstock, NY
The price is $155 per night from Nov 2 to Nov 3
4.4/5Wonderful! (65 reviews)

"Property was nice and proximity to Main Street was ideal. Could have used more supplies such as bar soap, hand sanitizer. Pocket door to bathroom was sketchy and was annoying to open and close."…"

Reviewed on Aug 30, 2020

The Woodstock Inn on the Millstream
Twin Gables of Woodstock

Twin Gables of Woodstock

2.5 out of 5
73 Tinker St, Woodstock, NY
The price is $149 per night from Oct 26 to Oct 27
4.8/5Exceptional! (5 reviews)

"The staff went above and beyond making us feel welcome and at home! Very clean, cozy, and a very short walk to all of the best Woodstock shopping, restaurants, and bars."…"

Reviewed on Oct 19, 2020

Twin Gables of Woodstock
Hotel Woodstock - Queen Anne's Lace Suite

Hotel Woodstock - Queen Anne's Lace Suite

Woodstock, NY
The price is $59 per night from Nov 1 to Nov 2
4.7/5Exceptional! (15 reviews)
Cool hotel in the center of town

"This hotel is old, small + very vibey..with all the important details, good hot water, comfy bed + downstairs is the best food, lattes in Woodstock! There's a small outdoor porch off the room that looks out at the mountains for morning coffee and the room is super quiet, we're already planning the ..."…"

Reviewed on Oct 25, 2019

Hotel Woodstock - Queen Anne's Lace Suite
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.

Why Stay at a B&B in Woodstock?

If you want to find a place to stay with a small number of rooms and a cozy environment, a bed and breakfast may be the perfect thing for your vacation to Woodstock. Though you might have a hard time finding B&Bs in the heart of the city, there are 284 accommodations and 28 B&Bs in the larger area. If you're interested in playing some golf on your trip, Woodstock Golf Club is a good spot to get in a game.

B&Bs Near Woodstock

B&Bs all have a unique charm— whether it's a cozy reading space or a sunlit breakfast nook, the little details are what make bed and breakfasts a home away from home. Below are some B&Bs in the surrounding area:

Morning Glory B&B Woodstock NY: 3 stars, 5 rooms

  • 0.5 mi (0.7 km) from the heart of Woodstock
  • Full breakfast
  • Individually decorated rooms

Mountain Brook: 4 stars, 19 rooms

  • 10.8 mi (17.3 km) from the downtown core
  • Full breakfast
  • On-site bar

How to Pack for the Weather in Woodstock

If you're trying to figure out when might be the optimal time to travel to Woodstock, we've collected some relevant weather info to help you plan your getaway:

  • The hottest months are typically July and August, while January and February are the coldest months
  • Average rainfall is 46.61 inches in a year
  • January-March: Daytime temperatures average 54° F and nighttime temperatures average 15° F
  • April-June: 83° F is the daytime average and 31° F is the nighttime average
  • July-September: Daytime averages are around 85° F and nighttime averages are around 45° F
  • October-December: The average temperatures are 69° F during the day and 17° F at night

Exploring Woodstock

When you want to check out some attractions in town, you might consider a visit to Woodstock Public Library and Woodstock Golf Club. You might put Overlook Mountain Trailhead and Karma Triyana Dharmachakra Monastery on your list if you want to see more of the area.

Travelers also appreciate Woodstock for its:

  • Forests
  • Riverfront
  • Art
  • Mountain views
  • Coffee

Transportation Options In and Around Woodstock

Fly into Hudson, NY (HCC-Columbia County), which is located 27.2 mi (43.7 km) away from the heart of the city. Otherwise, you can search for flights to Albany, NY (ALB-Albany Intl.), which is 51.1 mi (82.3 km) away. If you'd like to explore around the area, consider renting a car to take in more sights.

Frequently asked questions

Searching for B&Bs in Woodstock?
If you’re looking for something a little more offbeat than the traditional hotel experience, a bed and breakfast could be the perfect alternative for your getaway. If you’re interested in playing some golf on your trip, Woodstock Golf Club is a good spot to tee off.
How do you know if a B&B is the right choice for you?
With attentive service, opportunities to mingle with other guests, and hearty breakfasts, B&Bs provide a truly one-of-a-kind setting.
What are the best B&Bs in Woodstock?
Here are some well-liked B&Bs in the area: Morning Glory B n B Woodstock NY: 3 stars, 5 rooms. 1.2 mi (2 km) from the heart of Woodstock.Shandaken Inn: 3 stars, 15 rooms. 16.3 mi (26.2 km) from the downtown core. Enjoy the local cuisine breakfast and 24-hour fitness center. The Washington Irving Inn: 2.5 stars, 15 rooms. Located 10.3 mi (16.6 km) from the core of Woodstock. Enjoy the free full breakfast and bar/lounge.
When is the best time to 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 31°F. The snowiest months in Woodstock are December, January, February, and March, with each month seeing an average of 9 inches of snowfall.
What is there to do in Woodstock?
Spend some time exploring Overlook Mountain Trailhead and Thorn Preserve - Catskill Center if you’re hoping to see some of the area’s natural features. You might put Woodstock Golf Club and Karma Triyana Dharmachakra Monastery on your list if you want to see more of the area.
How can I get to and around Woodstock?
You can map out your trip in and around Woodstock ahead of time with these transportation options. Fly into Hudson, NY (HCC-Columbia County), which is located 26.4 mi (42.4 km) away from the city center. If you’d like to venture out around the area, you may want a rental car for your journey.

More trip options