Best Bed and Breakfast Woodstock
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Best-rated
Shaker Mill Inn
- In-room breakfast
- Free parking
- Housekeeping
- Air conditioning
- Skiing
- Patio
The 5-star Shaker Mill Inn West Stockbridge offers quick access to The Former Gallery, situated around 5 minutes' walk away. This convenient hotel offers 9 rooms with views of the courtyard.
You can dine at No. Six Depot Roastery & Cafe, 5 minutes' stroll away.
Shaker Mill Inn
- In-room breakfast
- Free parking
- Housekeeping
- Air conditioning
- Skiing
- Patio
Shaker Mill Inn
The 5-star Shaker Mill Inn West Stockbridge offers quick access to The Former Gallery, situated around 5 minutes' walk away. This convenient hotel offers 9 rooms with views of the courtyard.
You can dine at No. Six Depot Roastery & Cafe, 5 minutes' stroll away.
Margaretville Mountain Inn B&B
- In-room breakfast
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Garden area
The 3-star Margaretville Mountain Inn B&B offers proximity to the Longyear Gallery, situated 2.8 km away.
Margaretville Mountain Inn B&B
- In-room breakfast
- Free parking
- Air conditioning
- Flat-screen TV
- Golf centre
- Garden area
Margaretville Mountain Inn B&B
The 3-star Margaretville Mountain Inn B&B offers proximity to the Longyear Gallery, situated 2.8 km away.
Woodstock Bed and Breakfast Downtown
The Borland House Inn
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Skiing
- Sun terrace
The comfortable The Borland House Inn Montgomery offers air-conditioned rooms near the business district of Montgomery approximately 10 minutes by car from Winding Hills County Park. There is street parking on site and Wi-Fi in public areas.
Ward's Bridge Inn offers a wide range of American dishes and lies a few moments from The Borland House Montgomery.
The Borland House Inn
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Skiing
- Sun terrace
The Borland House Inn
The comfortable The Borland House Inn Montgomery offers air-conditioned rooms near the business district of Montgomery approximately 10 minutes by car from Winding Hills County Park. There is street parking on site and Wi-Fi in public areas.
Ward's Bridge Inn offers a wide range of American dishes and lies a few moments from The Borland House Montgomery.
Chambery Inn
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Terrace
Featuring a spa salon with aromatherapy, body wraps, and spa service, Chambery Inn Lee is located a 25-minute walk from the Lee Premium Outlets. Wi-Fi is provided in public areas.
Subway is also a 5-minute walk away.
Chambery Inn
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Terrace
Chambery Inn
Featuring a spa salon with aromatherapy, body wraps, and spa service, Chambery Inn Lee is located a 25-minute walk from the Lee Premium Outlets. Wi-Fi is provided in public areas.
Subway is also a 5-minute walk away.
Romantic Bed and Breakfast Woodstock
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Private beach
The Cottage
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Terrace
A sauna and a picnic area are available at the comfortable The Cottage Stockbridge hotel, and the Norman Rockwell Museum is nearly 25 minutes' walk away. You will find a private beach area and a storage for belongings at the 3-star bed & breakfast.
The Cottage
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Terrace
The Cottage
A sauna and a picnic area are available at the comfortable The Cottage Stockbridge hotel, and the Norman Rockwell Museum is nearly 25 minutes' walk away. You will find a private beach area and a storage for belongings at the 3-star bed & breakfast.
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Great deal
B&B On Seven Acres With Private Bed & Bath
- In-room breakfast
- Free parking
- Air conditioning
- Welcome drink
- Heating
- Terrace
Overlooking the garden, the comfortable B&B On Seven Acres With Private Bed & Bath Clinton Corners is located approximately a 10-minute drive from Omega Institute for Holistic Studies.
B&B On Seven Acres With Private Bed & Bath
- In-room breakfast
- Free parking
- Air conditioning
- Welcome drink
- Heating
- Terrace
B&B On Seven Acres With Private Bed & Bath
Overlooking the garden, the comfortable B&B On Seven Acres With Private Bed & Bath Clinton Corners is located approximately a 10-minute drive from Omega Institute for Holistic Studies.
Cheap Bed And Breakfast Woodstock
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Top location
Kingston Carriage House
- In-room breakfast
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Live entertainment
- Sun terrace
Offering a summer terrace, a picnic area, and a golf course, Kingston Carriage House Bed & Breakfast is a 10-minute drive from the Volunteer Fireman's Hall and Museum of Kingston. Wi-Fi is provided in public areas.
Serving a wide range of dishes, Armadillo and Armadillo Bar & Grill can be reached within 8 minutes' walk.
Kingston Carriage House
- In-room breakfast
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Live entertainment
- Sun terrace
Kingston Carriage House
Offering a summer terrace, a picnic area, and a golf course, Kingston Carriage House Bed & Breakfast is a 10-minute drive from the Volunteer Fireman's Hall and Museum of Kingston. Wi-Fi is provided in public areas.
Serving a wide range of dishes, Armadillo and Armadillo Bar & Grill can be reached within 8 minutes' walk.
Are you in a hurry?
Here is a quick list of Bed and Breakfast in Woodstock, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Shaker Mill Inn |
9.2 / 10 (106 Reviews) |
From 358$ | |
| Margaretville Mountain Inn B&B |
8.7 / 10 (45 Reviews) |
From 160$ | |
| The Borland House Inn |
8.6 / 10 (84 Reviews) |
From 224$ | |
| Chambery Inn |
9.4 / 10 (27 Reviews) |
From 360$ | |
| The Cottage |
6.2 / 10 (39 Reviews) |
From 259$ |
Frequently Asked Questions
Which bed and breakfasts in the historic district of Woodstock are great for romantic getaways?
The Borland House Inn and Chambery Inn offer charming atmospheres perfect for couples. Both properties feature unique decor and personalized services that enhance your romantic experience.
Book a room with a jetted tub for a special touch on your romantic evening.
What are the best pet-friendly bed and breakfasts in Woodstock?
Shaker Mill Inn and The Cottage welcome pets, ensuring your furry friend can join the fun. Both hotels provide outdoor spaces for pets to play.
Make sure to inform the hotel about your pet in advance to confirm availability of pet-friendly rooms.
Which bed and breakfasts near Tanglewood are ideal for outdoor enthusiasts?
The Cottage and Chambery Inn are located close to Tanglewood and offer easy access to outdoor activities. You can enjoy hiking, biking, and kayaking nearby.
Plan your visit in the summer for Tanglewood's outdoor performances, which provide a unique outdoor experience.
Are there any budget-friendly bed and breakfasts in Woodstock?
B&B On Seven Acres offers comfortable accommodations at a lower price, making it more budget-friendly. Margaretville Mountain Inn B&B also has affordable options for a cozy stay.
Check for any seasonal discounts or promotions to get the best rates during your stay.
Which bed and breakfasts provide breakfast included with my stay?
Chambery Inn and The Borland House Inn both offer delicious breakfast options included with your stay. You can enjoy local gourmet food served fresh each morning.
Opt for the in-room breakfast service for a cozy start without leaving your suite.
What bed and breakfasts in Woodstock are suited for families?
Shaker Mill Inn and Margaretville Mountain Inn B&B are both spacious and welcoming for families. They offer amenities that cater to family needs like larger suites and communal areas.
Choose hotels with kitchenette facilities that allow families to prepare quick meals during their stay.
Which bed and breakfasts in Woodstock have unique decor and history?
Both The Borland House Inn and Shaker Mill Inn showcase unique historical decor. Each hotel has been thoughtfully restored, highlighting their historical significance.
Ask about the history of the hotel during your stay for insider stories and unique experiences.
What local events can I attend when visiting Woodstock?
In the summer, the Tanglewood Music Festival hosts concerts featuring world-class musicians. It's an excellent opportunity to enjoy live music in a beautiful outdoor setting.
Purchase tickets in advance online, as popular performances may sell out quickly.
How can I get around the Woodstock area efficiently?
Consider renting a car for easy access to attractions around Woodstock. This option allows you to visit nearby landmarks, parks, and festivals conveniently.
Check local rental agencies and book a car before arrival to secure a better rate.
Is the Woodstock area safe for families?
Woodstock is generally safe, especially in well-populated areas and near popular attractions. Parents can feel comfortable walking around during the day and early evening.
Stay near well-lit, busy streets after dark and always keep an eye on your children in public spaces.