Best Bed and Breakfast in Windsor
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Great deal
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Beach access
Coppertoppe Inn & Retreat Center
- In-room breakfast
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Sun terrace
The 4-star Coppertoppe Inn & Retreat Center Hebron, located about a 25-minute walk from Hebron Village Historic District, offers air-conditioned rooms. This elegant hotel offers Wi-Fi in the rooms and has meeting rooms and a conference space for those staying on business.
Coppertoppe Inn & Retreat Center
- In-room breakfast
- Free parking
- 24-hour reception
- Air conditioning
- Fitness centre
- Sun terrace
Coppertoppe Inn & Retreat Center
The 4-star Coppertoppe Inn & Retreat Center Hebron, located about a 25-minute walk from Hebron Village Historic District, offers air-conditioned rooms. This elegant hotel offers Wi-Fi in the rooms and has meeting rooms and a conference space for those staying on business.
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Guest favorite
Stay At Jimmy'S
- In-room breakfast
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Terrace
Wi-Fi is offered throughout the property.
Angkor Wat Restaurant treats guests with Cambodian dishes and lies not far from the Stay At Jimmy'S Woodstock.
Stay At Jimmy'S
- In-room breakfast
- Free parking
- Security
- Air conditioning
- Flat-screen TV
- Terrace
Stay At Jimmy'S
Wi-Fi is offered throughout the property.
Angkor Wat Restaurant treats guests with Cambodian dishes and lies not far from the Stay At Jimmy'S Woodstock.
Windsor Bed and Breakfast Downtown
Inn On Putney Road
- In-room breakfast
- Free parking
- Housekeeping
- Air conditioning
- Live entertainment
- Sun terrace
Nestled in a historical neighbourhood, the comfortable Inn On Putney Road Brattleboro is around 10 minutes by car from culture-oriented attractions like the Fire Arts Vermont. This 4-star bed & breakfast offers 6 rooms with views of the garden.
Guests can relax in the on-site lounge bar. Subway serves a good range of American food and lies just 0.6 km from the Inn Brattleboro.
Inn On Putney Road
- In-room breakfast
- Free parking
- Housekeeping
- Air conditioning
- Live entertainment
- Sun terrace
Inn On Putney Road
Nestled in a historical neighbourhood, the comfortable Inn On Putney Road Brattleboro is around 10 minutes by car from culture-oriented attractions like the Fire Arts Vermont. This 4-star bed & breakfast offers 6 rooms with views of the garden.
Guests can relax in the on-site lounge bar. Subway serves a good range of American food and lies just 0.6 km from the Inn Brattleboro.
The Woodstocker B&B
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Terrace
Providing guests with car rentals, the 4-star The Woodstocker B&B is located around a 10-minute ride from the Marsh-Billings-Rockefeller National Historical Park. Offering a library, this Woodstock bed & breakfast features 9 rooms overlooking river.
You can dine at Red Rooster, just a 13-minute walk away.
The Woodstocker B&B
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Live entertainment
- Terrace
The Woodstocker B&B
Providing guests with car rentals, the 4-star The Woodstocker B&B is located around a 10-minute ride from the Marsh-Billings-Rockefeller National Historical Park. Offering a library, this Woodstock bed & breakfast features 9 rooms overlooking river.
You can dine at Red Rooster, just a 13-minute walk away.
Romantic Bed and Breakfast Windsor
Inn On Golden Pond
- In-room breakfast
- Free parking
- 24-hour reception
- Air conditioning
- Golf centre
- Terrace
Featuring a picnic area, barbecue grills, and a golf course, the comfortable Inn On Golden Pond Holderness is nestled 4.1 km from the historic Whipple House. This 3-star bed & breakfast offers 9 rooms with views of the garden.
Sample American specialities at Squam Lakeside Farm located not far from this accommodation.
Inn On Golden Pond
- In-room breakfast
- Free parking
- 24-hour reception
- Air conditioning
- Golf centre
- Terrace
Inn On Golden Pond
Featuring a picnic area, barbecue grills, and a golf course, the comfortable Inn On Golden Pond Holderness is nestled 4.1 km from the historic Whipple House. This 3-star bed & breakfast offers 9 rooms with views of the garden.
Sample American specialities at Squam Lakeside Farm located not far from this accommodation.
Are you in a hurry?
Here is a quick list of Bed and Breakfast in Windsor, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Coppertoppe Inn & Retreat Center |
10.0 / 10 (4 Reviews) |
From 225$ | |
| Stay At Jimmy'S |
9.4 / 10 (80 Reviews) |
From 449$ | |
| Inn On Putney Road |
9.3 / 10 (52 Reviews) |
From 277$ | |
| The Woodstocker B&B |
9.6 / 10 (12 Reviews) |
From 538$ | |
| Inn On Golden Pond |
9.4 / 10 (21 Reviews) |
From 435$ |
Frequently Asked Questions
What are some romantic bed and breakfasts near Brattleboro's downtown area?
The Inn On Putney Road offers a truly romantic experience with its gourmet breakfast and charming atmosphere. This historic hotel is perfect for couples looking to make lasting memories in Brattleboro.
Book your stay during local festivals like the Brattleboro Gallery Walk for added romantic flair.
Which bed and breakfasts in Hebron are pet-friendly?
Coppertoppe Inn & Retreat Center welcomes pets and provides special amenities for furry friends. Enjoy breathtaking views while spending quality time with your pet in this cozy setting.
Bring a pet bed or blanket to help your pet feel more comfortable in the new environment.
Where can I find family-friendly bed and breakfasts near Squam Lake?
Inn On Golden Pond is excellent for families, offering spacious rooms and a private dog park for pets. Families can enjoy activities like kayaking and swimming, making it a true family getaway.
Plan activities like kayaking during weekday mornings for a quieter and more enjoyable experience on the water.
Which romantic bed and breakfasts in Woodstock have great views?
The Woodstocker B&B provides stunning vistas and a picturesque location for couples. Its unique decor and cozy atmosphere make it a top choice for a romantic escape.
Ask for a room with a private sauna for a perfect relaxing evening after a day of exploring.
Are there any budget-friendly bed and breakfasts in the Holderness area?
You can find good deals at Inn On Golden Pond, which is both family-friendly and affordable. They often have packages that include breakfast and activities, making it a budget-friendly choice.
Check for mid-week bookings to secure lower rates compared to weekend stays.
Which bed and breakfasts near Brattleboro are best for outdoor activities?
The Inn On Putney Road is perfect for outdoor enthusiasts with access to trails and parks. Guests can enjoy hiking at nearby Mount Monadnock for a refreshing getaway.
Bring sturdy shoes for hiking and plan your visit for early morning for the best views and cooler temperatures.
Are there bed and breakfasts in Woodstock that offer spa treatments?
The Woodstocker B&B features in-room saunas that enhance relaxation after a day of adventure. While not a full-service spa, it provides serene wellness options.
Plan for an evening sauna session after exploring the nearby trails for a rejuvenating experience.
What is the best time of year to visit Brattleboro for festivals?
Late summer through early fall is ideal for visiting Brattleboro when events like the Brattleboro Literary Festival occur. This attracts many visitors and offers a vibrant atmosphere.
Plan to attend during the weekend of the literary festival for a variety of workshops and author readings all around town.
How can families get around in Holderness efficiently?
Families can use local taxis or ride-sharing services when travelling between attractions in Holderness. This is often easier than public transport, which may have limited routes.
Organize your group into one car for outings - it saves costs and makes transporting children their belongings much simpler.
What activities can families enjoy together in Woodstock?
Families can enjoy outdoor activities like hiking or visiting the local farmer's markets. This allows for great bonding experiences while exploring the scenic beauty.
Visit the farmer's market on Saturday mornings for fresh produce and local crafts, great for family fun.