Best B&B Pittsfield
Naomi'S Inn Bed & Breakfast
- In-room breakfast
- Free parking
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Sun terrace
The comfortable Naomi'S Inn Bed & Breakfast Springfield is located 3.5 km from the 48000-square-foot museum "Basketball Hall of Fame" and boasts a swimming pool, a sun deck, and a picnic area.
Puerto Rico Bakery with Caribbean cuisine is located 0.6 km away.
Naomi'S Inn Bed & Breakfast
- In-room breakfast
- Free parking
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Sun terrace
Naomi'S Inn Bed & Breakfast
The comfortable Naomi'S Inn Bed & Breakfast Springfield is located 3.5 km from the 48000-square-foot museum "Basketball Hall of Fame" and boasts a swimming pool, a sun deck, and a picnic area.
Puerto Rico Bakery with Caribbean cuisine is located 0.6 km away.
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Best-rated
Antique1242 British Bed & Breakfast
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Garden area
Featuring Wi-Fi throughout the property, Antique1242 British Bed & Breakfast Enfield is a 10-minute ride from Cinemark Enfield Square 12. This comfortable hotel has a garden with an outdoor seating.
Antique1242 British Bed & Breakfast
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Flat-screen TV
- Garden area
Antique1242 British Bed & Breakfast
Featuring Wi-Fi throughout the property, Antique1242 British Bed & Breakfast Enfield is a 10-minute ride from Cinemark Enfield Square 12. This comfortable hotel has a garden with an outdoor seating.
Bed and Breakfast Downtown Pittsfield
Inn On Putney Road
- In-room breakfast
- Free parking
- Housekeeping
- Air conditioning
- Live entertainment
- Sun terrace
Located 1.4 km from Chestnut Hill Reservoir, the comfortable Inn On Putney Road Brattleboro features hiking, skiing, and pool. This 4-star bed & breakfast provides Wi-Fi in public areas as well as a wellness centre with spa service.
A lounge bar is available on site. Situated about 600 metres from Inn On Putney Road, the fast food restaurant Subway offers an American menu.
Inn On Putney Road
- In-room breakfast
- Free parking
- Housekeeping
- Air conditioning
- Live entertainment
- Sun terrace
Inn On Putney Road
Located 1.4 km from Chestnut Hill Reservoir, the comfortable Inn On Putney Road Brattleboro features hiking, skiing, and pool. This 4-star bed & breakfast provides Wi-Fi in public areas as well as a wellness centre with spa service.
A lounge bar is available on site. Situated about 600 metres from Inn On Putney Road, the fast food restaurant Subway offers an American menu.
Shaker Mill Inn
- In-room breakfast
- Free parking
- Housekeeping
- Air conditioning
- Skiing
- Patio
Situated only a 5-minute walk from The Former Gallery, the 5-star Shaker Mill Inn West Stockbridge helps with the organisation of horse riding tours for guests' enjoyment. Staying here you can use Wi-Fi in public areas and a car park on site.
No. Six Depot Roastery & Cafe is situated near the convenient Shaker Mill Inn.
Shaker Mill Inn
- In-room breakfast
- Free parking
- Housekeeping
- Air conditioning
- Skiing
- Patio
Shaker Mill Inn
Situated only a 5-minute walk from The Former Gallery, the 5-star Shaker Mill Inn West Stockbridge helps with the organisation of horse riding tours for guests' enjoyment. Staying here you can use Wi-Fi in public areas and a car park on site.
No. Six Depot Roastery & Cafe is situated near the convenient Shaker Mill Inn.
Romantic Bed and Breakfast in Pittsfield
Daniel Stebbins B And B
- In-room breakfast
- Free parking
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Sun terrace
The 3-star Daniel Stebbins B And B South Hadley hotel offers quick access to Nash Dinosaur Tracks, which is about 5 minutes' walk away. Featuring Wi-Fi in public areas, this comfortable bed & breakfast also has amenities such as baggage storage.
Yarde House Food and Spirits is 6 minutes' walk from the Daniel Stebbins South Hadley.
Daniel Stebbins B And B
- In-room breakfast
- Free parking
- 24-hour reception
- Air conditioning
- Flat-screen TV
- Sun terrace
Daniel Stebbins B And B
The 3-star Daniel Stebbins B And B South Hadley hotel offers quick access to Nash Dinosaur Tracks, which is about 5 minutes' walk away. Featuring Wi-Fi in public areas, this comfortable bed & breakfast also has amenities such as baggage storage.
Yarde House Food and Spirits is 6 minutes' walk from the Daniel Stebbins South Hadley.
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Top location
Chambery Inn
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Terrace
Offering a picnic area, various recreational opportunities, and a golf course, Chambery Inn Lee is located a 25-minute walk from the Lee Premium Outlets. Boasting a location near the funky Animagic Museum of Animation, this bed & breakfast features 10 rooms as well as a storage for belongings.
The restaurant Subway is 150 metres from the comfortable Chambery Inn.
Chambery Inn
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Terrace
Chambery Inn
Offering a picnic area, various recreational opportunities, and a golf course, Chambery Inn Lee is located a 25-minute walk from the Lee Premium Outlets. Boasting a location near the funky Animagic Museum of Animation, this bed & breakfast features 10 rooms as well as a storage for belongings.
The restaurant Subway is 150 metres from the comfortable Chambery Inn.
Cheap Bed And Breakfast Pittsfield
Cavalier Cottage B&B
- In-room breakfast
- Free parking
- Air conditioning
- Flat-screen TV
- Ski equipment hire
- Sun terrace
Situated a 10-minute drive from the art gallery "Salmon Falls", Cavalier Cottage B&B Shelburne Falls features Wi-Fi throughout the property, and private car parking on site.
Cavalier Cottage B&B
- In-room breakfast
- Free parking
- Air conditioning
- Flat-screen TV
- Ski equipment hire
- Sun terrace
Cavalier Cottage B&B
Situated a 10-minute drive from the art gallery "Salmon Falls", Cavalier Cottage B&B Shelburne Falls features Wi-Fi throughout the property, and private car parking on site.
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Private beach
The Cottage
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Terrace
The comfortable The Cottage Stockbridge hotel lies around 25 minutes' walk from the Norman Rockwell Museum, and features a private beach area and luggage storage. Overlooking a garden and boasting a sauna and a picnic area, the 3-star bed & breakfast is situated in a beach area.
The Cottage
- In-room breakfast
- Free parking
- VIP check-in/ -out
- Air conditioning
- Golf centre
- Terrace
The Cottage
The comfortable The Cottage Stockbridge hotel lies around 25 minutes' walk from the Norman Rockwell Museum, and features a private beach area and luggage storage. Overlooking a garden and boasting a sauna and a picnic area, the 3-star bed & breakfast is situated in a beach area.
B&B in Pittsfield With Parking
B&B On Seven Acres With Private Bed & Bath
- In-room breakfast
- Free parking
- Air conditioning
- Welcome drink
- Heating
- Terrace
The comfortable B&B On Seven Acres With Private Bed & Bath Clinton Corners offers guests access to the Omega Institute for Holistic Studies, which is approximately a 10-minute ride away. This Clinton Corners bed & breakfast occupies a renovated building, including such decor features as parquet floors.
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
The comfortable B&B On Seven Acres With Private Bed & Bath Clinton Corners offers guests access to the Omega Institute for Holistic Studies, which is approximately a 10-minute ride away. This Clinton Corners bed & breakfast occupies a renovated building, including such decor features as parquet floors.
Are you in a hurry?
Here is a quick list of Bed and Breakfast in Pittsfield, selected based on their rating
| Name of hotel | Accommodation Rating | Price, $ | |
| Naomi'S Inn Bed & Breakfast |
9.0 / 10 (173 Reviews) |
From 119$ | |
| Inn On Putney Road |
9.3 / 10 (52 Reviews) |
From 277$ | |
| Shaker Mill Inn |
9.2 / 10 (106 Reviews) |
From 358$ | |
| Daniel Stebbins B And B |
9.2 / 10 (21 Reviews) |
From 270$ | |
| Chambery Inn |
9.4 / 10 (27 Reviews) |
From 360$ |
Frequently Asked Questions
Which romantic bed and breakfasts in Pittsfield are perfect for weekend getaways?
Chambery Inn and Inn On Putney Road are excellent choices for romantic getaways. Both provide cozy atmospheres with scenic views and personalized service.
Book a mid-week stay for discounted rates and quieter surroundings, especially in the off-season from November to March.
Which historic bed and breakfasts near local attractions should I consider?
Daniel Stebbins B And B and Cavalier Cottage B&B both offer historic charm and are close to cultural sites. They provide a unique blend of comfort and history.
Visit during local Historic Tours in late September to enhance your experience of the area's rich history.
What pet-friendly bed and breakfasts in Pittsfield allow me to bring my dog?
Naomi's Inn Bed & Breakfast and The Cottage welcome pets, providing a comfortable stay for you and your furry friend. They ensure pet-friendly amenities are available.
Notify the hotel in advance about your pet to ensure they can accommodate your needs without complications.
Which family-oriented bed and breakfasts near cultural activities cater to children?
Cavalier Cottage B&B and Chambery Inn are both family-oriented, offering spacious rooms and unique activities nearby. They ensure a welcoming environment for kids.
Check online for family packages that may include discounts for local attractions such as Tanglewood Music Center.
What bed and breakfasts in Pittsfield have stunning views?
The Cottage and Chambery Inn offer beautiful views of the surrounding mountains. These inns are ideal if you appreciate nature's beauty.
Request a room on the upper floor when booking to maximize your view during your stay.
Which bed and breakfasts near historical sites are worth exploring?
Daniel Stebbins B And B and Cavalier Cottage B&B are near historical sites that showcase the rich history of the area. They both enhance your visit with local insights.
Plan your visit during guided historical tours or local events to immerse yourself in the culture.
Which Pittsfield bed and breakfasts are best for outdoor adventure enthusiasts?
Inn On Putney Road and Shaker Mill Inn cater well to outdoor lovers, offering easy access to hiking trails and nature areas. They provide equipment storage and guidance.
Prepare for early morning excursions, as local trails can become busy after 10 a.m. during peak seasons.
What unique seasonal events happen in Pittsfield that I shouldn't miss?
The Pittsfield Fourth of July Parade and the Berkshire Film Festival in June are seasonal highlights. Both events immerse you in the local culture and community.
Arrive early to secure the best spots for viewing at the Fourth of July Parade, especially along North Street.
How can I efficiently get around Pittsfield during my stay?
Using local buses or rideshares is advisable for getting around Pittsfield. Most bed and breakfasts are also within walking distance of downtown attractions.
Buy a local bus pass for unlimited rides; this is especially useful for exploring the downtown area without needing a car.
What local restaurants should I try while staying at a bed and breakfast?
Restaurants like The Marketplace and Jack's Grill offer local flavors and hearty meals. They are frequented by both visitors and locals alike.
Visit Jack's Grill after 6 PM for a lively atmosphere and live music, making for a memorable dining experience.