The Cornell Inn is a charming bed and breakfast situated in Lenox, just a short walk from the town centre and close to attractions like The Bookstore, Lenox Library, and Ventfort Hall Mansion. It enjoys a peaceful location, ideal for exploring the area's history and culture. The inn offers a range of rooms, all equipped with modern amenities, including a microwave oven, air conditioning, and a private bathroom. Guests can enjoy a range of facilities, including a restaurant, a bar, a terrace, a garden, and free parking.
Lenox, MA
12/07 – 26/07
SG$866/nighttotal: SG$12124 (14 )
Family Basecamp | 3 Villas, Pools & Games
6 8
B&B , Lee
This B&B in Lee is situated in the Berkshires, offering convenient access to hiking, boating, and skiing, with the Norman Rockwell Museum, Tanglewood, and the Appalachian Trail all within a 5-kilometre radius. Each of the six spacious rooms, covering 95 square metres, accommodates up to three guests and features complimentary toiletries, basic kitchen facilities, and HD televisions, alongside access to a shared fitness centre and heated indoor pool.
9.6 405 reviews
Lenox, MA
02/07 – 06/07
SG$2119/nighttotal: SG$8476 (4 )
Chambery Inn
3 4
B&B , Lee
The Chambery Inn is situated in Lee, Massachusetts, a short drive from both the Berkshire Scenic Railroad Museum and Tanglewood Musical Center, making it an ideal base for exploring the area's attractions. The inn has consistently received excellent ratings for its location, cleanliness, and overall experience. This former schoolhouse has been transformed into a charming guesthouse with a unique design, featuring individual room styles and special features. Guests can enjoy a continental breakfast delivered to their room, relax in the garden, take advantage of the spa, and enjoy the nearby Ski Butternut resort for winter sports.
Lenox, MA
22/09 – 25/09
SG$560/nighttotal: SG$1680 (3 )
Elegant Carriage House Room With A Queen Bed And Private Patio.
1 2
B&B , Lenox
This Lenox guesthouse is conveniently located near Kennedy Park and Wyndhurst Golf Club, offering easy access to Guido's Marketplace and Lee Premium Outlets. The Elegant Carriage House room, measuring 20 square metres, features a queen-size bed, private patio, coffee/tea maker, air conditioning, and accommodates up to three guests.
Lenox, MA
12/07 – 26/07
SG$578/nighttotal: SG$8092 (14 )
2 Family-friendly Villas L Pool, Games & Whirlpool
4 8
B&B , Lee
This Bed and Breakfast is situated in the Berkshires, offering convenient access to outdoor pursuits such as hiking, boating, and skiing, with the Appalachian Trail just a short distance away, and is located within 2 kilometres of the Norman Rockwell Museum and Tanglewood. Each of the four spacious 94.4 square metre bedrooms accommodates up to three guests and includes a private bathroom, air conditioning, complimentary toiletries, a fridge, microwave, and dishwasher, with guests also able to enjoy the on-site indoor heated swimming pool and public fitness centre.
9.8 60 reviews
Lenox, MA
04/07 – 05/07
SG$777/nightfor 1 night
1800s Carriage House In Berkshires / Hudson Valley
1 3
gîte , East Nassau
The Willow Suite, a renovated 1800s carriage house on a 50-acre Shaker farm near East Nassau, New York, offers easy access (15-40 minutes' drive, or 24-64km) to Berkshires and Hudson River Valley attractions including Tanglewood. This self-catering holiday home features a king-size and single bed, sleeping up to five guests, a full kitchen with dishwasher, air conditioning, high-speed Wi-Fi, and access to walking paths, a shared grill, and fire pit on the property.
10 1 review
Lenox, MA
13/07 – 16/07
SG$238/nighttotal: SG$714 (3 )
Near All Lodging Alternative Cln
1 2
B&B , Lenox
This Lenox guesthouse is conveniently located near October Mountain State Forest, offering easy access to Lenox town centre. Sleeping up to sixteen guests in six bedrooms and one bathroom, this property features air conditioning, parking, internet access, and boasts a tranquil atmosphere with stunning grounds.
Lenox, MA
12/07 – 26/07
SG$866/nighttotal: SG$12124 (14 )
Three 2br Villas W/ Sauna, Games & Pool Access
6 8
B&B , Lee
This guest house in the Berkshires, Lee, offers proximity to the Appalachian Trail, hiking, boating, skiing, the Norman Rockwell Museum and Tanglewood. Boasting six bedrooms and six bathrooms to accommodate up to 18 guests, this establishment features air conditioning, Wi-Fi, a swimming pool, a garden, a fitness centre, and rooms with basic kitchen amenities and high-definition televisions.
Lenox, MA
02/07 – 06/07
SG$1205/nighttotal: SG$4820 (4 )
Villa Retreat | Four Rooms, Sauna, Courts & Bbq
8 4
B&B , Lee
This guest house is situated in the Berkshires, offering easy access to outdoor pursuits and cultural sites such as the Norman Rockwell Museum and Tanglewood, with the Appalachian Trail only 1.6 kilometres away. With 8 bedrooms and 8 bathrooms, this property can accommodate up to 24 guests across 94 square metres, featuring a kitchen with a fridge, microwave, and dishwasher, as well as air conditioning, an indoor heated swimming pool, and a public fitness centre.
Lenox, MA
04/07 – 05/07
SG$407/nightfor 1 night
The Central Downtown Inn
1 3
B&B , Pittsfield
The Central Downtown Inn & Suites is a five-bedroom guesthouse located in central Pittsfield, offering easy access to the Berkshire Museum and Pittsfield Public Library, with distances to these attractions needing clarification. This pet-friendly inn boasts five bathrooms, sleeps ten guests, includes a kitchen with fridge, microwave, and dishwasher, and provides air conditioning, internet access, parking, and a garden.
Lenox, MA
03/07 – 04/07
SG$3227/nightfor 1 night
Experience Timeless Elegance In The Edith Wharton Room!
1 2
B&B , Lenox
This Lenox guesthouse is conveniently located near Kennedy Park (1.6 km), Stockbridge Bowl (4.5 km), and The Bookstore (0.96 km), offering easy access to outdoor recreation and cultural attractions. The 11-square-metre (118 sq ft) single-bedroom, single-bathroom guest house sleeps three and includes amenities such as a coffee maker, kettle, and air conditioning; linens and towels are provided.
Lenox, MA
04/07 – 05/07
SG$407/nightfor 1 night
Home A While
1 3
B&B , Pittsfield
This Pittsfield guesthouse, perfect for a Berkshire County getaway, offers a convenient base for exploring local attractions such as the Berkshire Museum and Barrington Stage Company, though precise distances aren't specified. Sleeping up to three guests, this one-bedroom, one-bathroom lodging boasts a well-equipped kitchen (fridge, microwave, dishwasher), air conditioning, a garden, parking, and internet access; pets are welcome.
Best Lenox, MA bed and breakfasts with breakfast included
9.9 151 reviews
Lenox, MA
22/09 – 25/09
SG$616/nighttotal: SG$1848 (3 )
Devonfield Inn
1 2
B&B , Lee
This charming bed and breakfast is conveniently located in Lee, Massachusetts, just a short distance from Greenock Golf Club, Tanglewood Music Center, and the Norman Rockwell Museum. The property boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay. This country house offers one bedroom and one bathroom, accommodating up to two guests. Enjoy a range of amenities including a swimming pool, jacuzzi, tennis court, restaurant, and a fully equipped kitchen, along with a spacious garden and terrace for relaxing and enjoying the beautiful surroundings.
9.1 1527 reviews
Lenox, MA
03/07 – 04/07
SG$1928/nightfor 1 night
The Cornell Inn, Lenox & The Berkshires
1 2
B&B , Lenox
This charming bed and breakfast is situated in Lenox, just a short distance from the Boston Symphony Orchestra's Tanglewood Institute, and within easy reach of the town's restaurants. It boasts excellent user, location, and cleanliness ratings, making it a popular choice for travellers seeking a comfortable and enjoyable stay. The guest house is set on four acres, offering a peaceful and secluded environment. Guests can enjoy a gourmet breakfast, relax on the private deck, or explore the gardens that connect to Kennedy Park.
8.2 238 reviews
Lenox, MA
13/07 – 16/07
SG$593/nighttotal: SG$1779 (3 )
Gateways Inn
1 2
B&B , Lenox
This historic 1912 guesthouse in Lenox is located 2.7 kilometres from Tanglewood and 6.7 kilometres from the Norman Rockwell Museum, with Cranwell Spa & Golf Club and Tanglewood Musical Centre both just 2.4 kilometres away. Guests can enjoy amenities such as air conditioning, complimentary WiFi, private parking, a fridge in the room, and access to a spa, fitness centre, restaurant and bar.
9.5 559 reviews
Lenox, MA
02/07 – 06/07
SG$658/nighttotal: SG$2632 (4 )
Shaker Mill Inn
1 4
B&B , West Stockbridge
Shaker Mill Inn is situated in West Stockbridge, just under 6.5 kilometres from Tanglewood and the Norman Rockwell Museum. The inn has consistently received excellent ratings for location, cleanliness and overall experience. The inn offers a range of rooms, all with en-suite facilities. Guests can enjoy a continental breakfast, relax in the garden or by the outdoor fireplace, and take advantage of the on-site spa, Jacuzzi and massage services.
Best Lenox, MA bed and breakfasts with a garden
9.2 111 reviews
Lenox, MA
22/09 – 25/09
SG$516/nighttotal: SG$1548 (3 )
The Stockbridge Country Inn Closest B&b To Norman Rockwell Museum And Chesterwood
1 2
B&B , Stockbridge
This charming guesthouse is located in the mountains of Stockbridge, just a mile from the Norman Rockwell Museum and within three miles of the Berkshire Botanical Garden and Naumkeag Museum. The property has received excellent reviews from previous guests, making it a popular choice for travellers exploring the area. The inn offers a range of amenities, including a seasonal outdoor swimming pool, a terrace, a garden, and free parking. Guests can also enjoy a complimentary continental breakfast each morning and take advantage of the laundry facilities, concierge service, and free Wi-Fi.
9.3 92 reviews
Lenox, MA
22/09 – 25/09
SG$316/nighttotal: SG$948 (3 )
Eastgate Inn B&b
1 2
B&B , Lenox
This charming bed and breakfast is located in the mountains of Lenox, just a short drive from popular attractions like Shakespeare and Company, The Mount, and Kennedy Park. It has received excellent reviews from previous guests. The accommodation offers a peaceful retreat with a beautiful garden and a cosy library. Guests can enjoy a continental breakfast, free Wi-Fi, and free parking, as well as barbecue facilities and a fireplace in the lobby.
9.7 73 reviews
Lenox, MA
13/07 – 16/07
SG$304/nighttotal: SG$912 (3 )
Whistler's Inn/the Cotswolds Room (#2)
1 2
B&B , Lenox
Whistler's Inn is a charming historic house in Lenox, just a short distance from Tanglewood, Shakespeare & Co., and other cultural attractions in the Berkshires. This B&B enjoys excellent ratings for its location, cleanliness and overall experience. The house features a comfortable library with 2,000 books, a grand music room with a Steinway piano, and a peaceful terrace overlooking the gardens. Guests can enjoy a delicious breakfast with local ingredients, relax in the library with complimentary sherry or port, and explore the surrounding area.
9.9 67 reviews
Lenox, MA
22/09 – 25/09
SG$377/nighttotal: SG$1131 (3 )
Private Stockbridge Getaway
2 2
B&B , Stockbridge
This Stockbridge retreat is located on a quiet cul-de-sac, just 8 kilometres from Lenox and 16 kilometres from Stockbridge, making it ideal for exploring the area's cultural attractions. The property has consistently received excellent ratings for its location, cleanliness and overall experience. The cottage offers two bedrooms, a bathroom, a dining and living area, and a deck with a yard, accommodating up to four guests. Guests can enjoy the peaceful surroundings, take a short walk to the lake, or explore the local area, with a friendly dog residing on the host's side of the dwelling.
Frequently asked questions about bed and breakfast in Lenox, MA
What are the must-see sights for first-time visitors on a day trip to Lenox, MA region?
For a first-time visit, you'd want to see the Tanglewood Music Center, which is a must-see for any music lover. You should also check out the stunning views from the top of Mount Everett. And don't miss the chance to visit the Edith Wharton's The Mount, a beautiful estate with a rich history.
What are the best bed and breakfasts in Lenox, MA?
What weather can travelers expect when exploring nature in Lenox, MA?
Lenox has four distinct seasons. Summers are warm and humid, with temperatures averaging around 23°C. Autumn brings beautiful foliage and cooler temperatures, with highs around 15°C. Winters can be cold and snowy, with temperatures dropping below freezing, so you'll need to be prepared. Spring is mild and pleasant, with temperatures gradually warming up to around 18°C.
What are the best bed and breakfasts with a pool in Lenox, MA?
What outdoor activities can visitors enjoy in and around Lenox, MA?
You can enjoy hiking and biking on the Appalachian Trail, go for a swim at the lake, or play a round of golf at one of the many courses in the area. In the winter, there are opportunities for cross-country skiing and snowshoeing. There are also many opportunities for birdwatching in the area.
What are the best bed and breakfasts for families and kids in Lenox, MA?
What famous cities can be easily accessed from Lenox, MA?
Lenox is well-positioned for exploring other parts of New England. You can easily reach Boston, New York City, and Albany within a few hours' drive. You can also visit the charming towns of Stockbridge, Great Barrington, and Pittsfield, all within a short drive.
What are the best pet friendly bed and breakfasts in Lenox, MA?
What local breakfast specialties can you enjoy in Lenox, MA region?
You can try the local favourite, a breakfast sandwich at the Lenox Diner, or a classic New England breakfast with pancakes and maple syrup at the Red Lion Inn. If you're looking for something a bit more upscale, you can visit the Wheatleigh, a luxury hotel with a Michelin-starred restaurant.
What are the best bed and breakfasts with parking in Lenox, MA?
Among the 42 accommodations in Lenox, MA, here are the 4 best pet friendly B&Bs
8.0 647 reviews
Lenox, MA
22/09 – 25/09
SG$380/nighttotal: SG$1140 (3 )
Whistler's Inn
1 2
B&B , Lenox
The Whistler's Inn is a charming bed and breakfast situated in Lenox, Massachusetts, a short distance from Tanglewood Musical Center and Shakespeare & Company Theater. The inn has consistently received very good user ratings for its cleanliness and excellent location. Each room at the inn has a unique style and features a private bathroom. Guests can enjoy a daily gourmet breakfast, afternoon tea and cookies, and have access to a parlour room with a piano and a library. The inn also has a garden and a terrace, and guests can enjoy free Wi-Fi and parking.
9.3 536 reviews
Lenox, MA
13/07 – 16/07
SG$336/nighttotal: SG$1008 (3 )
Standard King In Boutique Lenox Hotel
1 2
B&B , Lenox
This charming bed and breakfast is located just a short distance from the town of Lenox, in the beautiful Berkshires region of western Massachusetts. The property enjoys excellent ratings for cleanliness, location, and overall guest experience. The guest room features a king-size bed and can accommodate up to two guests. Enjoy luxurious amenities, including plush linens, bathrobes, and high-quality toiletries, and take advantage of the peaceful setting to relax and explore the surrounding area.
9.5 208 reviews
Lenox, MA
13/07 – 16/07
SG$339/nighttotal: SG$1017 (3 )
Berkshire Charm W/ Panoramic Views
1 2
B&B , Lee
This renovated loft on October Mountain is a short drive from Lenox, Lee and Great Barrington, offering a peaceful retreat in the heart of the Berkshires. The property has received excellent ratings for its location, cleanliness and overall experience. The 800 square foot loft comfortably accommodates up to three guests and features a modern kitchen, a spacious living area and a private bathroom with a clawfoot tub. Enjoy the stunning views, unwind by the fire pit, explore the surrounding trails and discover the nearby cultural attractions.
9.5 151 reviews
Lenox, MA
22/09 – 25/09
SG$196/nighttotal: SG$588 (3 )
Cozy Guesthouse Near Downtown, Lee
1 2
B&B , Lee
This renovated guesthouse is located on Main Street in Lee, Massachusetts, just 24km from Great Barrington and 32km from Pittsfield, making it a convenient base for exploring the Berkshires. The property has consistently received excellent ratings for its location, cleanliness, and overall guest experience. The guesthouse can comfortably accommodate up to four guests in two bedrooms, each with a queen-sized bed. Guests can enjoy modern amenities such as a fully equipped kitchen, air conditioning, free parking, and a private outdoor area with a BBQ.
Best Lenox, MA bed and breakfasts with laundry available
Lenox, MA
04/07 – 05/07
SG$407/nightfor 1 night
Home A While
1 3
B&B , Pittsfield
This Pittsfield guesthouse, perfect for a Berkshire County getaway, offers a convenient base for exploring local attractions such as the Berkshire Museum and Barrington Stage Company, though precise distances aren't specified. Sleeping up to three guests, this one-bedroom, one-bathroom lodging boasts a well-equipped kitchen (fridge, microwave, dishwasher), air conditioning, a garden, parking, and internet access; pets are welcome.
Lenox, MA
04/07 – 05/07
SG$407/nightfor 1 night
The Central Downtown Inn
1 3
B&B , Pittsfield
The Central Downtown Inn & Suites is a five-bedroom guesthouse located in central Pittsfield, offering easy access to the Berkshire Museum and Pittsfield Public Library, with distances to these attractions needing clarification. This pet-friendly inn boasts five bathrooms, sleeps ten guests, includes a kitchen with fridge, microwave, and dishwasher, and provides air conditioning, internet access, parking, and a garden.
9.5 208 reviews
Lenox, MA
13/07 – 16/07
SG$339/nighttotal: SG$1017 (3 )
Berkshire Charm W/ Panoramic Views
1 2
B&B , Lee
This renovated loft on October Mountain is a short drive from Lenox, Lee and Great Barrington, offering a peaceful retreat in the heart of the Berkshires. The property has received excellent ratings for its location, cleanliness and overall experience. The 800 square foot loft comfortably accommodates up to three guests and features a modern kitchen, a spacious living area and a private bathroom with a clawfoot tub. Enjoy the stunning views, unwind by the fire pit, explore the surrounding trails and discover the nearby cultural attractions.