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Lenox, MA place to stay
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347 Lodgings in Lenox, MA

Best family friendly Lenox, MA lodging

Among the 347 accommodations in Lenox, MA, here are the 3 best for families

Berkshires 1815: Hardwood Floors, Sunlit Yard - Lenox, MA
9.7 45 reviews

Berkshires 1815: Hardwood Floors, Sunlit Yard

house, Lee
This charming Greek Revival farmhouse is located in Stockbridge, just a short distance from Lee Premium Outlets, Lenox, and cultural attractions like The Mount, the Norman Rockwell Museum, and Shakespeare & Co., offering a peaceful and picturesque setting. The property has received excellent ratings for user experience, location, and cleanliness.
This two-bedroom, two-bathroom apartment has a private entrance and can accommodate up to four guests. The property features a fully equipped kitchen, a private yard, a laundry room, and amenities like air conditioning, internet access, and parking.
Lake View Berkshires Retreat - Private & Minutes To Lenox - Lenox, MA
10 30 reviews

Lake View Berkshires Retreat - Private & Minutes To Lenox

apartment, Lee
This Lee lakeside property, within 3.2km of the Berkshire Mountain Country Store, Housatonic River, Greenock Country Club, and Wyndhurst Golf & Club, offers serene water views and convenient access to local attractions.
This five-bedroom, four-bathroom holiday home boasts 294 square metres of space, comfortably accommodating up to 14 guests with amenities including a jacuzzi, spa, tennis court, and fully equipped kitchen; enjoy on-site water access and explore nearby Animagic Museum of Animation.
General Williams Estate House Lenox/stockbridge - Lenox, MA
9.8 120 reviews

General Williams Estate House Lenox/stockbridge

apartment, Stockbridge
This spacious six-bedroom house, known as the General Williams house, is situated in Berkshire County, Massachusetts, 3.2km from Stockbridge centre and 8km from Lenox centre, offering easy access to the Mass Pike.
The 511-square-metre property boasts two fully equipped kitchens, six fireplaces, a games room, a swimming pool, and a spa, accommodating up to 16 guests and providing ample space for families or large groups.

Best Lenox, MA accommodations with a fireplace

3 Acres, Mtn Views, Hot Tub, Steps To Winery - Lenox, MA
No reviews

3 Acres, Mtn Views, Hot Tub, Steps To Winery

apartment, Richmond
This Richmond flat offers a serene setting by Richmond Pond, just 300 metres from Balderdash Cellars and 8 kilometres from Tanglewood.
This spacious 255 square metre split-level property accommodates up to six guests and includes a newly renovated kitchen, air conditioning, a jacuzzi, a terrace, a garden, parking, and two kayaks and bicycles for exploring the area.
Luxury Fox Hollow Estate Home On Laurel Lake - Dream Location, Hot Tub, Kayaks++ - Lenox, MA
9.4 66 reviews

Luxury Fox Hollow Estate Home On Laurel Lake - Dream Location, Hot Tub, Kayaks++

apartment, Lee
This newly renovated Cape Cod style house is located in Lenox, just a short distance from the Edith Wharton Estate and within easy reach of other Berkshire attractions. The property has received excellent reviews from previous guests, making it a popular choice for travellers seeking a comfortable and well-equipped stay.
The 251 square metre property comfortably sleeps up to 14 guests and features a fully equipped kitchen, a spacious living area, and a large deck with a hot tub. Guests can enjoy a range of activities on-site, including tennis, kayaking, and fishing, as well as access to two rounds of golf at the Miraval Country Club and spa treatments at the Miraval Spa.
Condo ∙ 2 Bedrooms ∙ 6 Guests - Lenox, MA
No reviews

Condo ∙ 2 Bedrooms ∙ 6 Guests

apartment, Lenox
This two-bedroom apartment, situated in The Ponds at Foxhollow in the Berkshires, Massachusetts, is conveniently located 4.7km from The Mount, 11.6km from the Norman Rockwell Museum, and 6.9km from Tanglewood.
The property, sleeping up to six guests, boasts a fully equipped kitchen, three bathrooms, a private deck with scenic pond views, resort access to pools, a fitness centre, and a sauna, plus on-site parking.
Historical Housatonic Street Apartment - Lenox, MA
10 1 review

Historical Housatonic Street Apartment

apartment, Lenox
This Lenox flat offers immediate access to local attractions, situated within walking distance of The Bookstore and Lenox Library, and a short distance from Ventfort Hall Mansion and Gilded Age Museum and the Berkshire Scenic Railway Museum.
This accommodation provides a fully equipped kitchen, air conditioning, on-site parking, and in-unit laundry, ensuring a comfortable stay with internet access and television for entertainment.

Frequently asked questions about accommodations in Lenox, MA

  • What are the must-see sites in or near Lenox, MA?

    You can't miss the Tanglewood Music Center, a world-renowned summer music festival. The Edith Wharton's The Mount is a must-see for history buffs, and the Norman Rockwell Museum is a great option for art lovers. If you enjoy nature, the Mount Greylock State Reservation offers stunning views from the highest peak in Massachusetts.
  • How can travelers reach Lenox, MA?

    Lenox is easily accessible by car via the Massachusetts Turnpike (I-90) or Route 7. If you prefer public transport, you can take a train to Pittsfield, which is about 15 minutes away, and then hop on a local bus or taxi. Bradley International Airport (BDL) in Hartford, Connecticut, is the closest major airport, about a 2-hour drive away.
  • What outdoor activities can visitors enjoy in and around Lenox, MA?

    There are plenty of outdoor activities in and around Lenox. Hiking trails abound in the Berkshires, including the Appalachian Trail which runs through the area. You can also enjoy kayaking or canoeing on the Housatonic River, or go for a bike ride on the scenic Lenox-to-Stockbridge Rail Trail. In the winter, there are several ski resorts within a short drive.
  • When is the ideal time to plan a trip to Lenox, MA?

    The best time to visit Lenox is during the summer months, from June to August, when the weather is warm and sunny and the Tanglewood Music Festival is in full swing. Autumn is also beautiful, with the changing leaves, but it can get chilly. Spring and fall are great if you want to avoid the summer crowds.
  • What are the best walking or cycling routes in Lenox, MA?

    The Lenox-to-Stockbridge Rail Trail is a great paved path for walking or cycling, offering stunning views of the countryside. For a more challenging hike, try the Mount Everett Trail, which leads to the summit of Mount Everett, offering panoramic views of the Berkshires.
  • What nearby towns or cities can be explored from Lenox, MA?

    There are several charming towns within easy reach of Lenox. Stockbridge, known for its art galleries and historic homes, is just a short drive away. Pittsfield, a larger town with a vibrant arts scene, is also nearby. And, if you want to explore a larger city, Albany, New York, is about an hour and a half away.
  • What amenities can travelers expect from accommodations in Lenox, MA?

    Lenox offers a range of accommodation options, from charming bed and breakfasts to luxury hotels. Many accommodations offer amenities like swimming pools, fitness centres, and restaurants. You can also find options with fireplaces, balconies, and stunning views of the surrounding mountains.

Popular destinations

Best Lenox, MA accommodations with a balcony

The Ponds At Foxhollow - Lenox, MA
8.0 330 reviews

The Ponds At Foxhollow

resort, Lee
The Ponds at Foxhollow by Capital Vacations is located in Lenox, Massachusetts, just a short drive from Tanglewood and the Tanglewood Musical Center, making it a great choice for music lovers and those looking to explore the scenic Berkshires. The resort enjoys excellent location and cleanliness ratings, with guests consistently praising its comfortable and well-maintained accommodation.
Each apartment features a fully equipped kitchen and a dining and seating area with a TV, providing everything you need for a relaxing stay. Guests can enjoy a range of amenities, including a seasonal outdoor pool and hot tub, an indoor pool, sauna, fitness center, and tennis court, as well as free bicycle use, fishing, and canoeing opportunities.
Built For A Us Secretary Of State 13k Sf In Lenox - Lenox, MA
10 69 reviews

Built For A Us Secretary Of State 13k Sf In Lenox

house, Lenox
This family-friendly villa is situated in a peaceful rural setting in Lenox, just 1.6 km from Ventfort Hall Mansion and Gilded Age Museum, The Bookstore, and Shakespeare and Company. The property has received excellent ratings for user experience, location, and cleanliness.
This spacious 1,394 square metre property offers 13 bedrooms and 13.5 bathrooms. Enjoy the convenience of a fully equipped kitchen, a fitness centre, a sauna, a tennis court, and a garden with barbecue facilities.
Amore Estate -  Beautiful Room With Many Places To Explore And Relax In. - Lenox, MA
9.2 41 reviews

Amore Estate - Beautiful Room With Many Places To Explore And Relax In.

apartment, Lenox
This apartment is situated in Lenox, just 1.6 kilometres from the town centre and 2.4 kilometres from Tanglewood, offering a peaceful retreat close to attractions. It has been highly rated by previous guests, receiving excellent reviews.
This spacious apartment sleeps up to 16 guests and features six bedrooms and four bathrooms. Guests can enjoy a range of amenities including a swimming pool, a sports court, and a wrap-around porch, as well as fresh eggs from the chickens and beautiful gardens.
Spacious Historic Home In The Berkshires! - Lenox, MA
9.0 1 review

Spacious Historic Home In The Berkshires!

house, Pittsfield
This spacious five-bedroom house is situated in Pittsfield, Massachusetts, just 12.2 kilometres from Tanglewood and 12.6 kilometres from Cranwell Spa & Golf Club.
The 307 square metre property offers ample space for up to 17 guests, with modern amenities such as air conditioning, Wi-Fi, a fully equipped kitchen, and a balcony.

Best Lenox, MA accommodations with a kitchen

The East Street Cabin - Lenox, MA
9.9 124 reviews

The East Street Cabin

house, Lenox
This Lenox self-catering studio is situated approximately 0.1 kilometres down a wooded path from the main house, offering a secluded setting near Tanglewood and other Berkshire attractions.
The spacious studio sleeps two, features a full kitchen with fridge and microwave, a private deck, and a queen-sized bed, and offers Wi-Fi access at the main house.
Restored 1881 Farm House - Lenox, MA
9.9 176 reviews

Restored 1881 Farm House

house, Lenox
This restored 1881 farmhouse is located in Lenox, just over 5 kilometres from both Tanglewood and Cranwell Spa & Golf Club, in a peaceful rural setting. It has received excellent ratings for location, cleanliness, and overall experience.
The house is a 2-bedroom property with a floor area of 120 square metres, comfortably accommodating up to 4 guests. It offers modern amenities like air conditioning, Wi-Fi, a fully equipped kitchen, a washing machine, and a bathroom with a bath, as well as a terrace and garden for enjoying the outdoors.
Perfect Vacation Getaway In The Berkshires - Lenox, MA
9.9 25 reviews

Perfect Vacation Getaway In The Berkshires

apartment, Lenox
This apartment is located less than 3km from Lenox town centre, close to the Miraval and Canyon Ranch spas, offering easy access to restaurants, shops and attractions. It has received excellent ratings for location, cleanliness and user experience.
The apartment has 4 bedrooms, making it suitable for families or groups of up to 10 guests. It includes a fully equipped kitchen with a fridge, freezer, microwave oven and dishwasher, as well as air conditioning, a garden, parking, and a basement sitting room.
Peaceful 1br Condo With Pond View - Lenox, MA
8.0 2 reviews

Peaceful 1br Condo With Pond View

apartment, Lenox
This Lenox apartment, a peaceful one-bedroom condo near the Pleasant Valley Wildlife Sanctuary, offers easy access (distances unspecified but likely within a few kilometres) to cultural attractions such as The Mount and the Frelinghuysen Morris House and Studio.
Sleeping four guests, the property boasts two bathrooms and is likely fully equipped, providing a tranquil base for exploring Lenox's natural and cultural offerings, including the Berkshire Scenic Railway Museum and The Bookstore.
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