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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 4 best for families

253 M² House ∙ 4 Bedrooms ∙ 8 Guests - Lenox, MA
No reviews

253 M² House ∙ 4 Bedrooms ∙ 8 Guests

house, Stockbridge
This detached house is situated in Stockbridge's rolling hills, a mere few minutes from Stockbridge Bowl, Main Street, Tanglewood, and the Norman Rockwell Museum.
This 253 square meter property sleeps 10 guests across 4 bedrooms, featuring a wood-burning fireplace, a dining room for eight, a well-equipped kitchen, and an outdoor patio with a grill, offering a comfortable base for exploring the Berkshires' cultural and outdoor attractions.
Beautiful Lenox Home, 3 Mi To Shakespeare & Co! - Lenox, MA
9.3 112 reviews

Beautiful Lenox Home, 3 Mi To Shakespeare & Co!

house, Lenox
This Lenox property is located just six kilometres from both Cranwell Spa & Golf Club and Tanglewood Musical Center, making it a convenient base for exploring the area's cultural and leisure attractions. The house has received excellent ratings for cleanliness and user experience, and a very good rating for its location.
The three-bedroom house offers 228 square metres of space and can comfortably accommodate up to six guests. The property features a fully equipped kitchen, air conditioning, a garden, a spa, parking, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
Brick Patio + Firepit + Hammock | Clawfoot Tub + Cottage Charm | Cordelia - Lenox, MA
9.4 25 reviews

Brick Patio + Firepit + Hammock | Clawfoot Tub + Cottage Charm | Cordelia

apartment, Lee
This charming cottage-style apartment is located in Lee, Massachusetts, just a short distance from the Berkshires' natural beauty and cultural attractions. It has received excellent user ratings, making it a popular choice for travellers. This spacious home offers five bedrooms and three bathrooms, comfortably accommodating up to twelve guests. The apartment comes with a fully equipped kitchen, a garden, a balcony, parking, and pet-friendly features, making it perfect for families or groups looking for a relaxing getaway in the Berkshires.
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.

Best Lenox, MA accommodations with a fireplace

Comfortable Elegance On Secluded Property In Lenox - Lenox, MA
10 96 reviews

Comfortable Elegance On Secluded Property In Lenox

apartment, Lenox
This five-bedroom home is situated in Lenox, just a short walk from the town centre and two miles from Tanglewood, offering a peaceful retreat in a vibrant location. The property has consistently received excellent ratings for user experience, location, and cleanliness.
The spacious apartment, spanning 242 square metres, comfortably accommodates nine guests. Amenities include a fully equipped kitchen, a jacuzzi, a garden, a spa, parking, and internet access, ensuring a relaxing and enjoyable stay.
Imagine Being Lakeside, Kayaks/fishing/ev Charger - Lenox, MA
9.6 23 reviews

Imagine Being Lakeside, Kayaks/fishing/ev Charger

apartment, Lenox
This Lenox holiday home, near the beach and a 2.4km walk from Wyndhurst Golf & Club and The Mount, offers easy access to local attractions including Shakespeare and Company and Ventfort Hall Mansion within 5km.
The 176 square metre property boasts four bedrooms, two bathrooms, sleeping up to ten guests, and features a fully equipped kitchen, private balcony, garden, parking, and internet access.
Spacious Historic Home In The Berkshires! - Lenox, MA
9.8 19 reviews

Spacious Historic Home In The Berkshires!

apartment, Pittsfield
This seven-bedroom Pittsfield holiday home is conveniently located within a 1.6km walk of the Colonial Theatre, Berkshire Athenaeum, and Berkshire Museum, and under 1.6km from the Housatonic River and Barrington Stage Company.
This spacious 307 square metre property sleeps nine guests and boasts a fully equipped kitchen, two bathrooms, laundry facilities, a fireplace, terrace, garden, and parking, all within easy reach of Pittsfield's cultural attractions and transport links.
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.

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

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.
Berkshire House Stay - Lenox, MA
9.5 2 reviews

Berkshire House Stay

house, Lee
Berkshire House Stay is a family-friendly residence in Lee, located 5.3 kilometres from Cranwell Spa & Golf Club and 9.3 kilometres from Tanglewood.
This spacious 214 square metre holiday home accommodates up to 19 guests, featuring five bedrooms and five bathrooms, a fully equipped kitchen with a dishwasher, air conditioning, and complimentary Wi-Fi and parking, with nearby hiking trails and barbecue facilities.
Cordelia By Avantstay - Lenox, MA
No reviews

Cordelia By Avantstay

house, Lee
Book this vacation rental. Your accommodation will be based in Lee.
Services and facilities: a fridge, a kitchen and a barbecue. Take advantage of the terrace in this house in Lee.
Stockbridge Home: Walk To Town Beach! - Lenox, MA
9.8 53 reviews

Stockbridge Home: Walk To Town Beach!

house, Stockbridge
This Stockbridge house is located just 3.4 kilometres from Tanglewood, a renowned music venue, and 3.8 kilometres from the town beach, offering a peaceful setting close to cultural and natural attractions. The property has consistently received excellent ratings for location, cleanliness, and user experience.
The three-bedroom house spans 97 square metres and comfortably accommodates up to six guests. Amenities include a fully equipped kitchen, air conditioning, a terrace, a spa, parking, and free Wi-Fi, ensuring a comfortable and enjoyable stay.

Best Lenox, MA accommodations with a kitchen

Private 2nd-floor Studio On A Working Produce Farm - Lenox, MA
10 316 reviews

Private 2nd-floor Studio On A Working Produce Farm

gîte, Pittsfield
This self-contained studio is situated on a working farm in Berkshire County, just 10 kilometres from the renowned Tanglewood music venue.
The studio offers a private balcony, a fully equipped kitchenette, and a Roku Smart TV, accommodating two guests and their pets.
Lovely Downtown Lenox Apt, Walk To Everything! - Lenox, MA
9.9 149 reviews

Lovely Downtown Lenox Apt, Walk To Everything!

apartment, Lenox
This apartment is in the centre of Lenox, just a short walk from Tanglewood, Shakespeare & Co, Kennedy Park, restaurants and shops, and 7 minutes from Bousquet Mountain. The apartment has excellent user, location and cleanliness ratings.
The apartment has 3 bedrooms and 1 bathroom, making it ideal for families or groups of up to 5 guests. It has a private entrance, a garden, parking, a fully equipped kitchen, air conditioning, internet, and a deck with a view over Lenox.
Heart Of Lenox!! - Renovated Downtown Apartment - Lenox, MA
9.8 167 reviews

Heart Of Lenox!! - Renovated Downtown Apartment

apartment, Lenox
This renovated two-bedroom flat is situated in the centre of Lenox, just a short walk from the town's attractions and a few kilometres from the historic Red Lion Inn in Stockbridge and the Norman Rockwell Museum. This property has received excellent ratings for location, cleanliness and user experience.
The apartment has two bedrooms, accommodating up to six guests. It is equipped with a modern kitchen, air conditioning, parking, internet access and allows pets.
Cute, Cozy And Comfortable Apartment - Lenox, MA
9.8 90 reviews

Cute, Cozy And Comfortable Apartment

apartment, Lenox
This Lenoxdale flat, situated in the Berkshires, is minutes from Lenox's town centre and within easy reach of Tanglewood, Kripalu Centre for Yoga & Health, and Laurel Lake.
The one-bedroom, one-bathroom apartment sleeps two guests and offers a kitchen with a fridge and microwave, air conditioning, parking, a garden, and excellent guest reviews; the owner resides above and may offer local advice.
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