Places to stay in Lenox, MA

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Lenox, MA place to stay
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230 Best places to stay in Lenox, MA

Best family friendly Lenox, MA lodging

Among the 230 accommodations in Lenox, MA, here are the 4 best for families

Perfect Location In The Heart Of Downtown Lenox - Lenox, MA
10 2 reviews
Lenox, MA
06/10 – 10/10
SG$1236/nighttotal: SG$4944 (4 )

Perfect Location In The Heart Of Downtown Lenox

3 1
apartment , Lenox
This comfortable house is located just 0.5km from The Bookstore and 2.9km from Tanglewood Music Center, making it easy to access both cultural attractions and the peaceful surroundings of Lenox. It has consistently received excellent user ratings, indicating a positive experience for previous guests.
The 167 square metre house has three bedrooms and three bathrooms, accommodating up to six guests comfortably. It offers a range of amenities, including a private patio, a shared garden, barbecue facilities, a fully equipped kitchen, and free Wi-Fi, ensuring a pleasant and convenient stay.
Cozy Stockbridge Cabin - Walk To Beach & Lake! - Lenox, MA
9.2 12 reviews
Lenox, MA
06/10 – 10/10
SG$464/nighttotal: SG$1856 (4 )

Cozy Stockbridge Cabin - Walk To Beach & Lake!

2 1
cabin , Stockbridge
This charming cottage is just over 5km from Tanglewood, the Norman Rockwell Museum, and Tanglewood, offering easy access to Stockbridge's cultural attractions. The accommodation has received excellent ratings for its location, cleanliness, and overall experience.
The 65 square metre cottage has two bedrooms and can accommodate up to four guests. It offers a fully equipped kitchen, air conditioning, a garden, a spa, free Wi-Fi, and parking, as well as stunning sea views and access to the beach and lake.
Lenox Grand Colonial With Pool By Evergreen Home - Lenox, MA
10 3 reviews
Lenox, MA
06/10 – 10/10
SG$980/nighttotal: SG$3920 (4 )

Lenox Grand Colonial With Pool By Evergreen Home

4 1
apartment , Lenox
This Lenox holiday home is situated in a rural setting, less than 3km from the Housatonic River and the historical Arrowhead, home of Herman Melville.
This four-bedroom, three-bathroom property boasts 281 square metres of living space, a private pool, barbecue facilities, and sleeps eight guests, offering free Wi-Fi and a fully equipped kitchen.
The Ponds At Foxhollow - Lenox, MA
8.4 314 reviews
Lenox, MA
20/06 – 27/06
SG$410/nighttotal: SG$2870 (7 )

The Ponds At Foxhollow

2 2
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.

Best Lenox, MA accommodations with a fireplace

Wooded Cottage - Minutes From Lenox Village - Lenox, MA
9.9 184 reviews
Lenox, MA
06/10 – 10/10
SG$551/nighttotal: SG$2204 (4 )

Wooded Cottage - Minutes From Lenox Village

1 1
apartment , Lenox
This renovated cottage is situated in Lenox, a short walk (0.8 km) from the town centre, Shakespeare & Company, and Tanglewood, and is located in a peaceful, wooded area bordering Ventfort Hall. This property has received excellent ratings for its location, cleanliness, and overall experience.
The two-bedroom apartment can accommodate up to four guests and features a modern design throughout, including a well-equipped kitchen with a fridge, microwave oven, and dishwasher. Guests can enjoy a large front yard, a beautiful backyard with a patio, and access to a garden, as well as parking and air conditioning.
Classic New England Home With A Swimming Pool - Lenox, MA
9.8 12 reviews
Lenox, MA
06/10 – 10/10
SG$712/nighttotal: SG$2848 (4 )

Classic New England Home With A Swimming Pool

4 1
apartment , Richmond
This four-bedroom Richmond, Massachusetts property is located minutes from Tanglewood, the Kripalu Center for Yoga & Health, Lenox, and West Stockbridge.
The self-catering apartment, sleeping up to nine guests, boasts a private pool, fast Wi-Fi, and a fully equipped kitchen; nearby trails and restaurants offer further attractions.
Beautiful Lenox Home, 3 Mi To Shakespeare & Co! - Lenox, MA
9.3 111 reviews
Lenox, MA
06/10 – 10/10
SG$551/nighttotal: SG$2204 (4 )

Beautiful Lenox Home, 3 Mi To Shakespeare & Co!

3 1
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.
Condo ∙ 1 Bedroom ∙ 4 Guests - Lenox, MA
Lenox, MA
06/10 – 10/10
SG$554/nighttotal: SG$2216 (4 )

Condo ∙ 1 Bedroom ∙ 4 Guests

1 1
apartment , Lenox
This Lenox, Massachusetts apartment, situated in the Ponds at Foxhollow, is conveniently located 7km from Tanglewood, 11.6km from the Norman Rockwell Museum, and 4.6km from Edith Wharton's The Mount.
The self-catering condo offers one bedroom, two bathrooms, sleeps four guests, and features a fully equipped kitchen, private deck with pond views, indoor/outdoor pools, a fitness centre, sauna, and free Wi-Fi.

Frequently asked questions about accommodations in Lenox, MA

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

    Lenox is packed with cultural gems! You can't miss the Tanglewood Music Center, where you can catch world-class performances during the summer. The Edith Wharton's The Mount, a historic house museum, offers a glimpse into the life of the famous author. And for art lovers, the Clark Art Institute is a must-visit, featuring a stunning collection of European and American paintings.
  • What are the best accommodations in Lenox, MA?

  • How can travelers reach Lenox, MA?

    The easiest way to get to Lenox is by car, as it's about a 3-hour drive from Boston or New York City. If you're flying, the nearest airport is Bradley International Airport in Hartford, Connecticut, which is about a 1.5-hour drive away. You can also take a train to Pittsfield, Massachusetts, and then take a bus or taxi to Lenox.
  • What are the best accommodations with a pool in Lenox, MA?

  • What outdoor activities can visitors enjoy in and around Lenox, MA?

    Lenox is a nature lover's paradise! You can hike the beautiful trails in the Berkshires, including the Appalachian Trail. For a more leisurely experience, take a scenic bike ride along the Housatonic River, or visit the Lenox Library and Gardens, a tranquil oasis in the heart of town. If you're looking for something a bit more adventurous, try whitewater rafting on the Deerfield River.
  • What are the best accommodations with a jacuzzi in Lenox, MA?

  • 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 Center is in full swing. However, autumn is also a beautiful time to visit, with the foliage turning vibrant shades of red, orange, and yellow. Spring is a quieter time to visit, with milder temperatures and blooming flowers.
  • What are the best accommodations for families and kids in Lenox, MA?

  • What are the best walking or cycling routes in Lenox, MA?

    The Lenox Loop is a popular 8 km walking or cycling route that takes you through the heart of Lenox, passing by the Tanglewood Music Center, The Mount, and the Clark Art Institute. For a more challenging ride, try the 25 km loop that goes up to the top of Monument Mountain, offering breathtaking views of the surrounding area.
  • What are the best pet friendly accommodations in Lenox, MA?

  • What nearby towns or cities can be explored from Lenox, MA?

    Just a short drive from Lenox, you can explore the charming towns of Stockbridge, Great Barrington, and Pittsfield. Each town has its unique character and attractions, offering a glimpse into the rich history and culture of the Berkshires.
  • What are the best accommodations with parking in Lenox, MA?

  • What amenities can travelers expect from accommodations in Lenox, MA?

    Lenox offers a variety of accommodation options, from cozy bed and breakfasts to luxurious hotels. Most accommodations include amenities like free Wi-Fi, parking, and breakfast. Many also offer additional services such as swimming pools, fitness centers, and spa treatments.

Destinations nearby

Best Lenox, MA accommodations with a balcony

Stunning Post & Beam Home Minutes From Lenox, Stockbridge And Tanglewood! - Lenox, MA
10 98 reviews
Lenox, MA
06/10 – 10/10
SG$1513/nighttotal: SG$6052 (4 )

Stunning Post & Beam Home Minutes From Lenox, Stockbridge And Tanglewood!

5 1
apartment , Lee
This family-friendly holiday home is situated near the lake in Lee, within a mile of Greenock Country Club and the Housatonic River, and within two miles of the Animagic Museum of Animation and Lee Library. This property enjoys excellent user ratings, making it a popular choice for travellers visiting Lee.
The house has 5 bedrooms, 4 bathrooms, and a floor area of 260 square metres, comfortably accommodating up to 14 guests. Amenities include a fully equipped kitchen, a fireplace, a terrace, a garden, a fitness centre, and a spa, ensuring a comfortable and enjoyable stay.
Spacious Historic Home In The Berkshires! - Lenox, MA
Lenox, MA
06/10 – 10/10
SG$682/nighttotal: SG$2728 (4 )

Spacious Historic Home In The Berkshires!

1 1
cottage , Pittsfield
This cottage is located in Pittsfield, within a 10-minute walk of the Colonial Theatre, Berkshire Athenaeum, and Berkshire Museum, and within 2km of the Housatonic River and Barrington Stage Company. The self-catering property features a fireplace, a fully equipped kitchen with a dishwasher, a balcony, free Wi-Fi, and parking.
Classic Stockbridge Cottage - Lenox, MA
10 17 reviews
Lenox, MA
06/10 – 10/10
SG$926/nighttotal: SG$3704 (4 )

Classic Stockbridge Cottage

4 1
apartment , Stockbridge
This charming cottage is located in a quiet neighbourhood in Stockbridge, just a short walk from Chesterwood and the Rockwell Museum, and a short drive to Tanglewood, Berkshire Botanical Garden, and Stockbridge Bowl. The cottage has received excellent reviews from previous guests.
The property has four bedrooms and three bathrooms across 257 square metres, comfortably accommodating up to eight guests. This charming retreat features a well-equipped kitchen, a spacious living room with a fireplace, a library, a dedicated lounge area, and a private garden.
Urban Peak Escape, Lenox, Ma - Lenox, MA
8.0 1 review
Lenox, MA
06/10 – 10/10
SG$1045/nighttotal: SG$4180 (4 )

Urban Peak Escape, Lenox, Ma

2 1
apartment , Lenox
This Lenox apartment is situated near the town centre, approximately 1.6 kilometres from Tanglewood and Kripalu.
The 111-square-metre property features two bedrooms, one bathroom, and can accommodate four guests; amenities include a fully equipped kitchen, air conditioning, a terrace, and Wi-Fi access, with easy access to hiking trails and Berkshire attractions such as Great Barrington and MASS MoCA.

Best Lenox, MA accommodations with a kitchen

Cozy Berkshire Cottage Style Apartment - Lenox, MA
9.6 125 reviews
Lenox, MA
06/10 – 10/10
SG$223/nighttotal: SG$892 (4 )

Cozy Berkshire Cottage Style Apartment

1 1
apartment , Lee
This cosy apartment is located in Lee, Massachusetts, just a short drive from Tanglewood, Jacob's Pillow, and the Berkshires' outlet mall, offering easy access to popular attractions. The property has received excellent ratings for its cleanliness, location, and overall experience.
The apartment has one bedroom and one bathroom, accommodating up to two guests. The property offers a peaceful and private setting, with views of the state forest and yard, perfect for nature lovers. Guests can enjoy wildlife viewing, a clean and comfortable space, and access to the yard with folding chairs.
Lenox/berkshire Charm - Lenox, MA
Lenox, MA
20/06 – 27/06
SG$636/nighttotal: SG$4452 (7 )

Lenox/berkshire Charm

1 2
apartment , Lenox
This charming apartment is located on Main Street in Lenox, just a short walk from the town centre and a 5-kilometre drive from Tanglewood, offering easy access to restaurants, shops, and cultural attractions.
The apartment has a private patio area and is suitable for up to four guests. Amenities include a full kitchen, laundry facilities, and a shared swimming pool, plus guests can enjoy nearby walking trails, kayaking, and skiing in the surrounding area.
Renovated Downtown 1bedroom - Lenox, MA
10 24 reviews
Lenox, MA
06/10 – 10/10
SG$534/nighttotal: SG$2136 (4 )

Renovated Downtown 1bedroom

1 1
apartment , Lenox
This one-bedroom flat is located in Lenox's historic downtown district, just a short walk from the Tanglewood Music Center, the Edith Wharton Home, and the Berkshire Museum. The property has received excellent ratings for location, cleanliness, and user experience.
The flat comfortably accommodates up to four guests and features a well-equipped kitchen with a fridge and dishwasher. Guests can enjoy amenities such as a garden, parking, air conditioning, and free Wi-Fi access.
The Summerwood Hideout | Mins To Downtown!  Pool - Lenox, MA
8.8 3 reviews
Lenox, MA
26/06 – 28/06
SG$1968/nighttotal: SG$3936 (2 )

The Summerwood Hideout | Mins To Downtown! Pool

4 4
apartment , Great Barrington
This four-bedroom, four-bathroom Great Barrington holiday home is situated in a rural location, approximately 5km from Mansfield Lake Park and 4km from the Housatonic River.
The property, sleeping eight guests, boasts a private pool, tranquil balcony, fully equipped kitchen, in-unit laundry, Wi-Fi, and a fireplace, plus outdoor amenities including a fire pit and barbecue grill; nearby attractions include Ski Butternut, Greenock Country Club, Berkshire Botanical Garden, and Hoffman's Pottery.
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