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Lenox, MA offers charming mountain town vibes with renowned hotels that blend luxury and local character, perfect for a romantic getaway. The area features cultural attractions like Tanglewood and scenic hiking opportunities, ideal for travelers seeking both relaxation and adventure.

Lenox

This Lenox, Massachusetts hotel is just one mile from Bousquet Ski Area. Howard Johnson Lenox offers an outdoor pool, mountain views and guest rooms with free Wi-Fi and cable TV.

Rooms are furnished with microwaves and refrigerators. They also provide coffee makers and seating areas.

While staying at Lenox Howard Johnson Express Inn, guests can enjoy a grab and go breakfast and a picnic area. The hotel offers vending machines and a 24-hour front desk. Three restaurants are within one mile.

Pittsfield Country Club is one mile from Howard Johnson. The hotel is 3 miles from The Colonial Theatre and Kennedy Park and 9 miles from Norman Rockwell Museum.

Howard Johnson by Wyndham Lenox

The hotel offers clean, spacious rooms with friendly and helpful staff, perfect for leisure travelers. Guests appreciate the convenient location near attractions and amenities like a lovely pool and jacuzzi suites.

Adanna

Rotondo

Frank

I had an enjoyable time at the motel and would use it again. Recommended to friends.

Tracy

It was the perfect place to stay while attending a wedding

Elizabeth

Pleasant place to stay.  Had peaceful nights & found convenient parking place each night, even late.

Jane

Friendly owner, lovely pool and perfect location!

John

Peter

Rebecca

stephen

This resort offers yoga classes on Saturday and Sunday. Tanglewood Musical Center, an entertainment venue, is 5 minutes’ drive away from this tranquil property.

En suite bathrooms and a safety deposit box are standard for each simply furnished room at the Eastover Estate and Retreat. They also provide a small refrigerator.

The hotel is located on 600 acres and offers beautiful gardens and hiking tours. Yoga, Tai-chi and Qi-Gong programs are offered year-round. Wellness classes and are included. Concierge services are also available.

The Eastover Estate and Retreat is 4.8 km from the Bousquet Ski Area. The Ventfort Hall Mansion and Gilded Age Museum is within 5 minutes' drive of the property.

Eastover Estate and Eco Village


This Massachusetts motel offers rooms with free Wi-Fi and a 24-hour front desk. The motel is within a 5-minute drive of the Arrowhead Museum, former home of Herman Meville.

Microwaves and refrigerators are standard in all rooms at the Wagon Wheel Inn. The rooms are also equipped with cable TV and floral bedding. The bathrooms feature a tub.

Guests at the Wagon Wheel are provided with free parking and coffee in the lobby. The motel also has air conditioning.

The Wagon Wheel Inn is within a 10-minute drive of the Berkshire Scenic Railway Museum. The Pittsfield Country Club is 2 miles from the motel.

Wagon Wheel Inn

Nestled on a 111-acre wildlife sanctuary and surrounded by the beauty of the Berkshires, The Yankee, Trademark Collection by Wyndham provides a welcoming stay by the famous Appalachian Trail in October Mountain State Forest. This contemporary, non-smoking hotel is near plenty of restaurants as well as Tanglewood, Jacob’s Pillow, and MASS MoCA. Admire original work at the Norman Rockwell Museum, 19th century paintings at The Clark, and stunning fall foliage in Mount Greylock State Reservation. Albany International Airport (ALB) is 48 miles away.

The Yankee, Trademark Collection by Wyndham

Offering a seasonal outdoor pool and hot tub, The Ponds at Foxhollow is located in Lenox in the Massachusetts Region, 4 km from Tanglewood. Tanglewood Musical Center is 4.2 km from the property.

The accommodation is air conditioned and has a dining area and a seating area with a TV. There is also a kitchen, equipped with a dishwasher. An oven and coffee machine are also featured. Towels and bed linen are available.

The Ponds at Foxhollow also includes a sauna, fitness centre, and indoor pool.

Free use of bicycles is available at the property and the area is popular for fishing and canoeing. The nearest airport is Albany International Airport, 64 km from The Ponds at Foxhollow.

The Ponds at Foxhollow

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Luxury hotels in Lenox, MA between $300-$500 per night (July 2025)

Parking

Restaurant

Pets allowed

Room service

Meeting/banquet facilities

24-hour front desk

Tennis court

Sauna

Fitness centre

Golf course (within 3 km)

Garden

Terrace

Non-smoking rooms

Airport shuttle

Fishing

Business centre

Babysitting/child services

Laundry

Dry cleaning

Continental breakfast

Facilities for disabled guests

Skiing

Barber/beauty shop

Family rooms

Games room

Casino

Breakfast in the room

Ironing service

Free parking

Internet services

Lift

Express check-in/check-out

Solarium

Safety deposit box

Valet parking

Currency exchange

Spa and wellness centre

Massage

Children's playground

Billiards

Table tennis

Karaoke

Windsurfing

Darts

Hot tub/Jacuzzi

Soundproof rooms

Canoeing

Hiking

Chapel/shrine

BBQ facilities

Packed lunches

Car hire

Cycling

Bowling

Tour desk

Hammam

Heating

Fax/photocopying

Diving

Horse riding

Squash

Snorkelling

Luggage storage

WiFi

Mini golf

Ski storage

Ski school

Allergy-free room

Indoor pool

Outdoor pool

Free WiFi

Non-smoking throughout

Air conditioning

Designated smoking area

ATM/cash machine on site

Private beach area

Restaurant (à la carte)

Restaurant (buffet)

Snack bar

Sun terrace

Outdoor pool (all year)

Outdoor pool (seasonal)

Indoor pool (all year)

Indoor pool (seasonal)

Concierge service

Entertainment staff

Nightclub/DJ

Private check-in/check-out

Shuttle service (free)

Shuttle service (additional charge)

Ski equipment hire on site

Ski pass vendor

Ski-to-door access

Special diet menus (on request)

Trouser press

Vending machine (drinks)

Vending machine (snacks)

Water sport facilities on site

Hot spring bath

General

Activities

Services

Room Amenities

Bathroom

Media & Technology

Food & Drink

Services & Extras

Outdoor & View

Internet

Kitchen

Outdoors

View

Living Area

Bedroom

Layout

Accessibility

Building characteristics

Pool and wellness

Transport

Reception services

Common areas

Entertainment and family services

Cleaning services

Business facilities

Shops

Miscellaneous

Bath/Hot spring

Hostel facilities

Safety & security

Your sustainability practices

Safety features

Hygiene

Physical distancing

Cleanliness & disinfecting

Food & drink safety

Self check-in

Exclusive services