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Guest Houses in Lenox

Enjoy your stay and find the best Guest Houses in Lenox at affordable prices

Searching for a guesthouse in Lenox (Massachusetts)? Easily browse and compare a diverse range of guest houses in Lenox to unearth the perfect cozy retreat for your getaway, starting from $45 per night.

Guest-houses in Lenox and region (20 miles)

Gateways Inn

B&B in Lenox, Massachusetts , 51 Walker Street
Gateways Inn offers accommodation in Lenox.
  • Parking
  • Family rooms
  • Kid meals
  • Electric vehicle charging station

Very good 22 Reviews 8.4

from $386.67 Show details »

Whistler's Inn

B&B in Lenox, Massachusetts , 5 Greenwood Street
This Lenox, Massachusetts bed and breakfast boasts a daily gourmet breakfast and free Wi-Fi access in every individually styled room.
  • Parking
  • Pets allowed
  • Family rooms
  • Kids' outdoor play equipment

Very good 134 Reviews 8.4

from $302.13 Show details »

The Dewey

B&B in Lenox, Massachusetts , 7 Hubbard Street
This bed and breakfast in the scenic Berkshires boasts uniquely styled guest rooms, each with a private bathroom.
  • Parking
  • Electric vehicle charging station

Good 118 Reviews 7.8

from $146.26 Show details »

The Cornell Inn

B&B in Lenox, Massachusetts , 203 Main Street
Located on four acres, this bed and breakfast features traditional exteriors and stunning, updated designer rooms and bathrooms which are all equipped...
  • Parking
  • Bar
  • Family rooms
  • Breakfast in the room

Superb 472 Reviews 9.4

from $224.70 Show details »

Seven Hills Inn

Inn in Lenox, Massachusetts , 40 Plunkett St
Located in Lenox, 2.2 km from Cranwell Spa & Golf Club, Seven Hills Inn provides accommodation with free bikes, free private parking, a seasonal outdo...
  • Parking
  • Pets allowed
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 300 Reviews 7.2

from $159.00 Show details »

Apple Tree Inn

Inn in Lenox, Massachusetts , 10 Richmond Mountain Road
Situated in Lenox, 1.1 km from Tanglewood Musical Center, Apple Tree Inn features accommodation with a seasonal outdoor swimming pool, free private pa...
  • Parking
  • Restaurant
  • Bar
  • Family rooms
  • Outdoor pool

Good 339 Reviews 7.8

from $259.00 Show details »

Knights Inn Lenox

Motel in Lenox, Massachusetts , 474 Pittsfield Road
This hotel in Lenox, Massachusetts is a 10-minute drive to the Edith Wharton Estate-The Mount.
  • Parking
  • Family rooms
  • Telephone
  • Air conditioning
  • Hairdryer

Pleasant 51 Reviews 6.2

from $45.00 Show details »

Wagon Wheel Inn

Motel in Lenox, Massachusetts , 484 Pittsfield Road
This Massachusetts motel offers rooms with free Wi-Fi and a 24-hour front desk.
  • Parking
  • Telephone
  • Air conditioning
  • Hairdryer
  • Refrigerator

Pleasant 211 Reviews 6.3

from $99.00 Show details »

The Inn at Stockbridge

B&B in Stockbridge near Lenox, Massachusetts , 30 East Street
Set on 12 acres of land less than 2 miles from Berkshire Theatre Festival, this bed and breakfast offers stylish rooms with en suite bathrooms.
  • Pets allowed
  • Fitness centre

Superb 25 Reviews 9.4

from $349.40 Show details »

Devonfield Inn

B&B in Lee near Lenox, Massachusetts , 85 Stockbridge Rd.
Situated on 30 acres, this scenic Berkshires bed and breakfast boasts a heated, seasonal outdoor pool and on-site tennis courts.
  • Parking
  • Fitness centre
  • Family rooms
  • Swimming pool
  • Swimming Pool

Superb 14 Reviews 9.4

from $392.33 Show details »

The Cottage

B&B in Stockbridge near Lenox, Massachusetts , 14 Prospect Hill Road
Situated on two acres of hills and forest, this Stockbridge B&B offers free Wi-Fi, free breakfast and stunning views of the surrounding Berkshire moun...
  • Parking
  • Pets allowed
  • Family rooms
  • Breakfast in the room
  • Spa and wellness centre

Pleasant 59 Reviews 6.8

from $289.00 Show details »

Pilgrim Inn

Inn in Lee near Lenox, Massachusetts , 165 Housatonic Street
Situated in Lee, between the beautiful Beartown and October Mountain State Forests, Pilgrim Inn is a 20-minute drive from Pitsfield.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Kids' outdoor play equipment

Pleasant 633 Reviews 6.7

from $89.00 Show details »

Pleasant Valley Motel West Stockbridge

Motel in West Stockbridge near Lenox, Massachusetts , 42 Stockbridge Road
Situated in West Stockbridge, 5.5 km from Norman Rockwell Museum, Pleasant Valley Motel West Stockbridge features accommodation with free WiFi and fre...
  • Parking
  • Shower
  • Bath
  • TV
  • Air conditioning

Okay 126 Reviews 5.8

from $69.52 Show details »

Shaker Mill Inn

B&B in West Stockbridge near Lenox, Massachusetts , 2 Oak Street
Set 6.3 km from Tanglewood Musical Center in West Stockbridge, Shaker Mill Inn offers accommodation with air conditioning and free WiFi.
  • Parking
  • Pets allowed
  • Breakfast in the room

Superb 85 Reviews 9.3

from $239.00 Show details »

Econo Lodge Lee - Great Barrington

Motel in Lee near Lenox, Massachusetts , 980 Pleasant Street
Located 6 miles from October Mountain State Forest, this Massachusetts hotel features guest rooms with balconies and free Wi-Fi.
  • Parking
  • Telephone
  • Air conditioning
  • Hairdryer
  • Iron

Okay 243 Reviews 5.9

from $85.99 Show details »

Berkshire Inn

Motel in Pittsfield near Lenox, Massachusetts , 150 West Housatonic Street
Located in the heart of the Berkshire Mountains, this family-owned motel features an outdoor pool and free Wi-Fi.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Good 417 Reviews 7.3

from $99.99 Show details »

Berkshire Travel Lodge

Motel in Canaan near Lenox, Massachusetts , 12703 Route 22
Located off Interstate 90, this hotel is surrounded by the Berkshire Mountains and boasts scenic views and an outdoor pool.
  • Parking
  • Pets allowed
  • Allergy-free room
  • Outdoor pool
  • Swimming pool

Disappointing 242 Reviews 4.5

from $71.99 Show details »

The Cascades

Inn in Canaan near Lenox, Massachusetts , 40 Cherry Lane
Set in Canaan, 20 km from Tanglewood Musical Center, The Inn at Shaker Mill Falls offers accommodation with a garden, free private parking, a shared l...
  • Parking
  • Pets allowed
  • Family rooms

Good 32 Reviews 7.9

from $175.33 Show details »

The Briarcliff Motel

Motel in Great Barrington near Lenox, Massachusetts , 506 Stockbridge Road
Surrounded by the Berkshires, this motel is 8 km from Ski Butternut and boasts free Wi-Fi access and views of Monument Mountain.
  • Parking
  • Pets allowed
  • Kids' outdoor play equipment
  • Shower
  • TV

Good 219 Reviews 7.6

from $175.00 Show details »

Thornewood Inn

Inn in Great Barrington near Lenox, Massachusetts , 453 Stockbridge Road
Great Barrington’s Thornewood Inn is a bed and breakfast that features antique furniture throughout the property.
  • Parking
  • Pets allowed
  • Bar
  • Family rooms
  • Outdoor pool

Good 18 Reviews 8.0

from $249.00 Show details »

Granville House

B&B in Great Barrington near Lenox, Massachusetts , 98 Division Street
Situated in Great Barrington in the Massachusetts region, Granville House features accommodation with free private parking.
  • Parking
  • Pets allowed
  • Family rooms

Exceptional 131 Reviews 9.9

from $275.00 Show details »

Inn at Silver Maple Farm

B&B in East Chatham near Lenox, Massachusetts , 1871 State Route 295
Situated in East Chatham, 22 km from Stockbridge, Inn at Silver Maple Farm features air-conditioned rooms and free private parking.
  • Parking
  • Allergy-free room

Superb 56 Reviews 9.4

from $229.00 Show details »

Travelodge by Wyndham Great Barrington B...

Motel in Great Barrington near Lenox, Massachusetts , 400 Stockbridge Road
Situated only 5 miles from Stockbridge & Norman Rockwell, this hotel is set in a convenient location in Great Barrington.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Pleasant 196 Reviews 6.9

from $100.50 Show details »

Monument Mountain Motel

Motel in Great Barrington near Lenox, Massachusetts , 247 Stockbridge Road
This Great Barrington motel features free Wi-Fi and rooms with a microwave and a refrigerator.
  • Parking

Very good 202 Reviews 8.0

from $130.00 Show details »

Wainwright Inn

B&B in Great Barrington near Lenox, Massachusetts , 518 Main Street
Situated 15 km from Norman Rockwell Museum, Wainwright Inn features accommodation with a garden, a terrace and a 24-hour front desk for your convenien...
  • Parking
  • Family rooms
  • Kid meals
  • Tea/Coffee maker
  • Shower

Superb 69 Reviews 9.3

from $240.35 Show details »

Number of Guest Houses in Lenox 29
Number of guest ratings 4361
Average price per night $217.53
Lowest price per night $45.00
Highest price per night $599.00

Most popular Guest-houses in Lenox

The most popular Guest-houses in Lenox based on average guest rating (Top 10).

Cheapest Guest-houses in Lenox

The cheapest Guest-houses in Lenox based on room rate per night (Top 10).

Most booked Guest-houses in Lenox

The most booked Guest-houses in Lenox based on popularity with guests (Top 10).

Guest-houses in Lenox (Massachusetts), small and cozy

Guest-houses are small, cozy accommodations that offer a more personal and authentic experience than larger hotels. Often family-owned and operated, guest-houses provide a home-away-from-home atmosphere for travelers seeking a warm and welcoming environment. Typically located in residential areas or rural settings, guest-houses offer a peaceful and relaxing escape from the hustle and bustle of the city. With a focus on personalized service and attention to detail, guests can expect comfortable rooms, authentic food, and insider tips on local attractions and activities. Whether you're looking for a romantic getaway, a family vacation, or a solo adventure, guest-houses in Lenox offer a unique and memorable way to experience a new destination.

Find the best guest-house in Lenox for your needs

When looking for the best guest-house for your next stay in Lenox, there are a few key factors to consider. First and foremost, location is important - choose a guest-house that is conveniently located to the attractions and activities that you want to experience. Next, read reviews from previous guests to get a sense of the guest-house's quality, cleanliness, and hospitality. Look for guest-houses that have consistently positive reviews and a high rating. Additionally, consider the amenities offered, such as free Wi-Fi, breakfast, and on-site parking. Finally, don't forget to consider the price - guest-houses can vary widely in price, so be sure to choose one that fits within your budget. With these factors in mind, you can find the best guest-house in Lenox for your next vacation and enjoy a memorable and comfortable stay.


Accommodation data and pictures provided by Booking.com