Guesthouses in Great Barrington You’ll Love

Top-Rated Great Barrington Guesthouses for Every Budget and Style!

Looking for a guesthouse in Great Barrington (Massachusetts)? Discover and compare a wide selection of cozy guesthouses, bed & breakfast and inns in Great Barrington – perfect for solo travelers, couples, or families. Whether you’re planning a weekend getaway or an extended stay, you’ll find charming, affordable options starting at just $58.60 per night. From centrally located guesthouses near downtown to peaceful retreats close to the beach, explore accommodations that match your style and budget.

Easily browse photos, read guest reviews, and book the ideal guesthouse in Great Barrington today.

We found 8 Guest-houses in Great Barrington and the surrounding area (within 50 miles)

Travelodge by Wyndham Great Barrington B...

Motel in Great Barrington, Massachusetts , 400 Stockbridge Road

Located 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 103 Reviews 6.7

from $83.77 Show details »

Monument Mountain Motel

Motel in Great Barrington, Massachusetts , 247 Stockbridge Road

This Great Barrington motel features free Wi-Fi and rooms with a microwave and a refrigerator.

Parking

Very good 263 Reviews 8.3

from $78.19 Show details »

The Little Lion

Motel in Great Barrington, Massachusetts , 506 Stockbridge Road

Surrounded by the Berkshires, this motel is 5 mi from Ski Butternut and features free Wi-Fi access and views of Monument Mountain.

Parking
Pets allowed
Kids' outdoor play equipment

Good 194 Reviews 7.6

from $103.23 Show details »

East Rock Inn

Motel in Great Barrington, Massachusetts , 304 State Road

Located in Great Barrington, within 8.9 miles of Norman Rockwell Museum and 13 miles of Cranwell Spa & Golf Club, East Rock Inn provides accommodation...

Parking
Family rooms
Allergy-free room

Fabulous 171 Reviews 9.0

from $154.29 Show details »

Stockbridge Country Inn

B&B in Stockbridge near Great Barrington, Massachusetts , 26 Glendale Road

Providing garden views, Stockbridge Country Inn in Stockbridge provides accommodations and a terrace.

Parking
Allergy-free room
Outdoor pool
Swimming pool
Swimming Pool

Superb 17 Reviews 9.2

from $374.37 Show details »

Wainwright Inn

B&B in Great Barrington, Massachusetts , 518 Main Street

Wainwright Inn offers accommodations in Great Barrington, 14 miles from Tanglewood Musical Center and 14 miles from Tanglewood. 9.3 miles from Norman ...

Parking
Family rooms
Kid meals

Fabulous 45 Reviews 8.6

from $191.40 Show details »

Granville House

B&B in Great Barrington, Massachusetts , 98 Division Street

Granville House features air-conditioned accommodations in Great Barrington.

Parking
Pets allowed
Family rooms

Exceptional 135 Reviews 9.8

from $199.23 Show details »

Quality Inn

Inn in Great Barrington, Massachusetts , 372 Main Street

Enjoy a convenient and affordable place to stay at our Quality Inn® hotel in the quaint town of Great Barrington, MA.

Parking
Family rooms

Very good 451 Reviews 8.4

from $74.54 Show details »

Number of Guesthouses in Great Barrington	8
Number of guest ratings	1,720
Average price per night	$169.00
Lowest price per night	$58,60
Highest price per night	$414,03

Guesthouses in Great Barrington (Massachusetts), small and cozy

Guesthouses are small, cozy accommodations that offer a more personal and authentic experience than larger hotels. Often family-owned and operated, guesthouses provide a home-away-from-home atmosphere for travelers seeking a warm and welcoming environment. Typically located in residential areas or rural settings, guesthouses 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, guesthouses in Great Barrington offer a unique and memorable way to experience a new destination.

Find the best guesthouse in Great Barrington for your needs

When looking for the best guesthouse for your next stay in Great Barrington, there are a few key factors to consider. First and foremost, location is important - choose a guesthouse 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 guesthouse's quality, cleanliness, and hospitality. Look for guesthouses 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 - guesthouses 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 guesthouse in Great Barrington for your next vacation and enjoy a memorable and comfortable stay.

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Guesthouses in Great Barrington You’ll Love

Top-Rated Great Barrington Guesthouses for Every Budget and Style!

We found 8 Guest-houses in Great Barrington and the surrounding area (within 50 miles)

Guesthouses in Great Barrington (Massachusetts), small and cozy

Find the best guesthouse in Great Barrington for your needs