The Berkshires Hotels

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Find properties with these dates

Tonight
May 2 - May 3
Tomorrow
May 3 - May 4
This weekend
May 3 - May 5
Next weekend
May 10 - May 12

Filter by

Popular filters
Popular filters
Price per night
Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveler experience
Traveler experience

Top 10 trending The Berkshires hotels

The Yankee, Trademark Collection by Wyndham
Exterior
The Yankee, Trademark Collection by Wyndham
2.5 star property
9.0 out of 10, Wonderful, (1001)
"My overall experience at the Yankee was very good, my only complaint is the shower. The water took forever to warm up and when it eventually did it was moderately warm, never got hot, and the water pressure was poor. Otherwise my stay there was all I needed it to be"
The price is P 6,826
per night
May 19 - May 20
The Yankee, Trademark Collection by Wyndham
The Black Swan Lee - Lenox, Ascend Hotel Collection
Exterior
The Black Swan Lee - Lenox, Ascend Hotel Collection
3.0 star property
9.0 out of 10, Wonderful, (1002)
"Great visit to The Black Swan Inn. Perfectly located central to activities in the Berkshires. Fantastic customer service and very clean."
The price is P 5,844
per night
May 8 - May 9
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Red Lion Inn
Outdoor pool, sun loungers
The Red Lion Inn
3.5 star property
8.8 out of 10, Excellent, (871)
"Quaint, quiet and peaceful."
The price is P 6,246
per night
May 6 - May 7
The Red Lion Inn
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Vacation Village in the Berkshires
Indoor pool, outdoor pool, pool umbrellas
Vacation Village in the Berkshires
3.0 star property
8.6 out of 10, Excellent, (1672)
"Very nice spot quiet "
The price is P 9,749
per night
May 11 - May 12
Vacation Village in the Berkshires
Berkshire Mountain Lodge
Fridge, microwave, stovetop, coffee/tea maker
Berkshire Mountain Lodge
3.0 star property
8.8 out of 10, Excellent, (308)
"Nice and clean, staff were excellent"
The price is P 8,617
per night
May 9 - May 10
Berkshire Mountain Lodge
Life House Berkshires
Lobby
Life House Berkshires
3.5 star property
9.2 out of 10, Wonderful, (232)
"Very accommodating and friendly staff. Coffee in the morning was excellent. "
The price is P 5,720
per night
May 8 - May 9
Life House Berkshires
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Property amenity
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 star property
9.0 out of 10, Wonderful, (461)
"The room was spacious- 2 bedrooms, large living room, full kitchen, terrace, TV's in every room. It was spotless when we arrived. The stay was exceptional."
The price is P 8,031
per night
May 8 - May 9
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Jiminy Peak Mountain Resort
Private kitchen
Jiminy Peak Mountain Resort
3.0 star property
8.2 out of 10, Very Good, (856)
"The property was great. I would say a little more cleanliness in the bathtub! Overall, amazing!"
The price is P 8,608
per night
May 14 - May 15
Jiminy Peak Mountain Resort
Seven Hills Inn
Terrace/patio
Seven Hills Inn
4.0 star property
7.8 out of 10, Good, (467)
"Great breakfast, amazing property, comfortable beds! Water in shower wasn’t hot, had to take a “warm-cold” fast shower but it didn’t matter. The view, the quiet, nature and siting areas made the stay perfect. Will come again!!"
Seven Hills Inn
Courtyard by Marriott Lenox Berkshires
Indoor pool
Courtyard by Marriott Lenox Berkshires
3.0 star property
9.2 out of 10, Wonderful, (505)
"Property was clean. Room was comfortable. "
The price is P 8,789
per night
May 5 - May 6
Courtyard by Marriott Lenox Berkshires
The Williams Inn
Front of property - evening/night
The Williams Inn
4.0 star property
9.6 out of 10, Exceptional, (293)
"I love everything about this property!"
The price is P 16,412
per night
May 27 - May 28
The Williams Inn
Hampton Inn & Suites Berkshires-Lenox
Exterior
Hampton Inn & Suites Berkshires-Lenox
2.5 star property
9.2 out of 10, Wonderful, (1001)
"Set back from the road, clean and friendly staff"
The price is P 7,127
per night
May 28 - May 29
Hampton Inn & Suites Berkshires-Lenox
Lakehouse Inn
Aerial view
Lakehouse Inn
4.0 star property
9.6 out of 10, Exceptional, (150)
"Love this Inn, all employees were friendly and knowledgeable about things to do in the area. The breakfast was delicious . I look forward to staying at the Inn again."
The price is P 7,799
per night
May 5 - May 6
Lakehouse Inn
Hotel Downstreet
Hypo-allergenic bedding, laptop workspace, blackout drapes
Hotel Downstreet
3.0 star property
8.6 out of 10, Excellent, (912)
"We enjoyed our stay and would definitely stay here again should we return to the area. Comfy beds, lots of pillows and simple white bedding. Loved the view of downtown from our windows. The artwork throughout was really a refreshingly unique way to decorate! Negatives we experienced - There was a barking dog a few doors down the hall but he stopped after approximately 30 minutes. Also when an adjacent room let their door swing shut, it caused our beds and headboards to bounce! Neither one of...
The price is P 8,608
per night
May 27 - May 28
Hotel Downstreet
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
Reception
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 star property
9.2 out of 10, Wonderful, (645)
"nice staff "
The price is P 9,302
per night
May 27 - May 28
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Cornell Inn, Lenox
Porch
The Cornell Inn, Lenox
3.0 star property
8.6 out of 10, Excellent, (1000)
"Great breakfast. "
The price is P 7,048
per night
May 5 - May 6
The Cornell Inn, Lenox
Blue Vista Motor Lodge
Outdoor spa tub
Blue Vista Motor Lodge
2.0 star property
9.8 out of 10, Exceptional, (107)
"Wonderful property for this area. Simple & quaint. Beautiful views. The 2 bed room was very spacious. Front office staff are so friendly and accommodating. We used the hot tub and gathered with family around the fire pit which is a nice touch. No fitness area, but it was worth it to support local and stay somewhere unique."
The price is P 9,097
per night
May 7 - May 8
Blue Vista Motor Lodge
Best Western Plus Berkshire Hills Inn & Suites
Lobby
Best Western Plus Berkshire Hills Inn & Suites
2.5 star property
8.4 out of 10, Very Good, (936)
"The staff are awesome! "
The price is P 5,799
per night
May 5 - May 6
Best Western Plus Berkshire Hills Inn & Suites
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Indoor pool
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3.0 star property
7.8 out of 10, Good, (573)
"Lovely indoor pool. Very helpful staff. View of the Berkshires from my window."
The price is P 6,009
per night
May 5 - May 6
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Monument Mountain Motel
Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
Monument Mountain Motel
2.5 star property
9.0 out of 10, Wonderful, (587)
"Easy access, very clean, nearby restaurants "
The price is P 3,842
per night
May 19 - May 20
Monument Mountain Motel
Don't see what you're looking for?
See all available properties in The Berkshires
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

More cheap stays in The Berkshires

Monument Mountain Motel

Monument Mountain Motel

247 Stockbridge Rd, Great Barrington, MA
The price is P3,842 per night from May 19 to May 20
P3,842
per night
19 May - 20 May
8.8/10 Excellent! (587 reviews)

Near an Attraction

Image for Tanglewood Music Center

Tanglewood Music Center

You can get tickets for a performance at Tanglewood Music Center during your trip to Lenox. While you're in the area, stroll along the lakeside.

See properties
Tanglewood Music Center

The Berkshires hotels information

Number of reviews
4,667
Accommodation
1,020 hotels
Lowest Price
P3,842
Highest Price
P16,412

Recent Reviews in The Berkshires
Expedia verified reviews

The Red Lion Inn

The Red Lion Inn

5/5 Excellent
"Quaint, quiet and peaceful."
A verified traveler stayed at The Red Lion Inn
Posted 8 hours ago
The Red Lion Inn