Where is the best place to stay in The Berkshires?

Lenox, Pittsfield, and Great Barrington are some of the most favored places to stay in The Berkshires.

What are the best hotels in The Berkshires?

The Berkshires is home to many highly-rated hotels, one of which is Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires, which has a current rating of 8.9. For other potential stays, consider The Yankee Inn and The Central Downtown Inn & Suites, which can also be great places to stay in The Berkshires.

What is a good hotel near Tanglewood?

Reviews of Brook Farm Inn recommend it as a good place to stay near Tanglewood, scoring 9.2/10 from 69 ratings.

What is a good hotel in The Berkshires near Ski Butternut?

Mountain View Motel is a hotel near Ski Butternut that is popular with HotelsCombined users, scoring 7.7 from 68 reviews.

Is there a good hotel near Williams College?

Close to Williams College you will find The Williams Inn, which has a rating of 9.4 over 188 HotelsCombined reviews.

What are the most popular landmarks to visit in The Berkshires?

The most popular landmarks in The Berkshires are Tanglewood (in Lenox), Ski Butternut (in Great Barrington), and Williams College (in Williamstown) according to our user data. If you plan to visit any of these, we recommend finding a hotel nearby to cut down on travel time.

The Berkshires Hotels: 1,074 Cheap The Berkshires Hotel Deals

Popular hotels in The Berkshires

Enter your travel dates to find the best prices.

Sort by

Popular

Price Stars Review Score Distance

Filter by star ratings

All filters

The Yankee Inn

461 Pittsfield Road, Lenox, MA, United States

Along with an indoor pool, this smoke-free hotel has an outdoor pool and a 24-hour fitness center. Free buffet breakfast, free WiFi in public areas, and free self parking are also provided. Other amenities include a bar/lounge, a hot tub, and coffee/tea in a common area.

Pool

Free Wi-Fi

Parking

8.5

Excellent

1392 reviews

Location

5.4 km from city centre

C$ 130

View Deal

The Red Lion Inn

30 Main Street, Stockbridge, MA, United States

This smoke-free hotel features 3 restaurants, an outdoor pool, and a fitness center. Free WiFi in public areas and free self parking are also provided. Other amenities include a bar/lounge, a 24-hour business center, and coffee/tea in a common area.

Free Wi-Fi

Parking

8.1

Excellent

644 reviews

Location

1.0 km from city centre

C$ 297

View Deal

Holiday Inn Club Vacations Oak N Spruce Resort Berkshires by IHG

190 Meadow Street, Lee, MA, United States

The beautiful Berkshires may remind you of those quintessential Norman Rockwell paintings. But families don’t need to stay “picture-perfect” to have a great time hiking, skiing, rafting or enjoying fall leaves all near the Appalachian Trail. Messy hair and muddy shoes from the great outdoors are the norm here.

Pool

Free Wi-Fi

Parking

8.9

Excellent

706 reviews

Location

3.9 km from city centre

C$ 146

View Deal

Holiday Inn & Suites Pittsfield-Berkshires By IHG

1 West Street, Pittsfield, MA, United States

Settle in and experience the best of the Berkshires at Holiday Inn & Suites Pittsfield. Perfectly located in the heart of the region, our hotel puts you close to mountain views, scenic trails, and local culture. Catch a show at the Colonial Theatre or Barrington Stage, spend a summer evening at Tanglewood, or explore outdoor adventures like hiking the Appalachian Trail and skiing at Jiminy Peak.

Pool

Free Wi-Fi

7.4

Good

638 reviews

Location

0.8 km from city centre

C$ 144

View Deal

Hampton Inn & Suites Berkshires-Lenox

445 Pittsfield Road, Lenox, MA, United States

The Hampton Inn & Suites Berkshires Lenox Massachusetts is located just south of Pittsfield, Massachusetts and minutes away from Historic Downtown Lenox, Massachusetts and Tanglewood, summer home of the Boston Symphony Orchestra.

Pool

Free Wi-Fi

Parking

8.4

Excellent

499 reviews

Location

5.2 km from city centre

C$ 167

View Deal

Vacation Village In The Berkshires

276 Brodie Mountain Road, Hancock, MA, United States

Along with an indoor pool, this smoke-free aparthotel has an outdoor pool and a fitness center. Free WiFi in public areas and free self parking are also provided. Additionally, a business center, a children's pool, and concierge services are onsite.

Pool

Parking

8.6

Excellent

1264 reviews

Location

3.7 km from city centre

C$ 134

View Deal

All 1,074 hotels in The Berkshires

Refine Your Search

Star ratings

Guest Ratings

Amenities

Freebies

Popular hotels in The Berkshires

Discover well-known properties in The Berkshires that are favoured by visitors more than others. There are 1,074 hotels in The Berkshires and price data was last updated on 10 September 2026. The average price for a hotel in The Berkshires is .

Filter by star ratings

Top-rated The Berkshires hotels

Browse through properties in The Berkshires that have received the highest ratings from guests. There are currently 1,074 properties in The Berkshires and data was last updated on 10 September 2026.

Our users rated these The Berkshires hotels among the best places to stay. Be sure to read user reviews to learn why these hotels are among the highest rated.

Cheapest hotels in The Berkshires

These The Berkshires properties charge the lowest price per night of those we've come across. If you have the flexibility, change the dates selected to compare prices.

Hotel prices in The Berkshires

Some of the best options for booking a hotel in The Berkshires categorized by hotel class. As an added layer, we've also marked the most popular and best value properties in each hotel class.

3 stars

2 stars and under

Where to stay in The Berkshires

Explore different neighbourhoods and areas within The Berkshires to find the perfect location for your stay. Map data was last updated on 10 September 2026.

Whether you're visiting The Berkshires for leisure or business, utilize the map to find hotels close to your ideal location. More information on a given hotel can be accessed by clicking the hotel's name within the map.

Facts about staying in The Berkshires

Where is the best place to stay in The Berkshires?

What are the best hotels in The Berkshires?

What is a good hotel near Tanglewood?

What is a good hotel in The Berkshires near Ski Butternut?

Is there a good hotel near Williams College?

What are the most popular landmarks to visit in The Berkshires?

Find better results for your stay in The Berkshires

Consider these popular 3-star hotels in The Berkshires

Stay at one of these The Berkshires 3-star hotels that users have found on HotelsCombined.

Explore these cities in The Berkshires

Looking to explore The Berkshires during your trip? These are other popular cities nearby that HotelsCombined users visit

Cities our users search for

Based on the last 12 months of user searches on HotelsCombined

Trending The Berkshires hotels

These are the most popular hotels in The Berkshires as decided by HotelsCombined users

Popular vacation destinations in The Berkshires

Find vacation rentals in popular The Berkshires cities that fit your unique needs

Hotels in The Berkshires

Search and compare The Berkshires hotels from hundreds of travel sites on HotelsCombined and save.

Refine Your Search

Star ratings

Guest Ratings

Amenities

Freebies

Popular hotels in The Berkshires

Discover well-known properties in The Berkshires that are favoured by visitors more than others. There are 1,074 hotels in The Berkshires and price data was last updated on 10 September 2026. The average price for a hotel in The Berkshires is .

Filter by star ratings

Top-rated The Berkshires hotels

Browse through properties in The Berkshires that have received the highest ratings from guests. There are currently 1,074 properties in The Berkshires and data was last updated on 10 September 2026.

Our users rated these The Berkshires hotels among the best places to stay. Be sure to read user reviews to learn why these hotels are among the highest rated.

Cheapest hotels in The Berkshires

These The Berkshires properties charge the lowest price per night of those we've come across. If you have the flexibility, change the dates selected to compare prices.

Hotel prices in The Berkshires

Some of the best options for booking a hotel in The Berkshires categorized by hotel class. As an added layer, we've also marked the most popular and best value properties in each hotel class.

3 stars

2 stars and under

Where to stay in The Berkshires

Explore different neighbourhoods and areas within The Berkshires to find the perfect location for your stay. Map data was last updated on 10 September 2026.

Whether you're visiting The Berkshires for leisure or business, utilize the map to find hotels close to your ideal location. More information on a given hotel can be accessed by clicking the hotel's name within the map.

Facts about staying in The Berkshires

Where is the best place to stay in The Berkshires?

What are the best hotels in The Berkshires?

What is a good hotel near Tanglewood?

What is a good hotel in The Berkshires near Ski Butternut?

Is there a good hotel near Williams College?

What are the most popular landmarks to visit in The Berkshires?

Find better results for your stay in The Berkshires

Consider these popular 3-star hotels in The Berkshires

Stay at one of these The Berkshires 3-star hotels that users have found on HotelsCombined.

Explore these cities in The Berkshires

Looking to explore The Berkshires during your trip? These are other popular cities nearby that HotelsCombined users visit

Cities our users search for

Based on the last 12 months of user searches on HotelsCombined

Trending The Berkshires hotels

These are the most popular hotels in The Berkshires as decided by HotelsCombined users

Popular vacation destinations in The Berkshires

Find vacation rentals in popular The Berkshires cities that fit your unique needs