Where is the best place to stay in The Berkshires?

Lenox, Pittsfield, and Great Barrington are the most popular places on HotelsCombined for stays in The Berkshires.

What are the best hotels in The Berkshires?

One of the most popular hotels in The Berkshires is The Yankee Inn, which has been reviewed by 1,392 users and currently has a rating of 8.5/10. Other top-rated locations include The Red Lion Inn and Holiday Inn Club Vacations Oak N Spruce Resort Berkshires by IHG, which have received 8.1/10 and 8.9/10 ratings from our users, respectively.

What is a good hotel near Tanglewood?

A good hotel close to Tanglewood is Brook Farm Inn (rated 9.2/10 from 69 reviews).

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

Mountain View Motel is rated 7.7 from 68 reviews and is close to Ski Butternut.

Is there a good hotel near Williams College?

A good hotel near Williams College is The Williams Inn, which has been rated 9.4/10 by 188 HotelsCombined user reviews.

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

The top three landmarks in The Berkshires are: • Tanglewood, which you can visit while staying in Lenox • Ski Butternut, which you can visit while staying in Great Barrington • Williams College, which you can visit while staying in Williamstown

The Berkshires Hotels: 1,073 Cheap The Berkshires Hotel Deals

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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

S$ 122

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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

S$ 234

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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

S$ 134

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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

S$ 132

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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

8.6

Excellent

499 reviews

Location

5.2 km from city centre

S$ 152

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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

1269 reviews

Location

3.7 km from city centre

S$ 108

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Popular hotels in The Berkshires

Discover well-known properties in The Berkshires that are favoured by visitors more than others. There are 1,073 hotels in The Berkshires and price data was last updated on 7 September 2026. The average price for a hotel in The Berkshires is .

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Top-rated The Berkshires hotels

Browse through properties in The Berkshires that have received the highest ratings from guests. There are currently 1,073 properties in The Berkshires and data was last updated on 7 September 2026.

Our users rated these hotels as some of the best places to stay in The Berkshires. Make sure to read hotel descriptions and reviews to find the right property right for you.

Cheapest hotels in The Berkshires

Out of the hotels in The Berkshires we've come across, these properties are priced the lowest. Consider alternative dates if you're able to compare prices.

Hotel prices in The Berkshires

Some of the best options for booking a hotel in The Berkshires categorized by hotel class. We've highlighted the most popular properties according to our users as well as the best value within each hotel class.

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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 7 September 2026.

Whether you're visiting The Berkshires for leisure or business, utilize the map to find hotels close to your ideal location. Clicking on a hotel name will take you to a page with pricing, reviews, and more useful information.

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.

Popular holiday destinations in The Berkshires

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Hotels in The Berkshires

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Refine Your Search

Star ratings

Guest Ratings

Amenities

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Popular hotels in The Berkshires

Discover well-known properties in The Berkshires that are favoured by visitors more than others. There are 1,073 hotels in The Berkshires and price data was last updated on 7 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 1,073 properties in The Berkshires and data was last updated on 7 September 2026.

Our users rated these hotels as some of the best places to stay in The Berkshires. Make sure to read hotel descriptions and reviews to find the right property right for you.

Cheapest hotels in The Berkshires

Out of the hotels in The Berkshires we've come across, these properties are priced the lowest. Consider alternative dates if you're able to compare prices.

Hotel prices in The Berkshires

Some of the best options for booking a hotel in The Berkshires categorized by hotel class. We've highlighted the most popular properties according to our users as well as the best value within 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 7 September 2026.

Whether you're visiting The Berkshires for leisure or business, utilize the map to find hotels close to your ideal location. Clicking on a hotel name will take you to a page with pricing, reviews, and more useful information.

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.

Popular holiday destinations in The Berkshires

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

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