Where is the best place to stay in The Berkshires?

Our travellers prefer to stay in places like Pittsfield, Lee, and Lenox while in The Berkshires.

What are the best hotels in The Berkshires?

The Berkshires is home to many highly-rated hotels, one of which is The Yankee Inn, which has a current rating of 8.5. For other potential stays, consider The Red Lion Inn and Holiday Inn Club Vacations Oak N Spruce Resort Berkshires by IHG, which can also be great places to stay in The Berkshires.

What is a good hotel near Tanglewood?

Brook Farm Inn is a popular hotel near Tanglewood that is highly recommended, with a score of 9.3 across 72 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 Mass MoCA?

Close to Mass MoCA you will find The Porches Inn At Mass Moca, which has a rating of 8.8 over 246 HotelsCombined reviews.

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

The most popular landmark in The Berkshires is Tanglewood located in Lenox, followed by Ski Butternut and Mass MoCA, located in Great Barrington and North Adams, respectively. Depending on where and how long you plan on staying in The Berkshires, you may be able to visit at least one of these cities.

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

1402 reviews

Location

5.4 km from city centre

$189

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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

8.2

Excellent

648 reviews

Location

1.0 km from city centre

$353

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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

8.8

Excellent

717 reviews

Location

3.9 km from city centre

$196

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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

7.3

Good

641 reviews

Location

0.8 km from city centre

$187

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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

8.3

Excellent

504 reviews

Location

5.2 km from city centre

$215

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Howard Johnson by Wyndham Lenox

462 Pittsfield Road, Lenox, MA, United States

Spend your next fun-filled family vacation at this Howard Johnson Express Inn Lenox ideally located in the scenic Berkshire Mountains near many restaurants and museums. Tear up the snow at Bousquet Ski Area just six minutes away, or enjoy zip lines and water slides during the summer months. Attend one of many annual music festivals just four miles away at Tanglewood. Enjoy a beautiful day of exploring the mansion and gardens of The Mount estate, or hike the trails at the Pleasant Valley Wildlife Sanctuary. Start your day off with a free light breakfast item together with your choice of coffee, tea and juice and stay connected with Free WiFi for Members. Complimentary car and large-vehicle parking makes it easy to explore the area. After a fun day, relax in the sauna or by the seasonal outdoor pool with a beautiful mountain view. Refresh in your comfortable guest room watching the TV with HBO. Suites, smoke-free and handicapped-accessible rooms are also available.

Parking

6.6

Good

707 reviews

Location

5.4 km from city centre

$136

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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

1271 reviews

Location

3.7 km from city centre

$159

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All 1,073 hotels in The Berkshires

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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 28 September 2026. The average price for a hotel in The Berkshires is .

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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 28 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

These The Berkshires properties charge the lowest price per night of those we've come across. Prices will typically fluctuate depending on the dates selected, star rating of hotel, and hotel location.

Hotel prices in The Berkshires

Hotels located in the The Berkshires area sorted by price and hotel class. For added insight, we've also noted the most popular and best value hotels within each hotel class.

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Explore different neighbourhoods and areas within The Berkshires to find the perfect location for your stay. Map data was last updated on 28 September 2026.

Navigate to the areas in The Berkshires you plan to visit to find hotels that are close by. 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 Mass MoCA?

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

Freebies

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 28 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 28 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

These The Berkshires properties charge the lowest price per night of those we've come across. Prices will typically fluctuate depending on the dates selected, star rating of hotel, and hotel location.

Hotel prices in The Berkshires

Hotels located in the The Berkshires area sorted by price and hotel class. For added insight, we've also noted the most popular and best value hotels 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 28 September 2026.

Navigate to the areas in The Berkshires you plan to visit to find hotels that are close by. 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 Mass MoCA?

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