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Top 10 Hotels in The Berkshires

Courtyard by Marriott Lenox Berkshires
3 out of 5
70 Pittsfield Rd, Lenox, MA
Free cancellationReserve now, pay when you stay
£105
per night
Dec 22 - Dec 23
4.6/5Wonderful! (171 reviews)

"Newer property in pristine condition. Enjoyed the mid-century modern decor and clean lines. Staff were exceptionally friendly and helpful."…"

Reviewed on 8 Dec 2019

Courtyard by Marriott Lenox Berkshires
Best Western Plus Berkshire Hills Inn & Suites
2.5 out of 5
1350 W Housatonic St, Pittsfield, MA
Free cancellationReserve now, pay when you stay
£66
per night
Dec 16 - Dec 17
4.2/5Very Good! (608 reviews)

"Friendly staff. Quiet hotel. Very clean. We will stay here again."…"

Reviewed on 10 Dec 2019

Best Western Plus Berkshire Hills Inn & Suites
Hampton Inn & Suites Berkshires Lenox
2.5 out of 5
445 Pittsfield Rd, Lenox, MA
Free cancellationReserve now, pay when you stay
£80
per night
Dec 30 - Dec 31
4.6/5Wonderful! (537 reviews)

"Very satisfied with property . There are many stores restaurants near by"…"

Reviewed on 17 Nov 2019

Hampton Inn & Suites Berkshires Lenox
Yankee Inn
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Free cancellationReserve now, pay when you stay
£64
per night
Dec 30 - Dec 31
4.1/5Very Good! (783 reviews)

"Very nice room and hotel, staff are very friendly and it is in a great location for to visit all the surrounding towns in the Berkshires."…"

Reviewed on 9 Dec 2019

Yankee Inn
Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
2.5 out of 5
249 Stockbridge Rd, Great Barrington, MA
Free cancellationReserve now, pay when you stay
£113
per night
Jan 1 - Jan 2
4.5/5Wonderful! (338 reviews)

"Beautiful property and Impecable service! Highly recommended!"…"

Reviewed on 25 Oct 2019

Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires
The Briarcliff Motel
3 out of 5
506 Stockbridge Road, Great Barrington, MA
Free cancellationReserve now, pay when you stay
£50
per night
Dec 16 - Dec 17
4.5/5Wonderful! (179 reviews)

"What a special place to stay. Very friendly and warm that it spreafs to all the guests. Lovely staff and comfortable rooms that are trendy."…"

Reviewed on 10 Dec 2019

The Briarcliff Motel
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
Free cancellationReserve now, pay when you stay
£86
per night
Dec 16 - Dec 17
4.3/5Excellent! (358 reviews)

"Nice common areas at maple glenn house on property"…"

Reviewed on 1 Dec 2019

The Red Lion Inn
Berkshire Mountain Lodge
3 out of 5
8 Dan Fox Dr, Pittsfield, MA
Free cancellationReserve now, pay when you stay
£98
per night
Dec 16 - Dec 17
4.4/5Wonderful! (131 reviews)

"We received way more than we paid. Great activities"…"

Reviewed on 27 Nov 2019

Berkshire Mountain Lodge
Holiday Inn Berkshires
3 out of 5
40 Main St, North Adams, MA
Free cancellation
£88
per night
Dec 18 - Dec 19
4.1/5Very Good! (616 reviews)

"Clean and great location to everything. Pool is in the basement."…"

Reviewed on 2 Dec 2019

Holiday Inn Berkshires
Holiday Inn Express Hotel & Suites Great Barrington
2.5 out of 5
415 Stockbridge Rd, Great Barrington, MA
Free cancellation
£85
per night
Jan 2 - Jan 3
4.3/5Excellent! (295 reviews)

"The staff were all helpful and courteous from arrival to checkout."…"

Reviewed on 30 Nov 2019

Holiday Inn Express Hotel & Suites Great Barrington
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Visiting The Berkshires

Travellers to The Berkshires give high marks for the ski areas, entertainment choices and fascinating museums. Tourists who journey to this scenic city can discover its sporting events, opera houses and university setting. Top sights in the city include Tanglewood Music Center, Ski Butternut and Mass MoCA.

  • There are 318 hotels and other accommodation options in The Berkshires
  • The closest major airport is in Pittsfield, MA (PSF-Pittsfield Municipal), 5.5 mi (8.9 km) from the city centre
  • The next closest is in Hudson, NY (HCC-Columbia County), 26.3 mi (42.4 km) away

Sightseeing and Staying in The Berkshires

Known for its museums, opera and theatres, the city's cultural venues include Tanglewood Music Center, Mass MoCA and Shakespeare and Company. The city is notable for landmarks like The Mount, National Shrine of the Divine Mercy and Hancock Shaker Village. The city's natural setting is picturesque, including the hiking trails and these places to visit: October Mountain State Forest, Pittsfield State Forest and Beartown State Forest.

In Pittsfield, there are 318 hotels and other accommodation options to make planning easier for your holiday retreat at an affordable rate. Here are highly ranked ones based on our user reviews:

  • Devonfield Inn B&B - This 4-star bed & breakfast features free breakfast, an outdoor pool and free WiFi. It's a favourite with Expedia travellers for its breakfast and pool.
  • The Barrington - Our customers like the proximity to shopping and comfortable beds at this B&B. This 4-star bed & breakfast features free breakfast, free WiFi and free parking.
  • The Inn at Stockbridge - This 4-star bed & breakfast features free breakfast, an outdoor pool and free WiFi. Expedia customers like its breakfast and clean, comfortable rooms.

Other top sights in The Berkshires include Ski Butternut.

Getting around The Berkshires

To explore the surrounding area, ride one of the trains from Pittsfield Station or Pittsfield Intermodal Transportation Center. The Berkshires might not have as many public transport choices so consider a car rental to maximise your time.

Dressing for The Berkshires

  • Between January and March, you can expect the daytime average to be around 9°C and the night-time average to be -12°C
  • From April to June, temperatures average about 25°C during the day and -2°C at night
  • July to September averages 26°C during the day and 6°C at night
  • Between October and December, the average temperature is 17°C during the day and -10°C at night
  • Average annual rainfall for The Berkshires is 1154 millimetres
  • Hottest months are usually July and August with an average temperature of 25°C, while the coldest months are January and February with an average of -10°C

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