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Hotels in Pittsfield, Massachusetts

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Best hotels in Pittsfield

What's Pittsfield Like?

If you're looking for a place to get away, look no further than Pittsfield. Whether you're planning to stay for a night or for the week, the area around Pittsfield has accommodations to fit every need. Search for hotels in Pittsfield with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Pittsfield hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Pittsfield hotel deals are here with our lowest price guarantee.

Where are the Best Places to Stay in Pittsfield?

Below are the number of accommodations by star rating in Pittsfield and the surrounding area:

  • • 2 5-star accommodations from USD 185 per night
  • • 30 4-star accommodations from USD 100 per night
  • • 49 3-star accommodations from USD 79 per night
  • • 30 2-star accommodations from USD 45 per night

Things to See and Do in Pittsfield

What to See In Pittsfield

  • • Berkshire Athenaeum
  • • Canoe Meadows Wildlife Sanctuary
  • • Pittsfield State Forest
  • • Hancock Shaker Village

Things to Do in Pittsfield

  • • Berkshire Museum
  • • Colonial Theater
  • • Bousquet Ski Area
  • • Arrowhead Museum

When Is the Best Time to Visit Pittsfield?

  • • Hottest months: July, August, June, September (average 77°F)
  • • Coldest months: January, February, December, March (average 14°F)
  • • Rainiest months: October, June, July, and May (average 4.40 inches of rainfall)