Skip to main content.

Hotels in Pittsfield, Vermont

Search & Compare Pittsfield Hotels

Save more with Secret Prices

Get instant savings with Secret Prices

  • Pay now or later on most rooms
  • Free cancellation on most rooms
  • Price Guarantee

Best hotels in Pittsfield

What's Pittsfield like?

If you're looking to discover somewhere new, 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?

We have 17 Pittsfield accommodations with prices starting at USD 55. Choose one of our 70 deals and get discounts of up to 40%.

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

  • • 3 5-star accommodations
  • • 106 4-star accommodations from USD 116 per night
  • • 139 3-star accommodations from USD 79 per night
  • • 20 2-star accommodations from USD 59 per night

Top hotel picks in and around Pittsfield:

Clear River Inn

3-star Pittsfield inn with bar
  • • Free breakfast • Free parking • Free WiFi • Restaurant • Central location

Amee Farm Lodge

3-star inn
  • • Free breakfast • Free parking • Free WiFi • Terrace

Silver Spring Chalet Large 4 Bedroom, Pittsfield VT, 20 min to Killington Slopes

Adults-only Pittsfield vacation home with fireplace, kitchen
  • • Spa tub • Central location

Newly Built Killington Vermont Ski House

Family Pittsfield vacation home with fireplace, kitchen
  • • Garden • Central location

How to Get to Pittsfield

What are the closest airports to Pittsfield?

  • • Rutland, VT (RUT-Rutland Southern Vermont Regional), 19.2 mi (30.9 km) from central Pittsfield
  • • Lebanon, NH (LEB-Lebanon Municipal), 28.5 mi (45.8 km) from central Pittsfield

Things to See and Do in Pittsfield

What is there to see near Pittsfield:

  • • Cushman State Forest (8.4 mi/13.6 km from the city center)
  • • Little Pico Mountain (5.9 mi/9.5 km from the city center)
  • • Lefferts Pond (6.6 mi/10.6 km from the city center)
  • • Gifford Woods State Park (8.3 mi/13.3 km from the city center)

What is there to do near Pittsfield:

  • • Green Mountain National Golf Course (6.8 mi/10.9 km from the city center)
  • • White River Golf Club (3 mi/4.9 km from the city center)

When is the best time to visit Pittsfield?

  • • Hottest months: July, August, June, September (average 78°F)
  • • Coldest months: January, February, December, March (average 10°F)
  • • Rainiest months: July, August, June, and October (average 4.16 inches of rainfall)