Find 1,835 hotels in Pittsfield
Hotels from €89
Choose from over 1,000,000 unique hotels, apartments & villas around the world
Get the best price available with ebookers Price GuaranteeOpens in a new window
Free cancellation on most hotels when you book with ebookers!*
Check hotel availability in Pittsfield
Most frequently booked hotels in Pittsfield

Comfort Inn Rutland - Killington

Killington Mountain Lodge, Tapestry Collection by Hilton

Best Western Inn & Suites Rutland-Killington

Woodstock Inn & Resort

My Place Hotel-Randolph VT

Summit Lodge

North Star Lodge and Resort

The Mountain Top Inn & Resort

The Shire Woodstock

On The River Inn

Turn of River Lodge

The Mountain Inn at Killington

Mountain Sports Inn

Days Inn by Wyndham Rutland/Killington Area

Hampton Inn Rutland
Finding Pittsfield Hotels
So, you're considering a trip to Pittsfield? If you want to find accommodation that's located close to the sights, you can enter your holiday dates and then use the filters next to your hotel search results to find a hotel near the area's attractions. You can choose among 42 Pittsfield hotels and accommodation options to find a place you'd like to stay.
Exploring Pittsfield
The city of Pittsfield has some interesting things to see and do. Popular attractions in and around Pittsfield include:
- Green Mountain National Forest
- Roger Clark Memorial Central Library
- Pittsfield Town Hall
- Gifford Woods State Park
- Fire Tower
- Pico Mountain at Killington Ski Resort
- Pico Peak
When making plans for your trip to Pittsfield, you can also use ebookers to find a convenient flight to Rutland, VT (RUT-Rutland Southern Vermont Regional) Airport. You can narrow down your search by number of stops, airline or departure time to identify one that'll work best for you.
When is the Best Time to Explore Pittsfield?
If you're wondering when is the best time of year to explore Pittsfield, you might find this info about seasonal weather useful when you are planning your trip. The warmest months in Pittsfield are typically July and August, whereas the coldest months are usually January and February. The months with the most rain are July and June, whereas January and February have the least.
Here's an overview on how much rain you can expect and what the temperatures are going to be like:
- From January to March, the average daytime temperature is 2°C and at night it is -12°C. Seasonal average rainfall is 245 mm.
- If you visit between April and June, you can expect an average temp of 22°C during the day and 0°C at night. Average rainfall during this season is 379 mm.
- The daytime average temp from July to September is 25°C and the night-time average is 10°C. Average precipitation for this season is 394 mm.
- Between October and December, the average temp during the day is 13°C and -7°C at night. Seasonal average rain is 345 mm.
- The average annual rainfall in Pittsfield is 1362 mm.
Pittsfield hotels essential information
Accommodation | 1,835 hotels |
|---|---|
Lowest Price | €89 |
Highest Price | €325 |
Popular hotels | Comfort Inn Rutland - Killington, Killington Mountain Lodge, Tapestry Collection by Hilton, Best Western Inn & Suites Rutland-Killington, Woodstock Inn & Resort, My Place Hotel-Randolph VT, Summit Lodge, North Star Lodge and Resort, The Mountain Top Inn & Resort, The Shire Woodstock, On The River Inn, Turn of River Lodge, The Mountain Inn at Killington, Mountain Sports Inn, Days Inn by Wyndham Rutland/Killington Area, Hampton Inn Rutland |
Recently booked Pittsfield hotelsebookers verified reviews

Woodstock Inn & Resort
Areas of Pittsfield
Hotels by...
Other accommodation options
Hotels by star rating
Explore Destinations
Top Trending
- Cheap Holidays to Lovejoy
- Cheap Holidays to Mystic
- Cheap Holidays to Shamrock
- Cheap Holidays to Stowe
- Cheap Holidays to Falcon
- Cheap Holidays to Yellowstone National Park
- Cheap Holidays to Green Bay
- Cheap Holidays to Virgin
- Cheap Holidays to North Pole
- Cheap Holidays to Weed
- Cheap Holidays to Naples
- Cheap Holidays to Fair Haven
- Cheap Holidays to Deposit
- Cheap Holidays to Loving



