Search Resort Hotels in Pittsfield from CA $447
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Browse Select Pittsfield Resorts

Woodstock Inn & Resort
Woodstock Inn & Resort
9.2 out of 10, Wonderful, (531)
The price is CA $563
CA $679 total
includes taxes & fees
Sep 1 - Sep 2

The Mountain Top Inn & Resort
The Mountain Top Inn & Resort
9.0 out of 10, Wonderful, (86)
The price is CA $447
CA $487 total
includes taxes & fees
Aug 18 - Aug 19

On The Mountain - 1 - Bedroom - Sleeps 6
On The Mountain - 1 - Bedroom - Sleeps 6
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Top Pittsfield Hotel Reviews

Best Western Inn & Suites Rutland-Killington
10/10 Excellent
Find out more about Pittsfield
Find out more about Pittsfield
Pittsfield Resorts information
Number of reviews | 617 |
---|---|
Accommodation | 3 Resorts |
Lowest Price | CA $447 |
Highest Price | CA $563 |
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Popular Destinations
More Accommodation Types in Pittsfield
- Vacation Homes in Pittsfield
- Condo Rentals in Pittsfield
- Apartments in Pittsfield
- Cabin Rentals in Pittsfield
- Cottages in Pittsfield
- Chalets in Pittsfield
- Lodges in Pittsfield
- B&B in Pittsfield
- Farmstay in Pittsfield
- Inns in Pittsfield
- Motels in Pittsfield
- Guest Houses in Pittsfield
- Villas in Pittsfield
- Condo Resorts in Pittsfield
- Treehouses in Pittsfield
- Hotels
All Accommodation Types
Be inspired: Top Resorts destinations in 2025
- Mexico Resorts
- Orlando Resorts
- Punta Cana Resorts
- Cancun Resorts
- Cuba Resorts
- Jamaica Resorts
- Quintana Roo Resorts
- Caribbean Resorts
- Ontario Resorts
- Walt Disney World® Resorts
- Florida Resorts
- Dominican Republic Resorts
- Costa Rica Resorts
- Bahamas Resorts
- Las Vegas Resorts
- Cabo San Lucas Resorts
- Puerto Vallarta Resorts
- Hawaii Resorts CA
- Myrtle Beach Resorts
- Bali Resorts
More ways to book
Expedia's Latest Trends
Hotels
- Hotels in Colchester
- Hotels in Newport
- Hotels in Woodstock
- Hotels in Swanton
- Hotels in Montpelier
- Hotels with Waterslides in Burlington
- Hotels in Killington
- Hotels in Burlington
- Hotels in Stowe
- Hotels in Manchester
- Cheap Hotels in Burlington
- Pet-friendly Hotels in Burlington
- Hotels in Barre
- Hotels in Williston
- Spa Hotels in Burlington
- Hotels in East Burke
- Hotels with Free Airport Shuttle in Burlington
- Hotels in St. Johnsbury
- Hotels in South Burlington
- Hotels in Essex Junction
- Hotels in St. Albans
Packages