Pittsfield State Forest Vacation Packages for 2026

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

Choose two or more items and save on your trip:

Top Hotel Deals

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
9.36 km from city center
Book a stay at this family-friendly aparthotel in Williamstown. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the helpful ...
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
9.64 km from city center
Book a stay at this golf aparthotel in Pittsfield. Enjoy free WiFi, free parking, and a business center. Our guests praise the helpful staff and the clean rooms ...
The Yankee Inn

The Yankee Inn

2.5 out of 5
461 Pittsfield Rd Lenox MA
10.34 km from city center
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
Quality Inn Great Barrington

Quality Inn Great Barrington

2.5 out of 5
372 Main Street Great Barrington MA
32.72 km from city center
Book a stay at this business-friendly hotel in Great Barrington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

Holiday Inn Club Vacations Oak n' Spruce Resort in the Berkshires

3.5 out of 5
190 Meadow Street South Lee MA
23.86 km from city center
Book a stay at this ski hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff in our reviews. ...
Berkshires Untold

Berkshires Untold

3.5 out of 5
194 Pittsfield Rd Lenox MA
11.87 km from city center
Stay at this lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
22.61 km from city center
Book a stay at this historic hotel in Stockbridge. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
Hotel On North

Hotel On North

3.5 out of 5
297 North Street Pittsfield MA
7.09 km from city center
Book a stay at this family-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms ...
Comfort Inn & Suites East Greenbush - Albany

Comfort Inn & Suites East Greenbush - Albany

2.5 out of 5
99 Miller Rd Castleton-on-Hudson NY
30.9 km from city center
Book a stay at this business-friendly hotel in Castleton-on-Hudson. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the ...
Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

Holiday Inn Express & Suites Pittsfield-Lenox-Berkshires by IHG

2.5 out of 5
1055 South Street Pittsfield MA
10.12 km from city center
Book a stay at this business-friendly hotel in Pittsfield. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Tanglewood Music Center and ...
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
29.5 km from city center
Book a stay at this business-friendly hotel in North Adams. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
The Black Swan Lee - Lenox, an Ascend Collection Hotel

The Black Swan Lee - Lenox, an Ascend Collection Hotel

3 out of 5
435 Laurel St Lee MA
19.01 km from city center
Stay at this hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions ...
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street Williamstown MA
26.87 km from city center
Book a stay at this business-friendly hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our ...
Jiminy Peak Mountain Resort

Jiminy Peak Mountain Resort

3 out of 5
37 Corey Rd Hancock MA
8.59 km from city center
Stay at this hotel in Hancock. Enjoy free parking, 2 hot tubs, and breakfast (surcharge). Our guests praise the property condition in our reviews. Popular attractions ...
FairBridge Inn Express

FairBridge Inn Express

2.5 out of 5
16 Cheshire Road Pittsfield MA
10.35 km from city center
Book a stay at this business-friendly motel in Pittsfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Crane Museum of Papermaking ...
Don't see what you're looking for?
See all available properties in Pittsfield State Forest
View all properties
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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Sat, Dec 5 - Tue, Dec 15
TPA
Tampa Intl.
ALB
Albany Intl.
$281 Roundtrip, found 5 days ago
$281
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Dec 5 from Tampa Intl. to Albany Intl., returning Tue, Dec 15, priced at $281 found 5 days ago
United
Mon, Nov 23 - Fri, Dec 11
TPA
Tampa Intl.
ALB
Albany Intl.
$441 Roundtrip, found 5 days ago
$441
Roundtrip
found 5 days ago
Select United flight, departing Mon, Nov 23 from Tampa Intl. to Albany Intl., returning Fri, Dec 11, priced at $441 found 5 days ago
JetBlue Airways
Wed, Nov 11 - Fri, Nov 27
TPA
Tampa Intl.
ALB
Albany Intl.
$459 Roundtrip, found 5 days ago
$459
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Wed, Nov 11 from Tampa Intl. to Albany Intl., returning Fri, Nov 27, priced at $459 found 5 days ago
American Airlines
Fri, Nov 27 - Mon, Dec 14
TPA
Tampa Intl.
ALB
Albany Intl.
$461 Roundtrip, found 5 days ago
$461
Roundtrip
found 5 days ago
Select American Airlines flight, departing Fri, Nov 27 from Tampa Intl. to Albany Intl., returning Mon, Dec 14, priced at $461 found 5 days ago
Southwest Airlines
Mon, Nov 9 - Tue, Nov 10
TPA
Tampa Intl.
ALB
Albany Intl.
$571 Roundtrip, found 5 days ago
$571
Roundtrip
found 5 days ago
Select Southwest Airlines flight, departing Mon, Nov 9 from Tampa Intl. to Albany Intl., returning Tue, Nov 10, priced at $571 found 5 days ago