Deals on vacations and trips to Pittsfield State Forest

Save when you book Pittsfield State Forest package deals

Choose two or more items and save on your trip:

Pittsfield State Forest flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Landing Hotel at Rivers Casino & Resort

The Landing Hotel at Rivers Casino & Resort

4 out of 5
Nothside
Price was $627, price is now $499 per person
$499
per person
Feb 5 - Feb 8
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Albany (ALB)
A casino, 5 restaurants, and a 24-hour gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Free self parking is free for guests, and you can enjoy a meal in one of the 2 coffee shops/cafes.
Church Des Artistes Guest House

Church Des Artistes Guest House

3 out of 5
Rondout
Save 100% on your flight
Price was $7,543, price is now $5,066 per person
$5,066
per person
Feb 24 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Portland (PWM) to Albany (ALB)
This guesthouse features an area shuttle, free self parking, and free WiFi in public areas. Enjoy the free continental breakfast each morning. A business center, a terrace, and a garden are also on offer.
The Old Catskill Game Farm Inn

The Old Catskill Game Farm Inn

3.5 out of 5
Save 100% on your flight
Price was $5,960, price is now $4,362 per person
$4,362
per person
Feb 24 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Portland (PWM) to Albany (ALB)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A communal living room, a picnic area, and laundry facilities are also on offer.
Urban Cowboy Lodge

Urban Cowboy Lodge

5 out of 5
Save 100% on your flight
Price was $2,388, price is now $1,802 per person
$1,802
per person
Feb 24 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Portland (PWM) to Albany (ALB)
This lodge features a restaurant, a sauna, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack bar/deli, a lobby fireplace, and a communal living room are also on offer.
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
Price was $1,252, price is now $998 per person
$998
per person
Feb 24 - Mar 3
found 1 day ago
Roundtrip non-stop flight included
Portland (PWM) to Albany (ALB)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. A coffee shop is provided and the front desk is staffed around-the-clock.

Top Pittsfield State Forest hotels deals

Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
276 Brodie Mountain Rd Williamstown MA
$126 nightly
The price is $141 total per night
$141 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This condo features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.
Pool
Parking included
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street Williamstown MA
Free Cancellation
Reserve now, pay when you stay
$186 nightly
The price is $208 total per night
$208 total
Dec 21 - Dec 22
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Free self parking, a coffee shop, and a terrace are also offered.
Pet friendly
Parking included
Holiday Inn & Suites Pittsfield-Berkshires by IHG

Holiday Inn & Suites Pittsfield-Berkshires by IHG

3 out of 5
One West Street Pittsfield MA
Free Cancellation
$94 nightly
The price is $105 total per night
$105 total
Dec 19 - Dec 20
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.
Pool
Pet friendly
The Yankee, Trademark Collection by Wyndham

The Yankee, Trademark Collection by Wyndham

2.5 out of 5
461 Pittsfield Rd Lenox MA
Free Cancellation
Reserve now, pay when you stay
$71 nightly
The price is $79 total per night
$79 total
Dec 24 - Dec 25
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
Pool
Hot Tub
Berkshire Mountain Lodge

Berkshire Mountain Lodge

3 out of 5
8 Dan Fox Dr Pittsfield MA
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $120 total per night
$120 total
Jan 15 - Jan 16, 2026
Total with taxes and fees
This lodge features an indoor pool and a hot tub. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, laundry facilities, and barbecue grills are also on offer.
Pool
Hot Tub
The Red Lion Inn

The Red Lion Inn

3.5 out of 5
30 Main Street Stockbridge MA
$178 nightly
The price is $199 total per night
$199 total
Jan 14 - Jan 15, 2026
Total with taxes and fees
This smoke-free hotel includes 3 restaurants, an outdoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.
Pool
Spa
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.

Popular places to visit

Hardly anyone here! Great way to spend a week day, skiing and tubing!

Bousquet Ski Area

Hit the slopes at Bousquet Ski Area during your trip to Pittsfield. Wander the lakeside in this family-friendly area.

Bousquet Ski Area
View of peak foliage in the Berkshires.

Berkshire Museum

You can spend an afternoon exploring the galleries in Berkshire Museum during your trip to Pittsfield. Wander the lakeside in this family-friendly area.

Berkshire Museum

Colonial Theater

You can make plans for a show at Colonial Theater during your trip to Pittsfield. Wander the lakeside in this quaint area.

Colonial Theater

Frequently asked questions

How much are vacation packages to Pittsfield State Forest?
If you love the idea of hassle-free planning and impressive savings, our $499 Pittsfield State Forest vacation package will be right up your street. With your hotel and flights sorted, organizing your getaway around this famous attraction has never been easier.
Where can I get the best vacation package deals for Pittsfield State Forest?
Check out Travelocity. With access to 400 air carriers and 1,000,000 worldwide properties, finding the best Pittsfield State Forest package deal couldn't be easier.
Why should I purchase my Pittsfield State Forest vacation package via Travelocity?
Travel is all about making fantastic new memories and leaving all your stresses behind — which is why we provide you with a team of customer service experts available 24/7 should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best deal available on our terrific range of package deals. So what are you waiting for? There's no time like the present to secure the vacation you've always dreamed of.

Photos of local treasures

Browse Pittsfield State Forest vacation photos for more inspiration

Explore More Ways to Travel with Travelocity