Search Deals onPittsfield Vacation Packages
Pittsfield Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Tru By Hilton Albany Airport, NY
Price was $370, price is now $306 per person
$306
per person
Oct 31 - Nov 3
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Book a stay at this golf hotel in Albany. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Colonie Center Mall and Crossgates Mall are located nearby.

DoubleTree by Hilton Schenectady Downtown
Save 100% on your flight
Price was $546, price is now $361 per person
$361
per person
Oct 31 - Nov 3
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this 4-star eco-certified hotel in Schenectady. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Rivers Casino & Resort and Museum of Innovation and Science are located nearby.

River House by Avantstay Historic & Secluded Estate on the Hudson River w/ Pool Sleeps 24!
Save 100% on your flight
Price was $4,633, price is now $3,285 per person
$3,285
per person
Oct 31 - Nov 3
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this 3.5-star business-friendly condo in Catskill. Enjoy free parking, concierge services, and a pool table. Popular attractions Thomas Cole National Historic Site and Catskill Golf Club are located nearby.

Homewood Suites by Hilton Clifton Park
Price was $452, price is now $366 per person
$366
per person
Oct 31 - Nov 3
found 12 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this 3-star business-friendly hotel in Clifton Park. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Regal Clifton Park and Clifton Common are located nearby.

Pocketbook Hotel and Bath
Price was $758, price is now $615 per person
$615
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Book a stay at this spa hotel in Hudson. Enjoy free WiFi, a full-service spa, and a 24-hour front desk. Popular attractions Hudson Area Library and Stoddard Corner are located nearby.

Secluded Estate w/ Guest House, Private Pond, Gym, & Movie Theater Sunny Pond
Price was $5,420, price is now $4,457 per person
$4,457
per person
Oct 31 - Nov 3
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this 3-star cottage in Austerlitz. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Hoffman's Pottery and Ebenezer II Gifts and Antiques are located nearby.

Hotel Brookmere & Arbor Spa
Price was $933, price is now $802 per person
$802
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Albany (ALB)
Stay at this 4-star spa hotel in Saratoga Springs. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Saratoga Race Course and Saratoga Performing Arts Center are located nearby.

Chester by Avantstay Amazing Views, Secluded Home, A True City Escape!
Price was $2,112, price is now $1,820 per person
$1,820
per person
Oct 31 - Nov 3
found 23 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this 3-star cottage in Austerlitz. Enjoy balconies, in-room washers/dryers, and in-room fireplaces. Popular attraction Art et Industrie is located nearby.
Pittsfield Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Pittsfield Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sat, Oct 11 - Sun, Oct 12
JFK
John F. Kennedy Intl.
ALB
Albany Intl.
$431 Roundtrip, found 6 days ago
$431
Roundtrip
found 6 days ago

Sat, Oct 11 - Sun, Oct 12
JFK
John F. Kennedy Intl.
ALB
Albany Intl.
$466 Roundtrip, found 6 days ago
$466
Roundtrip
found 6 days ago

Wed, Oct 1 - Tue, Oct 7
RSW
Southwest Florida Intl.
ALB
Albany Intl.
$652 Roundtrip, found 3 days ago
$652
Roundtrip
found 3 days ago

Tue, Sep 30 - Tue, Sep 30
RSW
Southwest Florida Intl.
ALB
Albany Intl.
$947 Roundtrip, found 3 days ago
$947
Roundtrip
found 3 days ago
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