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

The White House Inn
Price was $558, price is now $466 per person
$466
per person
Nov 22 - Nov 25
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this 3.5-star hotel in Wilmington. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions South Main Street and Pettee Memorial Library are located nearby.

Brook Bound Inn
Price was $1,006, price is now $773 per person
$773
per person
Dec 11 - Dec 14
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Albany (ALB)
Book a stay at this golf hotel in Wilmington. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Mount Snow and North Branch Deerfield River are located nearby.

The Equinox Golf Resort & Spa
Price was $1,109, price is now $901 per person
$901
per person
Dec 11 - Dec 14
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Albany (ALB)
Stay at this 4.5-star luxury hotel in Manchester. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the property condition in our reviews. Popular attractions Golf Club at Equinox and American Museum of Fly Fishing are located nearby.

Pocketbook Hotel and Bath
Price was $738, price is now $603 per person
$603
per person
Nov 19 - Nov 22
found 14 hours ago
Roundtrip non-stop 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.

The Landing Hotel at Rivers Casino & Resort
Price was $734, price is now $602 per person
$602
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
Stay at this 4-star business-friendly hotel in Schenectady. Enjoy free WiFi, free parking, and 5 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Rivers Casino & Resort and Scene One Movieland are located nearby.

Club Wyndham Bentley Brook
Price was $796, price is now $674 per person
$674
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
Stay at this 3-star ski hotel in Hancock. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Jiminy Peak Mountain Resort and Mountain Coaster are located nearby.

Four Points by Sheraton Albany
Price was $749, price is now $650 per person
$650
per person
Nov 28 - Dec 3
found 3 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
Stay at this 3-star business-friendly hotel in Albany. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions MVP Arena and Crossgates Mall are located nearby.

The Porches Inn at Mass MoCA
Price was $990, price is now $871 per person
$871
per person
Dec 11 - Dec 14
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Albany (ALB)
Stay at this 3.5-star business-friendly hotel in North Adams. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Bracewell Park and Massachusetts Museum of Contemporary Art are 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, Dec 13 - Wed, Dec 17
RSW
Southwest Florida Intl.
ALB
Albany Intl.
$142 Roundtrip, found 4 days ago
$142
Roundtrip
found 4 days ago

Sat, Dec 13 - Wed, Dec 17
RSW
Southwest Florida Intl.
ALB
Albany Intl.
$327 Roundtrip, found 4 days ago
$327
Roundtrip
found 4 days ago

Sat, Dec 13 - Wed, Dec 17
RSW
Southwest Florida Intl.
ALB
Albany Intl.
$327 Roundtrip, found 4 days ago
$327
Roundtrip
found 4 days ago

Sat, Dec 13 - Wed, Dec 17
RSW
Southwest Florida Intl.
ALB
Albany Intl.
$332 Roundtrip, found 4 days ago
$332
Roundtrip
found 4 days ago
Discover Other Travel Deals
- Bousquet Ski Area Vacations
- Hancock Shaker Village Vacations
- Berkshire Museum Vacations
- Colonial Theater Vacations
- Barrington Stage Company Vacations
- Herman Melville's Arrowhead Vacations
- Berkshire Athenaeum Vacations
- Guido's Marketplace Vacations
- Canoe Meadows Wildlife Sanctuary Vacations
- Crane Museum of Papermaking Vacations
- Las Vegas Vacations
- Cancun Vacations
- Miami Vacations
- Corona Vacations
- Cabo San Lucas Vacations
- Disneyland Park Vacations
- New York Vacations
- Honolulu Vacations
- Los Angeles Vacations
- Maui Vacations
- Orlando Vacations
- New Orleans Vacations
- Canada Vacations
- Tulum Vacations
- Bali Vacations
- Maldives Vacations
- Clearwater Beach Vacations
- Denver Vacations
- South Beach Vacations
- Key West Vacations