Search Deals on
Pittsfield Vacation Packages

Build your package with 2 more options

Pittsfield Flight + Hotel 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
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.
Brook Bound Inn

Brook Bound Inn

2 out of 5
Price was $1,006, price is now $773 per person
$773
per person
Dec 11 - Dec 14
found 9 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

The Equinox Golf Resort & Spa

4.5 out of 5
Price was $1,109, price is now $901 per person
$901
per person
Dec 11 - Dec 14
found 9 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

Pocketbook Hotel and Bath

2 out of 5
Price was $738, price is now $603 per person
$603
per person
Nov 19 - Nov 22
found 19 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.
Club Wyndham Bentley Brook

Club Wyndham Bentley Brook

3 out of 5
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

Four Points by Sheraton Albany

3 out of 5
Price was $749, price is now $650 per person
$650
per person
Nov 28 - Dec 3
found 9 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

The Porches Inn at Mass MoCA

3.5 out of 5
Price was $990, price is now $871 per person
$871
per person
Dec 11 - Dec 14
found 9 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.
Wilburton Inn

Wilburton Inn

3.5 out of 5
Price was $947, price is now $841 per person
$841
per person
Dec 11 - Dec 14
found 9 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Albany (ALB)
Stay at this 3.5-star golf hotel in Manchester. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Museum of Creative Process and Hildene are located nearby.

Pittsfield Vacation Packages 3-4 Night Stays

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
Stockade Historic District
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)
Brook Bound Inn

Brook Bound Inn

2 out of 5
Price was $1,006, price is now $773 per person
$773
per person
Dec 11 - Dec 14
found 9 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Albany (ALB)
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
Price was $1,109, price is now $901 per person
$901
per person
Dec 11 - Dec 14
found 9 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Albany (ALB)
Pocketbook Hotel and Bath

Pocketbook Hotel and Bath

2 out of 5
Price was $738, price is now $603 per person
$603
per person
Nov 19 - Nov 22
found 19 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)

Pittsfield Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hampton Inn Clifton Park

Hampton Inn Clifton Park

2.5 out of 5
Price was $695, price is now $588 per person
$588
per person
Nov 28 - Dec 3
found 9 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
The Landing Hotel at Rivers Casino & Resort

The Landing Hotel at Rivers Casino & Resort

4 out of 5
Stockade Historic District
Price was $950, price is now $616 per person
$616
per person
Nov 28 - Dec 3
found 9 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
La Quinta Inn & Suites by Wyndham Latham Albany Airport

La Quinta Inn & Suites by Wyndham Latham Albany Airport

3 out of 5
Price was $734, price is now $610 per person
$610
per person
Nov 28 - Dec 3
found 9 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)
La Quinta Inn & Suites by Wyndham Clifton Park/Saratoga Area

La Quinta Inn & Suites by Wyndham Clifton Park/Saratoga Area

3 out of 5
Price was $695, price is now $591 per person
$591
per person
Nov 28 - Dec 3
found 9 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Albany (ALB)

Top Flight Deals

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

Breeze Airways
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
Select Breeze Airways flight, departing Sat, Dec 13 from Southwest Florida Intl. to Albany Intl., returning Wed, Dec 17, priced at $142 found 4 days ago
United
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
Select United flight, departing Sat, Dec 13 from Southwest Florida Intl. to Albany Intl., returning Wed, Dec 17, priced at $327 found 4 days ago
American Airlines
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
Select American Airlines flight, departing Sat, Dec 13 from Southwest Florida Intl. to Albany Intl., returning Wed, Dec 17, priced at $327 found 4 days ago
Delta
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
Select Delta flight, departing Sat, Dec 13 from Southwest Florida Intl. to Albany Intl., returning Wed, Dec 17, priced at $332 found 4 days ago