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Pittsfield Vacation Packages

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Pittsfield Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
Price was $947, price is now $734 per person
$734
per person
May 21 - May 24
found 3 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Albany (ALB)
Book a stay at this family-friendly 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. Popular attractions National Shrine of the Divine Mercy and Tanglewood Music Center are located nearby.
The Perch Hotel

The Perch Hotel

2 out of 5
Price was $1,157, price is now $789 per person
$789
per person
May 21 - May 24
found 3 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Albany (ALB)
Stay at this hotel in Cornwallville. Enjoy free WiFi, free parking, and a garden. Popular attractions Elm Ridge Wild Forest and Zoom Flume are located nearby.
Hampton Inn Albany-Wolf Road (Airport)

Hampton Inn Albany-Wolf Road (Airport)

2.5 out of 5
Price was $1,125, price is now $823 per person
$823
per person
Jun 25 - Jun 28
found 4 hours ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)
Book a stay at this business-friendly hotel in Albany. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Colonie Center Mall and Crossgates Mall are located nearby.
The Wiltwyck

The Wiltwyck

3.5 out of 5
Price was $1,118, price is now $880 per person
$880
per person
May 22 - May 25
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Albany (ALB)
Stay at this guesthouse in Kingston. Enjoy free WiFi, free parking, and Netflix. Popular attractions Senate House State Historic Site and Volunteer Fireman's Hall and Museum of Kingston are located nearby.
Hutton Brickyards Riverfront Hotel + Venue

Hutton Brickyards Riverfront Hotel + Venue

3.5 out of 5
Price was $1,232, price is now $992 per person
$992
per person
May 21 - May 24
found 3 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Albany (ALB)
Stay at this hotel in Kingston. Enjoy free WiFi, room service, and free bicycles on site. Popular attractions Kingston Point Beach and Trolley Museum of New York are located nearby.
Prospect Berkshires

Prospect Berkshires

3 out of 5
Price was $1,455, price is now $1,180 per person
$1,180
per person
May 21 - May 24
found 3 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Albany (ALB)
Stay at this hotel in Great Barrington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Catamount Aerial Adventure Park and Catamount Ski Area are located nearby.
Hudson Whaler

Hudson Whaler

2.5 out of 5
Price was $1,251, price is now $1,051 per person
$1,051
per person
May 21 - May 24
found 3 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Albany (ALB)
Stay at this hotel in Hudson. Enjoy free WiFi, free parking, and a fireplace in the lobby. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Stoddard Corner and Hudson Area Library are located nearby.
The Amelia

The Amelia

2 out of 5
Price was $1,369, price is now $1,156 per person
$1,156
per person
May 21 - May 24
found 3 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Albany (ALB)
Stay at this hotel in Hudson. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Hudson Opera House and Hudson Area Library are located nearby.

Pittsfield Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

3.5 out of 5
Price was $947, price is now $734 per person
$734
per person
May 21 - May 24
found 3 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Albany (ALB)
The Perch Hotel

The Perch Hotel

2 out of 5
Price was $1,157, price is now $789 per person
$789
per person
May 21 - May 24
found 3 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Albany (ALB)
Hampton Inn Albany-Wolf Road (Airport)

Hampton Inn Albany-Wolf Road (Airport)

2.5 out of 5
Price was $1,125, price is now $823 per person
$823
per person
Jun 25 - Jun 28
found 4 hours ago
Roundtrip flight included
Dallas (DFW) to Albany (ALB)
The Wiltwyck

The Wiltwyck

3.5 out of 5
Price was $1,118, price is now $880 per person
$880
per person
May 22 - May 25
found 1 day ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Albany (ALB)

Pittsfield Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Quality Inn & Suites Glenmont - Albany South

Quality Inn & Suites Glenmont - Albany South

2.5 out of 5
Price was $689, price is now $587 per person
$587
per person
May 18 - May 25
found 6 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Albany (ALB)
Quality Inn Lee - Lenox South

Quality Inn Lee - Lenox South

2.5 out of 5
Price was $865, price is now $730 per person
$730
per person
May 18 - May 25
found 23 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Albany (ALB)
Quality Inn Schenectady - Albany

Quality Inn Schenectady - Albany

2.5 out of 5
Rotterdam
Price was $788, price is now $666 per person
$666
per person
May 18 - May 25
found 1 day ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Albany (ALB)
Vacation Village in the Berkshires

Vacation Village in the Berkshires

3 out of 5
Price was $767, price is now $650 per person
$650
per person
May 18 - May 25
found 23 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) 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, May 23 - Wed, Jun 10
RSW
Southwest Florida Intl.
ALB
Albany Intl.
$229 Roundtrip, found 6 hours ago
$229
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Sat, May 23 from Southwest Florida Intl. to Albany Intl., returning Wed, Jun 10, priced at $229 found 6 hours ago
Delta
Tue, Jun 16 - Wed, Jul 1
RSW
Southwest Florida Intl.
ALB
Albany Intl.
$341 Roundtrip, found 20 hours ago
$341
Roundtrip
found 20 hours ago
Select Delta flight, departing Tue, Jun 16 from Southwest Florida Intl. to Albany Intl., returning Wed, Jul 1, priced at $341 found 20 hours ago
United
Sat, May 23 - Wed, Jun 10
RSW
Southwest Florida Intl.
ALB
Albany Intl.
$362 Roundtrip, found 6 hours ago
$362
Roundtrip
found 6 hours ago
Select United flight, departing Sat, May 23 from Southwest Florida Intl. to Albany Intl., returning Wed, Jun 10, priced at $362 found 6 hours ago
American Airlines
Sat, May 23 - Wed, Jun 10
RSW
Southwest Florida Intl.
ALB
Albany Intl.
$362 Roundtrip, found 6 hours ago
$362
Roundtrip
found 6 hours ago
Select American Airlines flight, departing Sat, May 23 from Southwest Florida Intl. to Albany Intl., returning Wed, Jun 10, priced at $362 found 6 hours ago