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 $552, price is now $511 per person
$511
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip non-stop 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.
Occasionally, either because of bad weather (upstate NY) or a real early flight, I’ll stay at an airport hotel. This was my first time at Tru, and it will be my top choice going forward. Sparkling clean, cheery, helpful staff, comfy, quiet room, quality amenities and well-priced. My only gripe: get better signage leading to the back of a development with other Hilton properties in front of Tru. Tricky on a dark and stormy night.
Reviewed on Nov 13, 2026

Brook Bound Inn
Price was $959, price is now $797 per person
$797
per person
Jan 6 - Jan 10
found 23 hours ago
Roundtrip flight included
Orlando (MCO) 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 place was clean and beautiful. You need to check with Expedia . I didn’t get the steps to get in, since there is nobody on site. to check in. I call the phone on site. Somebody call me back and walk me through step to get in.
Reviewed on Oct 19, 2026

La Quinta Inn & Suites by Wyndham Latham Albany Airport
Price was $786, price is now $688 per person
$688
per person
Dec 27 - Jan 2
found 21 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Book a stay at this business-friendly hotel in Latham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Colonie Center Mall and Curtain Call Theater are located nearby.
Clean, comfortable room at a good price. Microwave in the room, small shop downstairs for food items. Above average breakfast offerings.
Reviewed on Nov 12, 2026

Marriott Albany
Price was $673, price is now $596 per person
$596
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Book a stay at this business-friendly hotel in Albany. Enjoy an outdoor pool, a free airport shuttle, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Colonie Center Mall and Palace Theater are located nearby.

Hyatt House Schenectady / Mohawk Harbor
Price was $646, price is now $572 per person
$572
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Stay at this hotel in Schenectady. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Rivers Casino & Resort and Schenectady City Hall are located nearby.

The Yankee Inn
Price was $615, price is now $548 per person
$548
per person
Dec 18 - Dec 23
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Albany (ALB)
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Tanglewood Music Center and Guido's Marketplace are located nearby.

The White House Inn
Price was $756, price is now $684 per person
$684
per person
Jan 6 - Jan 10
found 23 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
Stay at this hotel in Wilmington. Enjoy free breakfast, free WiFi, and free parking. 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.

Hampton Inn & Suites Albany-Downtown
Price was $647, price is now $589 per person
$589
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Albany (ALB)
Book a stay at this business-friendly hotel in Albany. Enjoy free breakfast, free WiFi, and 2 restaurants. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Palace Theater and MVP Arena are located nearby.
Room was clean and passed black light inspection. Staff was helpful upon check in. Parking was a little confusing.
Reviewed on Nov 13, 2026
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
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Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Jan 14 - Tue, Jan 19
RSW
Southwest Florida Intl.
ALB
Albany Intl.
$315 Roundtrip, found 2 days ago
$315
Roundtrip
found 2 days ago

Wed, Dec 23 - Tue, Jan 5
RSW
Southwest Florida Intl.
ALB
Albany Intl.
$361 Roundtrip, found 5 days ago
$361
Roundtrip
found 5 days ago

Sat, Dec 26 - Fri, Jan 8
RSW
Southwest Florida Intl.
ALB
Albany Intl.
$403 Roundtrip, found 5 days ago
$403
Roundtrip
found 5 days ago

Sun, Nov 22 - Wed, Dec 2
JFK
John F. Kennedy Intl.
ALB
Albany Intl.
$490 Roundtrip, found 6 days ago
$490
Roundtrip
found 6 days ago
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