The Berkshires Vacation Packages
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Top The Berkshires vacation package deals
Price found within the past 48 hours. Click for updated prices.
3.5-star property
Holiday Inn Club Vacations Oak 'n Spruce Resort
9.2/10 Wonderful! (989 reviews)
Dec 16 - Dec 19
3 night stay
Houston (IAH) to Albany (ALB)
Delta • Non-stop roundtrip • Coach
Price was $590, price is now $493 per person
$493
per person
found 1 day ago
Wonderful resort
Reviewed on Sep 29, 2026
2.0-star property
Brook Bound Inn
9.4/10 Exceptional! (19 reviews)
Nov 25 - Nov 28
3 night stay
Baltimore (BWI) to Albany (ALB)
Southwest Airlines • Roundtrip • Coach
Price was $1,010, price is now $750 per person
$750
per person
found 1 day ago
Our weeklong trip meandering the roads of Vermont was made more memorable by our stay at the Brook Bound Inn! The property is gorgeous and impeccably maintained! Our room was clean and so quiet! The bed was comfortable, and the blackout window blinds allowed us to sleep a little later than normal. The bathroom was very clean with a large shower and great smelling body wash, shampoo, etc. Jake and Hope were so helpful before and during our stay. We also appreciated the robust WIFI. We didn’t try the amazing pool this time, but we will for sure on our next trip!
Reviewed on Aug 30, 2026
3.5-star property
The White House Inn
9/10 Wonderful! (360 reviews)
Dec 3 - Dec 6
3 night stay
Las Vegas (LAS) to Albany (ALB)
Southwest Airlines • Non-stop roundtrip • Coach
Price was $761, price is now $647 per person
$647
per person
found 24 hours ago
Old property with a lot of history.
Reviewed on Sep 25, 2026
2.5-star property
The Manchester View
9.4/10 Exceptional! (902 reviews)
Nov 25 - Nov 28
3 night stay
Baltimore (BWI) to Albany (ALB)
Southwest Airlines • Roundtrip • Coach
Price was $861, price is now $740 per person
$740
per person
found 1 day ago
We really enjoyed our stay at The Manchester View. Our terrace room was spacious and comfortable, and the view was absolutely to die for—definitely one of the highlights of our stay.
Check-in and checkout were both very easy, and the included breakfast was a nice touch and a great way to start the day.
The location is also very convenient, especially for visiting Hildene, which is nearby and was a very special place and one of the highlights of our trip.
A comfortable, relaxing stay with beautiful Vermont views. We would definitely stay here again.
Reviewed on Sep 28, 2026
Top rated hotels for your The Berkshires vacation package
Vacation Village in the Berkshires
276 Brodie Mountain Rd Williamstown MA
Free Cancellation
Reserve now, pay when you stay
28.42 mi from city center
$122 nightly
The price is $136 total per night
$136 total
Sep 30 - Oct 1
Total with taxes and fees
Vacation Village in the Berkshires features an indoor pool, an outdoor pool, and a children's pool. If you decide to drive, there's free parking. The front desk is staffed 24 hours a day to help with concierge services and access to locker space. Other amenities at this family-friendly aparthotel include a gym, free WiFi in public areas, and a business center.
Pool
Parking included
Berkshire Mountain Lodge
8 Dan Fox Dr Pittsfield MA
17.93 mi from city center
$109 nightly
The price is $121 total per night
$121 total
Oct 1 - Oct 2
Total with taxes and fees
At Berkshire Mountain Lodge, guests have access to an indoor pool, free WiFi in public areas, and a hot tub. If you decide to drive, there's free parking. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Other amenities at this golf aparthotel include a business center, an arcade/game room, and laundry facilities.
Quality Inn Great Barrington
372 Main Street Great Barrington MA
11.15 mi from city center
$101 nightly
The price is $113 total per night
$113 total
Oct 19 - Oct 20
Total with taxes and fees
Guests of Quality Inn Great Barrington enjoy a gym, free WiFi in public areas, and coffee in a common area. You can put free parking to good use if you drive. Front-desk staff are standing by 24/7 to assist with any requests. Additional amenities include a microwave in a common area, free newspapers, and barbecue grills.
Breakfast included
Parking included
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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