Search Deals onPittsfield Vacation Packages
Pittsfield Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Lake Bomoseen Lodge
Price was $614, price is now $503 per person
$503
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Portland (PDX) to Rutland (RUT)
Stay at this 3.5-star beach lodge in Bomoseen. Enjoy free parking, an outdoor pool, and a private beach. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Prospect Bay Country Club and Lake Bomoseen are located nearby.
Mt Green Pool Gym Sauna Hot tub Open 3br 2b
Price was $1,948, price is now $1,609 per person
$1,609
per person
Nov 22 - Nov 26
found 21 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)
Stay at this apartment in Killington. Enjoy a garden. Popular attractions Killington Resort and Black Dog Sports are located nearby.
The Vermont Inn
Price was $890, price is now $738 per person
$738
per person
Nov 22 - Nov 26
found 21 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)
Stay at this 3-star family-friendly B&B in Rutland. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Killington Resort and Golden Express Quad are located nearby.
Killington Mountain Lodge, Tapestry Collection by Hilton
Price was $874, price is now $738 per person
$738
per person
Nov 22 - Nov 26
found 21 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)
Stay at this 3.5-star ski hotel in Killington. Enjoy free WiFi, a free ski shuttle, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Killington Resort and Black Dog Sports are located nearby.
Mt Green Quick Walk to Lift Pool Sauna hot tub
Price was $1,283, price is now $1,131 per person
$1,131
per person
Nov 22 - Nov 26
found 21 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)
Stay at this apartment in Killington. Popular attractions Killington Resort and Black Dog Sports are located nearby.
North Star Lodge and Resort
Price was $782, price is now $690 per person
$690
per person
Nov 22 - Nov 26
found 21 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)
Book a stay at this family-friendly hotel in Killington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Killington Resort and Fire Tower are located nearby.
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Price was $1,027, price is now $911 per person
$911
per person
Nov 22 - Nov 26
found 21 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)
Stay at this 3-star ski cabin in Killington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Killington Resort and Skyeship Express Gondola Stage I are located nearby.
Great Escape Ski Lodge Brought to you by GetAway Vacations
Price was $2,596, price is now $2,313 per person
$2,313
per person
Nov 22 - Nov 26
found 21 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)
Stay at this vacation home in Killington. Enjoy free WiFi. Popular attractions Killington Resort and Skyeship Express Gondola Stage II 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.
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