Search Deals onPittsfield Vacation Packages
Pittsfield Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Upper Pass Lodge at Magic Mountain
per person
Aug 16 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
Stay at this motel in Londonderry. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Magic Mountain Ski Resort and Lowell Lake State Park are located nearby.
Harvest Barn Inn
per person
Aug 16 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
Stay at this 3-star B&B in Bellows Falls. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast in our reviews. Popular attractions North Walpole Village Park and Bellows Falls Canal are located nearby.
Killington Mountain Lodge, Tapestry Collection by Hilton
per person
Sep 19 - Sep 23
found 8 hours ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
The Putney Inn
per person
Aug 16 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
Book a stay at this business-friendly motel in Putney. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Yellow Barn and Next Stage Arts are located nearby.
The Quechee Inn at Marshland Farm
per person
Aug 24 - Aug 28
found 13 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
Stay at this 3-star golf hotel in Quechee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Wilderness Trails and Vermont Institiute of Natural Science are located nearby.
Align Inn Vermont
per person
Sep 19 - Sep 23
found 8 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
Book a stay at this business-friendly hotel in Quechee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Quechee Gorge Bridge and Quechee Gorge Village are located nearby.
North Star Lodge and Resort
per person
Sep 19 - Sep 23
found 8 hours ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
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.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, Sep 8 - Mon, Sep 15
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$361 Roundtrip, found 22 hours ago
$361
Roundtrip
found 22 hours ago
Mon, Sep 8 - Mon, Sep 15
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$365 Roundtrip, found 22 hours ago
$365
Roundtrip
found 22 hours ago
Mon, Sep 8 - Mon, Sep 15
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$366 Roundtrip, found 22 hours ago
$366
Roundtrip
found 22 hours ago
Thu, Sep 11 - Sat, Sep 13
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$368 Roundtrip, found 5 hours ago
$368
Roundtrip
found 5 hours ago
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