Search Deals onSouth Woodstock Vacation Packages
South Woodstock Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Sinclair Inn Bed and Breakfast
Price was $931, price is now $806 per person
$806
per person
Jul 20 - Jul 25
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
Stay at this B&B in Jericho. Enjoy free breakfast, free WiFi, and in-room massages. Our guests praise the breakfast in our reviews. Popular attractions Veterans' Park and Mills Riverside Park are located nearby.
The Shire Woodstock
Price was $1,249, price is now $1,055 per person
$1,055
per person
Jul 10 - Jul 13
found 10 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
Stay at this hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Quechee Gorge Bridge and Billings Park and Trail are located nearby.
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Price was $1,102, price is now $958 per person
$958
per person
Jul 10 - Jul 13
found 10 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Lebanon (LEB)
Stay at this resort in Brownsville. Enjoy a business center, a fireplace in the lobby, and laundry facilities. Our guests praise the helpful staff in our reviews. Popular attractions Mount Ascutney and Mt Ascutney State Park are located nearby.
Woodstock Inn & Resort
Price was $1,685, price is now $1,469 per person
$1,469
per person
Jul 10 - Jul 13
found 10 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Quechee Gorge Bridge and Middle Covered Bridge are located nearby.
Castle Hill Resort And Spa
Price was $1,174, price is now $1,059 per person
$1,059
per person
Jul 10 - Jul 13
found 10 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
Book a stay at this luxury hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial are located nearby.
Jackson Gore Village, A Vail Resorts Property
Price was $956, price is now $865 per person
$865
per person
Jul 10 - Jul 13
found 10 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
Book a stay at this ski hotel in Ludlow. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Okemo Mountain Resort and Timber Ripper Mountain Coaster are located nearby.
Winterplace at Okemo, A Vail Resorts Property
Price was $1,007, price is now $918 per person
$918
per person
Jul 10 - Jul 13
found 10 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Springfield (VSF)
Book a stay at this ski aparthotel in Ludlow. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Okemo Mountain Resort and Skywalker Carpet are located nearby.
Brookside Hideaway, Brook Road Inn
Price was $1,288, price is now $1,177 per person
$1,177
per person
Jul 10 - Jul 13
found 10 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Lebanon (LEB)
Stay at this apartment in Goshen. Enjoy free WiFi, free parking, and Netflix. Popular attractions Gunnison Lake and Olive G. Pettis Library are located nearby.
South Woodstock Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
South Woodstock 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.
Sun, May 31 - Mon, Jun 8
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$183 Roundtrip, found 5 hours ago
$183
Roundtrip
found 5 hours ago
Sun, May 31 - Mon, Jun 8
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$184 Roundtrip, found 5 hours ago
$184
Roundtrip
found 5 hours ago
Sat, May 23 - Thu, May 28
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$185 Roundtrip, found 13 hours ago
$185
Roundtrip
found 13 hours ago
Tue, Oct 13 - Tue, Oct 20
BWI
Baltimore Washington Intl. Thurgood Marshall
RUT
Rutland Southern Vermont Regional
$334 Roundtrip, found 15 hours ago
$334
Roundtrip
found 15 hours ago
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