Search Deals onWoodstock Vacation Packages
Woodstock Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Sinclair Inn Bed and Breakfast
Price was $731, price is now $663 per person
$663
per person
Dec 4 - Dec 7
found 9 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
Stay at this 4-star 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 $3,556, price is now $2,701 per person
$2,701
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Springfield (VSF)
Stay at this 3-star 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 Billings Park and Trail and Red Wagon Toy Company are located nearby.

Mount Snow Grand Summit Resort
Save 100% on your flight
Price was $972, price is now $744 per person
$744
per person
Oct 11 - Oct 18
found 18 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
Stay at this 3-star spa resort in West Dover. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Mount Snow and Ego Alley Ski Lift are located nearby.

Jackson Gore Village
Save 100% on your flight
Price was $901, price is now $715 per person
$715
per person
Oct 11 - Oct 18
found 18 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
Stay at this 3-star spa hotel in Ludlow. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Okemo Mountain Resort and Jackson Gore Parking are located nearby.

Solitude Village at Okemo
Price was $6,542, price is now $5,379 per person
$5,379
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Springfield (VSF)
Stay at this 4-star ski aparthotel in Ludlow. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Okemo Mountain Resort and Snow Stars Carpet are located nearby.

The Vesper
Price was $1,992, price is now $1,755 per person
$1,755
per person
Oct 19 - Oct 24
found 13 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Springfield (VSF)
Stay at this 3-star B&B in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Billings Park and Trail and Dana House Museum are located nearby.

Lincoln Inn & Gallery
Price was $3,452, price is now $3,134 per person
$3,134
per person
Oct 14 - Oct 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Springfield (VSF)
Stay at this 3-star inn in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Union Arena Community Center and Ottaquechee River are located nearby.

Mountain Lodge at Okemo
Price was $1,183, price is now $1,076 per person
$1,076
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Springfield (VSF)
Stay at this 3-star ski hotel in Ludlow. Enjoy free WiFi, free parking, and a free area shuttle. Popular attractions Okemo Mountain Resort and Snow Stars Carpet are located nearby.
Woodstock Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



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.

Thu, Sep 11 - Sat, Sep 13
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$487 Roundtrip, found 3 days ago
$487
Roundtrip
found 3 days ago

Thu, Sep 11 - Sat, Sep 13
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$507 Roundtrip, found 3 days ago
$507
Roundtrip
found 3 days ago

Thu, Sep 11 - Sat, Sep 13
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$512 Roundtrip, found 3 days ago
$512
Roundtrip
found 3 days ago

Thu, Sep 11 - Sat, Sep 13
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$517 Roundtrip, found 3 days ago
$517
Roundtrip
found 3 days ago
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