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Woodstock Vacation Packages

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Woodstock Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Mountain Lodge at Okemo

Mountain Lodge at Okemo

3 out of 5
Price was $1,076, price is now $910 per person
$910
per person
Dec 23 - Dec 25
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) 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.
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
Price was $2,007, price is now $1,574 per person
$1,574
per person
Dec 27 - Jan 1
found 3 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.
Winterplace at Okemo

Winterplace at Okemo

4 out of 5
Price was $1,236, price is now $1,025 per person
$1,025
per person
Dec 23 - Dec 25
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
Stay at this 4-star ski aparthotel in Ludlow. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Okemo Mountain Resort and Snow Stars Carpet are located nearby.
Solitude Village at Okemo

Solitude Village at Okemo

4 out of 5
Price was $1,188, price is now $989 per person
$989
per person
Dec 23 - Dec 25
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) 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.
Okemo Mountain Lodging

Okemo Mountain Lodging

3.5 out of 5
Price was $1,108, price is now $929 per person
$929
per person
Dec 23 - Dec 25
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
Stay at this 3.5-star vacation home in Ludlow. Enjoy free parking, daily housekeeping, and laundry facilities. Popular attractions Okemo Mountain Resort and Skywalker Carpet are located nearby.
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
Price was $1,135, price is now $963 per person
$963
per person
Dec 27 - Jan 1
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions United States Navy Seabee Bridge and Brattleboro Bowl are located nearby.
Deerfield Valley Inn

Deerfield Valley Inn

3 out of 5
Price was $1,190, price is now $1,012 per person
$1,012
per person
Dec 27 - Jan 1
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
Stay at this 3-star B&B in West Dover. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Mount Snow and Mount Snow Golf Course are located nearby.
Farm Road Estate

Farm Road Estate

3 out of 5
Price was $1,551, price is now $1,343 per person
$1,343
per person
Dec 27 - Jan 1
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
Stay at this 3-star golf hotel in West Dover. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Mount Snow and Mount Snow Golf Course are located nearby.

Woodstock Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Weston

The Weston

5 out of 5
Price was $1,017, price is now $875 per person
$875
per person
Nov 21 - Nov 24
found 15 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $1,128, price is now $966 per person
$966
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
Price was $1,931, price is now $1,675 per person
$1,675
per person
Dec 23 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
Winterplace at Okemo

Winterplace at Okemo

4 out of 5
Clock Tower Base Area
Price was $1,472, price is now $1,290 per person
$1,290
per person
Nov 22 - Nov 26
found 14 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)

Woodstock Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
The Covered Bridge Inn

The Covered Bridge Inn

2.5 out of 5
Price was $1,135, price is now $963 per person
$963
per person
Dec 27 - Jan 1
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
Price was $2,007, price is now $1,574 per person
$1,574
per person
Dec 27 - Jan 1
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
Deerfield Valley Inn

Deerfield Valley Inn

3 out of 5
Price was $1,190, price is now $1,012 per person
$1,012
per person
Dec 27 - Jan 1
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)
Farm Road Estate

Farm Road Estate

3 out of 5
Price was $1,551, price is now $1,343 per person
$1,343
per person
Dec 27 - Jan 1
found 3 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Springfield (VSF)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

JetBlue Airways
Sun, Dec 7 - Wed, Dec 10
JFK
John F. Kennedy Intl.
RUT
Rutland Southern Vermont Regional
$304 Roundtrip, found 8 hours ago
$304
Roundtrip
found 8 hours ago
Select JetBlue Airways flight, departing Sun, Dec 7 from John F. Kennedy Intl. to Rutland Southern Vermont Regional, returning Wed, Dec 10, priced at $304 found 8 hours ago
JetBlue Airways
Sun, Dec 7 - Wed, Dec 10
JFK
John F. Kennedy Intl.
RUT
Rutland Southern Vermont Regional
$309 Roundtrip, found 8 hours ago
$309
Roundtrip
found 8 hours ago
Select JetBlue Airways flight, departing Sun, Dec 7 from John F. Kennedy Intl. to Rutland Southern Vermont Regional, returning Wed, Dec 10, priced at $309 found 8 hours ago
American Airlines
Thu, Dec 4 - Mon, Dec 8
LGA
LaGuardia
RUT
Rutland Southern Vermont Regional
$320 Roundtrip, found 8 hours ago
$320
Roundtrip
found 8 hours ago
Select American Airlines flight, departing Thu, Dec 4 from LaGuardia to Rutland Southern Vermont Regional, returning Mon, Dec 8, priced at $320 found 8 hours ago
United
Sun, Dec 7 - Mon, Dec 8
EWR
Newark Liberty Intl. Airport
RUT
Rutland Southern Vermont Regional
$344 Roundtrip, found 9 hours ago
$344
Roundtrip
found 9 hours ago
Select United flight, departing Sun, Dec 7 from Newark Liberty Intl. Airport to Rutland Southern Vermont Regional, returning Mon, Dec 8, priced at $344 found 9 hours ago