Search Deals onWoodstock Vacation Packages
Woodstock Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hampton Inn Brattleboro
Price was $521, price is now $450 per person
$450
per person
Jan 22 - Jan 25
found 1 day ago
Roundtrip non-stop flight included
San Juan (SJU) to Springfield (VSF)
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking, and a fitness center. 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.
The Shire Woodstock
Price was $874, price is now $692 per person
$692
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) 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 Billings Park and Trail and Red Wagon Toy Company are located nearby.
Jackson Gore Village
Save 100% on your flight
Price was $2,081, price is now $1,675 per person
$1,675
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
Book a stay at this 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.
Treehouse Home in Ludlow
Save 100% on your flight
Price was $6,967, price is now $5,696 per person
$5,696
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
Stay at this vacation home in Ludlow. Enjoy free parking and laundry facilities. Popular attractions Okemo Mountain Resort and General Parking are located nearby.
Okemo Mountain Lodging
Save 100% on your flight
Price was $3,668, price is now $3,008 per person
$3,008
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
Stay at this vacation home in Ludlow. Enjoy free parking, daily housekeeping, and laundry facilities. Popular attractions Okemo Mountain Resort and Skywalker Carpet are located nearby.
Mountain Lodge at Okemo
Price was $1,848, price is now $1,546 per person
$1,546
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
Book a stay at this 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.
The Vesper
Price was $856, price is now $730 per person
$730
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
Stay at this 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 $854, price is now $755 per person
$755
per person
Jan 15 - Jan 19
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Springfield (VSF)
Stay at this inn in Woodstock. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions Union Arena Community Center and Ottaquechee River are located nearby.
Woodstock Vacation Packages 3-4 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, Feb 9 - Mon, Feb 9
LGA
LaGuardia
LEB
Lebanon Municipal
$304 Roundtrip, found 3 hours ago
$304
Roundtrip
found 3 hours ago
Wed, Feb 11 - Mon, Feb 16
JFK
John F. Kennedy Intl.
LEB
Lebanon Municipal
$310 Roundtrip, found 6 days ago
$310
Roundtrip
found 6 days ago
Mon, Dec 15 - Wed, Dec 24
JFK
John F. Kennedy Intl.
RUT
Rutland Southern Vermont Regional
$394 Roundtrip, found 6 days ago
$394
Roundtrip
found 6 days ago
Thu, Feb 12 - Sat, Feb 14
EWR
Newark Liberty Intl. Airport
LEB
Lebanon Municipal
$415 Roundtrip, found 2 days ago
$415
Roundtrip
found 2 days ago
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