Search Deals onThe Woods Vacation Packages
The Woods Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Align Inn Vermont
Price was $836, price is now $723 per person
$723
per person
Dec 31 - Jan 4
found 16 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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.
Mountain Green Resort
Save 100% on your flight
Price was $4,302, price is now $3,271 per person
$3,271
per person
Jan 1 - Jan 5
found 9 hours ago
Roundtrip flight included
San Juan (SJU) to Rutland (RUT)
Book a stay at this business-friendly apartment in Killington. Enjoy free WiFi, free parking, and in-room washers/dryers. Popular attractions Killington Resort and Pico Mountain at Killington Ski Resort are located nearby.
The Suites at Killington Center
Price was $2,233, price is now $1,814 per person
$1,814
per person
Jan 1 - Jan 5
found 9 hours ago
Roundtrip flight included
San Juan (SJU) to Rutland (RUT)
Stay at this condo in Killington. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Killington Resort and Pico Mountain at Killington Ski Resort are located nearby.
Killington Mountain Lodge, Tapestry Collection by Hilton
Price was $1,878, price is now $1,532 per person
$1,532
per person
Jan 1 - Jan 5
found 9 hours ago
Roundtrip flight included
San Juan (SJU) to Rutland (RUT)
Book a stay at this 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 Pico Mountain at Killington Ski Resort are located nearby.
Hidden Kingdom in Plymouth
Save 100% on your flight
Price was $4,340, price is now $3,557 per person
$3,557
per person
Jan 1 - Jan 5
found 9 hours ago
Roundtrip flight included
San Juan (SJU) to Rutland (RUT)
Stay at this vacation home in Plymouth. Enjoy free parking and laundry facilities. Popular attractions Okemo Mountain Resort and Camp Plymouth State Park are located nearby.
Beechwood Home in Mendon
Price was $4,154, price is now $3,458 per person
$3,458
per person
Jan 1 - Jan 5
found 9 hours ago
Roundtrip flight included
San Juan (SJU) to Rutland (RUT)
Stay at this vacation home in Rutland. Enjoy free parking and laundry facilities. Popular attractions Pico Mountain at Killington Ski Resort and Green Mountain Rock Climbing Center are located nearby.
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Price was $2,771, price is now $2,321 per person
$2,321
per person
Jan 1 - Jan 5
found 9 hours ago
Roundtrip flight included
San Juan (SJU) to Rutland (RUT)
Book a stay at this ski cabin in Killington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Killington Resort and Pico Mountain at Killington Ski Resort are located nearby.
Lake Bomoseen Lodge
Price was $885, price is now $760 per person
$760
per person
Dec 31 - Jan 4
found 16 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Book a stay at this beach lodge in Bomoseen. Enjoy free parking, an outdoor pool, and a private beach. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Prospect Bay Country Club and Lake Bomoseen are located nearby.
3-4 Night Vacations in The Woods
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in The Woods
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in The Woods
Mountain Sports Inn
813 Killington Road Killington VT
Stay at this hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
Woodstock Inn & Resort
Fourteen The Green Woodstock VT
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. ...
Comfort Inn Rutland - Killington
19 Allen St Rutland VT
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
Save an average of 15% on thousands of hotels when you're signed in
Killington Mountain Lodge, Tapestry Collection by Hilton
2617 Killington Rd Killington VT
Book a stay at this 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 ...
The Mountain Inn at Killington
47 Old Mill Rd Killington VT
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
The Shire Woodstock
46 Pleasant St. Woodstock VT
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. ...
North Star Lodge and Resort
78 Weathervane Dr Killington VT
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 ...
Best Western Inn & Suites Rutland-Killington
5 Best Western Place Rutland VT
Book a stay at this ski hotel in Rutland. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Wed, Feb 4 - Thu, Feb 5
JFK
John F. Kennedy Intl.
LEB
Lebanon Municipal
$285 Roundtrip, found 1 day ago
$285
Roundtrip
found 1 day ago
Thu, Dec 18 - Tue, Dec 23
JFK
John F. Kennedy Intl.
RUT
Rutland Southern Vermont Regional
$332 Roundtrip, found 15 hours ago
$332
Roundtrip
found 15 hours ago
Tue, Dec 9 - Tue, Dec 16
EWR
Newark Liberty Intl. Airport
RUT
Rutland Southern Vermont Regional
$344 Roundtrip, found 16 hours ago
$344
Roundtrip
found 16 hours ago
Thu, Dec 4 - Mon, Dec 8
LGA
LaGuardia
RUT
Rutland Southern Vermont Regional
$361 Roundtrip, found 5 days ago
$361
Roundtrip
found 5 days ago
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