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The Woods Vacation Packages

The Woods Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
Price was $995, price is now $846 per person
$846
per person
Dec 1 - Dec 8
found 9 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Book a stay at this business-friendly hotel in Rutland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Green Mountain Shopping Plaza and Spartan Arena are located nearby.
Mountain Green Resort

Mountain Green Resort

4 out of 5
Price was $1,507, price is now $1,300 per person
$1,300
per person
Dec 7 - Dec 11
found 22 hours ago
Roundtrip non-stop flight included
Dallas (DFW) 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 Black Dog Sports are located nearby.
Chateau Rooms

Chateau Rooms

4.5 out of 5
Price was $2,060, price is now $1,319 per person
$1,319
per person
Dec 1 - Dec 8
found 9 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Book a stay at this luxury guesthouse in Bolton Landing. Enjoy free WiFi, a full-service spa, and room service. Popular attractions Lake George and Adirondack Extreme Adventure Course are located nearby.
The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was $1,814, price is now $1,467 per person
$1,467
per person
Dec 16 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
Stay at this condo in Killington. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Killington Resort and Killington School for Tennis are located nearby.
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5
Price was $1,399, price is now $1,189 per person
$1,189
per person
Dec 1 - Dec 8
found 9 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 Skyeship Express Gondola Stage I are located nearby.
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $1,178, price is now $1,024 per person
$1,024
per person
Dec 1 - Dec 8
found 9 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.
Bentley House Bed and Breakfast

Bentley House Bed and Breakfast

2 out of 5
Price was $1,038, price is now $921 per person
$921
per person
Dec 1 - Dec 8
found 9 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Book a stay at this golf B&B in Poultney. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Poultney Public Library and Slate Quarry Park are located nearby.
Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
Price was $1,351, price is now $1,212 per person
$1,212
per person
Dec 1 - Dec 8
found 9 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Book a stay at this spa hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial are located nearby.

3-4 Night Vacations in The Woods

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
Price was $1,182, price is now $1,021 per person
$1,021
per person
Dec 23 - Dec 26
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Rutland (RUT)
Mountain Green Resort

Mountain Green Resort

4 out of 5
Price was $1,507, price is now $1,300 per person
$1,300
per person
Dec 7 - Dec 11
found 22 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was $1,350, price is now $1,172 per person
$1,172
per person
Dec 7 - Dec 11
found 22 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)
Castle Hill Resort And Spa

Castle Hill Resort And Spa

3.5 out of 5
Price was $1,236, price is now $1,152 per person
$1,152
per person
Dec 7 - Dec 11
found 22 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Rutland (RUT)

5-7 Night Vacations in The Woods

Price found within the past 48 hours. Click for updated prices.
Ski in & out Spruce Glen Townhomes on Great Eastern Trail

Ski in & out Spruce Glen Townhomes on Great Eastern Trail

3 out of 5
Price was $1,399, price is now $1,189 per person
$1,189
per person
Dec 1 - Dec 8
found 9 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Mountain Green Resort

Mountain Green Resort

4 out of 5
Price was $2,205, price is now $1,801 per person
$1,801
per person
Dec 1 - Dec 8
found 8 hours ago
Roundtrip non-stop flight included
New York (JFK) to Rutland (RUT)
Chateau Rooms

Chateau Rooms

4.5 out of 5
Price was $2,060, price is now $1,319 per person
$1,319
per person
Dec 1 - Dec 8
found 9 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was $1,814, price is now $1,467 per person
$1,467
per person
Dec 16 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)

Cheap Hotel Deals in The Woods

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
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 ...
Opens in a new windowComfort Inn Rutland - Killington
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
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. ...
Opens in a new windowThe Mountain Inn at Killington
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
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. ...
Opens in a new windowWoodstock Inn & Resort
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Mountain Meadows Lodge

Mountain Meadows Lodge

3.5 out of 5
285 Thundering Brook Road Killington VT
Book a stay at this family-friendly hotel in Killington. Enjoy free breakfast, a sauna, and a 24-hour front desk. Our guests praise the helpful staff in our ...
Opens in a new windowMountain Meadows Lodge
On The River Inn

On The River Inn

4 out of 5
1653 West Woodstock Road Woodstock VT
Book a stay at this family-friendly hotel in Woodstock. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
Opens in a new windowOn The River Inn
Mountain Sports Inn

Mountain Sports Inn

2 out of 5
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 ...
Opens in a new windowMountain Sports Inn
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
Book a stay at this golf hotel in Killington. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the ...
Opens in a new windowKillington Mountain Lodge, Tapestry Collection by Hilton
Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
111 Jackson Gore Road Ludlow VT
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 ...
Opens in a new windowJackson Gore Village, A Vail Resorts Property
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.

JetBlue Airways
Wed, Nov 18 - Sat, Dec 5
FLL
Fort Lauderdale - Hollywood Intl.
LEB
Lebanon Municipal
$424 Roundtrip, found 2 days ago
$424
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Nov 18 from Fort Lauderdale - Hollywood Intl. to Lebanon Municipal, returning Sat, Dec 5, priced at $424 found 2 days ago
JetBlue Airways
Wed, Nov 18 - Sat, Dec 5
FLL
Fort Lauderdale - Hollywood Intl.
LEB
Lebanon Municipal
$434 Roundtrip, found 19 hours ago
$434
Roundtrip
found 19 hours ago
Select JetBlue Airways flight, departing Wed, Nov 18 from Fort Lauderdale - Hollywood Intl. to Lebanon Municipal, returning Sat, Dec 5, priced at $434 found 19 hours ago
JetBlue Airways
Tue, Nov 17 - Wed, Dec 2
FLL
Fort Lauderdale - Hollywood Intl.
LEB
Lebanon Municipal
$445 Roundtrip, found 1 day ago
$445
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Tue, Nov 17 from Fort Lauderdale - Hollywood Intl. to Lebanon Municipal, returning Wed, Dec 2, priced at $445 found 1 day ago
JetBlue Airways
Tue, Nov 17 - Sun, Dec 6
FLL
Fort Lauderdale - Hollywood Intl.
LEB
Lebanon Municipal
$455 Roundtrip, found 2 days ago
$455
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Nov 17 from Fort Lauderdale - Hollywood Intl. to Lebanon Municipal, returning Sun, Dec 6, priced at $455 found 2 days ago