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The Woods Vacation Packages

The Woods Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $1,451, price is now $1,345 per person
$1,345
per person
Jul 18 - Jul 22
found 18 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
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. Popular attractions Killington Resort and Black Dog Sports are located nearby.
Golden Stage Inn B&B

Golden Stage Inn B&B

3.5 out of 5
Price was $1,801, price is now $1,605 per person
$1,605
per person
Jul 18 - Jul 22
found 18 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Stay at this B&B in Cavendish. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial are located nearby.
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $1,594, price is now $1,455 per person
$1,455
per person
Jul 18 - Jul 22
found 18 hours ago
Roundtrip 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.
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Price was $1,611, price is now $1,510 per person
$1,510
per person
Jul 18 - Jul 22
found 18 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Stay at this hotel in Brandon. Enjoy free WiFi, free parking, and 8 hot tubs. Popular attractions Otter Valley Winery and Stephen A Douglas Birthplace are located nearby.
Align Inn Vermont

Align Inn Vermont

2.5 out of 5
Price was $1,474, price is now $1,383 per person
$1,383
per person
Jul 18 - Jul 22
found 18 hours ago
Roundtrip 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.
Castle Hill Resort And Spa

Castle Hill Resort And Spa

3.5 out of 5
Price was $1,681, price is now $1,590 per person
$1,590
per person
Jul 18 - Jul 22
found 18 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Book a stay at this luxury hotel in Cavendish. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial are located nearby.
Greenbrier Inn

Greenbrier Inn

2 out of 5
Price was $1,529, price is now $1,448 per person
$1,448
per person
Jul 18 - Jul 22
found 18 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Stay at this hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Killington Resort and Fire Tower are located nearby.
Harvest Barn Inn

Harvest Barn Inn

3 out of 5
Price was $1,492, price is now $1,419 per person
$1,419
per person
Jul 18 - Jul 22
found 18 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Stay at this B&B in Bellows Falls. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast in our reviews. Popular attractions North Walpole Village Park and Bellows Falls Opera House are located nearby.

3-4 Night Vacations in The Woods

Price found within the past 48 hours. Click for updated prices.
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $1,451, price is now $1,345 per person
$1,345
per person
Jul 18 - Jul 22
found 18 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Golden Stage Inn B&B

Golden Stage Inn B&B

3.5 out of 5
Price was $1,801, price is now $1,605 per person
$1,605
per person
Jul 18 - Jul 22
found 18 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $1,594, price is now $1,455 per person
$1,455
per person
Jul 18 - Jul 22
found 18 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Price was $1,611, price is now $1,510 per person
$1,510
per person
Jul 18 - Jul 22
found 18 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)

Cheap Hotel Deals in The Woods

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
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
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
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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
The Shire Woodstock

The Shire Woodstock

3 out of 5
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. ...
Opens in a new windowThe Shire Woodstock
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 a fitness center. Our guests praise the breakfast and the helpful ...
Opens in a new windowOn The River Inn
Brandon Inn

Brandon Inn

3 out of 5
20 Park Street Brandon VT
Stay at this hotel in Brandon. 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 windowBrandon Inn
Hampton Inn Rutland

Hampton Inn Rutland

2.5 out of 5
47 Farrell Rd 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 windowHampton Inn Rutland
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.

Cape Air
Sun, May 31 - Sat, Jun 13
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$204 Roundtrip, found 1 day ago
$204
Roundtrip
found 1 day ago
Select Cape Air flight, departing Sun, May 31 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, Jun 13, priced at $204 found 1 day ago
JetBlue Airways
Sun, May 31 - Sat, Jun 13
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$204 Roundtrip, found 1 day ago
$204
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, May 31 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, Jun 13, priced at $204 found 1 day ago
JetBlue Airways
Sun, May 31 - Sat, Jun 13
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$210 Roundtrip, found 1 day ago
$210
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sun, May 31 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, Jun 13, priced at $210 found 1 day ago
Delta
Wed, Jun 3 - Wed, Jun 3
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$769 Roundtrip, just found
$769
Roundtrip
just found
Select Delta flight, departing Wed, Jun 3 from Ronald Reagan Washington National to Lebanon Municipal, returning Wed, Jun 3, priced at $769 just found