Search Deals on
The Woods Vacation Packages

3-4 Night Vacations in The Woods

Price found within the past 48 hours. Click for updated prices.
Bentley House Bed and Breakfast

Bentley House Bed and Breakfast

2 out of 5
Price was $688, price is now $591 per person
$591
per person
Jul 2 - Jul 5
found 4 hours ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $707, price is now $619 per person
$619
per person
Jul 2 - Jul 5
found 4 hours ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
The Vermont Inn

The Vermont Inn

3 out of 5
Price was $687, price is now $621 per person
$621
per person
Jul 2 - Jul 5
found 4 hours ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
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 $832, price is now $764 per person
$764
per person
Jul 2 - Jul 5
found 4 hours ago
Roundtrip flight included
New York (NYC) 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
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
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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.

JetBlue Airways
Sat, May 30 - Sat, Jun 13
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$174 Roundtrip, found 3 days ago
$174
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Sat, May 30 from Logan Intl. to Rutland Southern Vermont Regional, returning Sat, Jun 13, priced at $174 found 3 days ago
Cape Air
Sat, May 30 - Mon, Jun 15
BOS
Logan Intl.
RUT
Rutland Southern Vermont Regional
$190 Roundtrip, found 3 days ago
$190
Roundtrip
found 3 days ago
Select Cape Air flight, departing Sat, May 30 from Logan Intl. to Rutland Southern Vermont Regional, returning Mon, Jun 15, priced at $190 found 3 days ago
Delta
Tue, Oct 13 - Tue, Oct 20
BWI
Baltimore Washington Intl. Thurgood Marshall
RUT
Rutland Southern Vermont Regional
$354 Roundtrip, found 4 days ago
$354
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Oct 13 from Baltimore Washington Intl. Thurgood Marshall to Rutland Southern Vermont Regional, returning Tue, Oct 20, priced at $354 found 4 days ago
American Airlines
Wed, Jun 3 - Wed, Jun 3
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$557 Roundtrip, found 4 hours ago
$557
Roundtrip
found 4 hours ago
Select American Airlines flight, departing Wed, Jun 3 from Ronald Reagan Washington National to Lebanon Municipal, returning Wed, Jun 3, priced at $557 found 4 hours ago