Search Deals onThe Woods Vacation Packages
The Woods Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
My Place Hotel-Randolph VT
Price was $675, price is now $629 per person
$629
per person
Nov 23 - Nov 27
found 16 hours ago
Roundtrip flight included
Orlando (MCO) to Rutland (RUT)
Book a stay at this business-friendly hotel in Randolph Center. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Whale Dance Sculpture and Montague Golf Club are located nearby.
The Mountain Top Inn & Resort
Price was $1,049, price is now $905 per person
$905
per person
Nov 23 - Nov 27
found 17 hours ago
Roundtrip flight included
Orlando (MCO) to Rutland (RUT)
Book a stay at this beach resort in Chittenden. Enjoy an outdoor pool, a private beach, and breakfast (surcharge). Popular attractions Lefferts Pond and Proctor-Pittsford Country Club are located nearby.
Days Inn by Wyndham Rutland/Killington Area
Price was $756, price is now $681 per person
$681
per person
Nov 23 - Nov 27
found 16 hours ago
Roundtrip flight included
Orlando (MCO) 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.
Lake Bomoseen Lodge
Price was $743, price is now $672 per person
$672
per person
Nov 23 - Nov 27
found 16 hours ago
Roundtrip flight included
Orlando (MCO) 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
Price was $762, price is now $703 per person
$703
per person
Nov 23 - Nov 27
found 17 hours ago
Roundtrip flight included
Orlando (MCO) 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.
The Landgrove
Price was $902, price is now $834 per person
$834
per person
Nov 23 - Nov 27
found 17 hours ago
Roundtrip flight included
Orlando (MCO) to Rutland (RUT)
Book a stay at this family-friendly inn in Londonderry. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bromley Mountain Ski Resort and Hapgood Pond are located nearby.
The Upper Pass Lodge at Magic Mountain
Price was $696, price is now $659 per person
$659
per person
Nov 23 - Nov 27
found 16 hours ago
Roundtrip flight included
Orlando (MCO) to Rutland (RUT)
Stay at this motel in Londonderry. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Magic Mountain Ski Resort and Lowell Lake State Park are located nearby.
Killington Haus
Price was $692, price is now $670 per person
$670
per person
Nov 23 - Nov 27
found 17 hours ago
Roundtrip flight included
Orlando (MCO) to Rutland (RUT)
Stay at this guesthouse in Killington. Enjoy free WiFi, free parking, and a restaurant. Popular attractions Killington Resort and Black Dog Sports are located nearby.
3-4 Night Vacations in The Woods
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in The Woods
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. ...
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. ...
Killington Mountain Lodge, Tapestry Collection by Hilton
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 ...
Save an average of 15% on thousands of hotels when you're signed in
The Jackson
43 Senior Lane Woodstock VT
Stay at this B&B in Woodstock. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast in our reviews. Popular attractions ...
Emrose Luxury Cabins
1246 Franklin Street Brandon VT
Book a stay at this family-friendly hotel in Brandon. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Stephen A Douglas Birthplace and ...
Mountain Meadows Lodge
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 ...
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 ...
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. ...
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.
Sat, Nov 21 - Sat, Nov 28
FLL
Fort Lauderdale - Hollywood Intl.
LEB
Lebanon Municipal
$938 Roundtrip, found 16 hours ago
$938
Roundtrip
found 16 hours ago
Sat, Nov 21 - Sat, Nov 28
FLL
Fort Lauderdale - Hollywood Intl.
LEB
Lebanon Municipal
$988 Roundtrip, found 16 hours ago
$988
Roundtrip
found 16 hours ago
Sat, Nov 21 - Sat, Nov 28
FLL
Fort Lauderdale - Hollywood Intl.
LEB
Lebanon Municipal
$1,035 Roundtrip, found 16 hours ago
$1,035
Roundtrip
found 16 hours ago
Sat, Nov 21 - Sat, Nov 28
FLL
Fort Lauderdale - Hollywood Intl.
LEB
Lebanon Municipal
$1,111 Roundtrip, found 16 hours ago
$1,111
Roundtrip
found 16 hours ago
Discover Other Travel Deals
- Killington Resort Vacations
- Okemo Mountain Resort Vacations
- Green Mountain National Forest Vacations
- Pico Mountain at Killington Ski Resort Vacations
- Killington Peak Vacations
- Billings Farm and Museum Vacations
- Woodstock Country Club Vacations
- Paramount Theater Vacations
- Marsh-Billings-Rockefeller National Historical Park Vacations
- Vermont State Fairgrounds Vacations
- Sunrise Village Triple Ski Lift Vacations
- Saskadena Six Ski Area Vacations