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The Greenwood School Vacation Packages

The Greenwood School 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
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip non-stop 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.
Super 8 by Wyndham Ticonderoga

Super 8 by Wyndham Ticonderoga

2.5 out of 5
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
Stay at this motel in Ticonderoga. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Fort Ticonderoga and Ticonderoga Historical Society are located nearby.
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
Stay at this 3.5-star 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 Black Dog Sports are located nearby.
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

3 out of 5
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
Stay at this 3-star golf castle in Bolton Landing. Enjoy free WiFi, free parking, and furnished balconies or patios. Popular attractions Veterans Memorial Park Beach and Adirondack Extreme Adventure Course are located nearby.
Winter Lore Brought to you by GetAway Vacations

Winter Lore Brought to you by GetAway Vacations

3 out of 5
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
Stay at this 3-star golf vacation home in Rutland. Enjoy free WiFi and an in-room coffeemaker. Popular attractions Hathaway Farm and Green Mountain Rock Climbing Center are located nearby.
Left Duplex Home Directly Across From Pico Mountain, Close To Killington. 3 Bedroom Home

Left Duplex Home Directly Across From Pico Mountain, Close To Killington. 3 Bedroom Home

3 out of 5
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
Stay at this 3-star golf vacation home in Killington. Enjoy free WiFi, free parking, and cable/satellite TV service. Popular attractions Killington Resort and Deer Leap Trail are located nearby.
Fall Line Small Studio - Perfect For Two - On Shuttle Route W/ Amenities G6a 1 Bedroom Condo

Fall Line Small Studio - Perfect For Two - On Shuttle Route W/ Amenities G6a 1 Bedroom Condo

2 out of 5
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
Book a stay at this golf condo in Killington. Enjoy free WiFi, free parking, and a sauna. Popular attractions Killington Resort and Killington Golf Course are located nearby.
Beechwood Home Brought to you by GetAway Vacations

Beechwood Home Brought to you by GetAway Vacations

3 out of 5
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
Stay at this 3-star golf vacation home in Rutland. Enjoy free WiFi and an in-room coffeemaker. Popular attractions Green Mountain Rock Climbing Center and Vermont State Fairgrounds are located nearby.
Killington Gateway Condos

Killington Gateway Condos

3 out of 5
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
Stay at this 3-star golf condo in Rutland. Enjoy free WiFi, free parking, and cable/satellite TV service. Popular attractions Killington Resort and Golden Express Quad are located nearby.
Mt Green Pool Gym Sauna Hot tub Open 3br 2b

Mt Green Pool Gym Sauna Hot tub Open 3br 2b

2 out of 5
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
Stay at this apartment in Killington. Enjoy a garden. Popular attractions Killington Resort and Black Dog Sports are located nearby.
Mt Green Quick Walk to Lift Pool Sauna hot tub

Mt Green Quick Walk to Lift Pool Sauna hot tub

2 out of 5
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
Stay at this apartment in Killington. Popular attractions Killington Resort and Black Dog Sports are located nearby.
The Getaway 4 Bedroom Home

The Getaway 4 Bedroom Home

3 out of 5
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
Stay at this 3-star golf vacation home in Pittsfield. Enjoy free WiFi, free parking, and cable/satellite TV service. Popular attractions Roger Clark Memorial Central Library and Green Mountain National Golf Course are located nearby.

3-4 Night Vacations in The Greenwood School

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
per person
Jul 22 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Rutland (RUT)
Super 8 by Wyndham Ticonderoga

Super 8 by Wyndham Ticonderoga

2.5 out of 5
per person
Jul 25 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
per person
Jul 22 - Jul 25
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Rutland (RUT)
HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

3 out of 5
per person
Jul 22 - Jul 25
found 13 hours ago
Roundtrip non-stop flight included
New York (JFK) to Rutland (RUT)

The Greenwood School Last Minute Hotel Deals

Colonial Motel And Spa
Colonial Motel And Spa
3 out of 5
889 Putney Rd, Brattleboro, VT
Stay at this 3-star spa motel in Brattleboro. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our ...
Colonial Motel And Spa
The Putney Inn
The Putney Inn
2.5 out of 5
57 Putney Landing Rd, Putney, VT
Book a stay at this business-friendly motel in Putney. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
The Putney Inn
Hampton Inn Brattleboro
Hampton Inn Brattleboro
2.5 out of 5
1378 Putney Road, Brattleboro, VT
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the ...
Hampton Inn Brattleboro
Comfort Inn & Suites Brattleboro I-91
Comfort Inn & Suites Brattleboro I-91
2.5 out of 5
1186 Putney Road, Brattleboro, VT
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Comfort Inn & Suites Brattleboro I-91
The Covered Bridge Inn
The Covered Bridge Inn
2.5 out of 5
1043 Putney Road, Brattleboro, VT
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
The Covered Bridge Inn
Travelodge by Wyndham Brattleboro VT
Travelodge by Wyndham Brattleboro VT
2.5 out of 5
1254 Putney Rd, Brattleboro, VT
Stay at this motel in Brattleboro. Enjoy free WiFi, free parking, and room service. Popular attractions United States Navy Seabee Bridge and Brattleboro Bowl ...
Travelodge by Wyndham Brattleboro VT
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Holiday Inn Express Hotel & Suites Brattleboro by IHG
2.5 out of 5
100 Chickering Drive, Brattleboro, VT
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Holiday Inn Express Hotel & Suites Brattleboro by IHG
Black Mountain Inn
Black Mountain Inn
2 out of 5
959 Putney Road, Brattleboro, VT
Stay at this hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Black Mountain Inn
See all 2,583 properties in The Greenwood School
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.