Vacations Close To The Greenwood School
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The Greenwood School Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Greenbrier Inn
Price was $1,429, price is now $1,259 per person
$1,259
per person
Oct 8 - Oct 12
found 18 hours ago
Roundtrip flight included
Columbia (CAE) to Rutland (RUT)
Nice place. Rooms are large, and there is ample space in the common areas. Breakfast was simple but sufficient. My room had a small balcony.
Reviewed on Aug 3, 2026
Mountain Green Resort
Price was $2,747, price is now $2,245 per person
$2,245
per person
Oct 8 - Oct 12
found 18 hours ago
Roundtrip flight included
Columbia (CAE) to Rutland (RUT)
I can show pictures of the unit that was very different than described. I paid extra for a Mountain View for 3 nights - and it was not Mountain View. We were in a different building at the bottom of the hill a 8 min freeezing cold and icy walk to the pool area.
Reviewed on Jan 28, 2026
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Price was $1,529, price is now $1,274 per person
$1,274
per person
Oct 8 - Oct 12
found 18 hours ago
Roundtrip flight included
Columbia (CAE) to Rutland (RUT)
The place was clean and well maintained. Ample room and comfortable as well. Having a kitchen and having it properly equipped was a big plus.
Reviewed on Aug 22, 2026
The Mountain Inn at Killington
Price was $1,448, price is now $1,268 per person
$1,268
per person
Oct 8 - Oct 12
found 18 hours ago
Roundtrip flight included
Columbia (CAE) to Rutland (RUT)
Such a great experience and stay. We checked in as guests and left as family. The rooms were clean and comfortable, the location perfect, and the staff beyond friendly and helpful. Will definitely be returning.
Reviewed on Aug 25, 2026
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Price was $1,595, price is now $1,475 per person
$1,475
per person
Oct 8 - Oct 12
found 18 hours ago
Roundtrip flight included
Columbia (CAE) to Rutland (RUT)
Nice area, clean and kitchen was well equipped. We used the air fryer for dinner one night.
Reviewed on Aug 15, 2026
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View all tripsBest Lodging Options Near The Greenwood School
The Putney Inn
57 Putney Landing Rd Putney VT
2.9 km from The Greenwood School
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 ...
Hampton Inn Brattleboro
1378 Putney Road Brattleboro VT
9.46 km from The Greenwood School
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 ...
Colonial Motel
889 Putney Rd Brattleboro VT
10.86 km from The Greenwood School
Book a stay at this business-friendly motel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Comfort Inn & Suites Brattleboro I-91
1186 Putney Road Brattleboro VT
9.98 km from The Greenwood School
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. ...
Latchis Hotel
50 Main Street Brattleboro VT
13.89 km from The Greenwood School
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and conference space. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Holiday Inn Express Hotel & Suites Brattleboro by IHG
100 Chickering Drive Brattleboro VT
10.89 km from The Greenwood School
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 ...
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View all propertiesLowest 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.