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Rupert
Vermont
United States of America
North America
Hotwire.com

Rupert Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Chalet 239

2 out of 5

Price was $573, price is now $501 per person

$501

per person

Jul 18 - Jul 21

found 3 hours ago

Roundtrip non-stop flight included

New York (JFK) to Springfield (VSF)

Stay at this motel in West Dover. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mount Snow and Mount Snow Golf Course are located nearby.

Sinclair Inn Bed and Breakfast

4 out of 5

Price was $1,068, price is now $910 per person

$910

per person

Jul 19 - Jul 25

found 1 day ago

Roundtrip flight included

New York (JFK) to Springfield (VSF)

Stay at this B&B in Jericho. Enjoy free breakfast, free WiFi, and in-room massages. Our guests praise the breakfast in our reviews. Popular attractions Veterans' Park and Mills Riverside Park are located nearby.

Woodstock Inn & Resort

4.5 out of 5

Price was $2,354, price is now $2,094 per person

$2,094

per person

Jul 18 - Jul 22

found 16 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Springfield (VSF)

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. Popular attractions Middle Covered Bridge and Woodstock Town Hall Theatre are located nearby.

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 16 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

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 16 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.

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 16 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.

Vikings Villages Resort

2 out of 5

Price was $1,732, price is now $1,608 per person

$1,608

per person

Jul 18 - Jul 22

found 16 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Springfield (VSF)

Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions Sweet Pond State Park and Shattuck Brook Wildlife Management Area are located nearby.

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 16 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.