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Great views of Vermont and New Hampshire.

Photo by William E Berry Jr.

Windsor
Vermont
United States of America
North America
Hotwire.com

Windsor Flight + Hotel Packages

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

The Shire Woodstock

3 out of 5

Price was $662, price is now $582 per person

$582

per person

Jan 24 - Jan 27

found 1 day ago

Roundtrip non-stop flight included

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

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. Popular attractions Billings Park and Trail and Red Wagon Toy Company are located nearby.

The Vesper

3 out of 5

Price was $675, price is now $613 per person

$613

per person

Jan 24 - Jan 27

found 1 day ago

Roundtrip non-stop flight included

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

Stay at this B&B in Woodstock. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Billings Park and Trail and Dana House Museum are located nearby.

Winterplace at Okemo

4 out of 5

Price was $2,079, price is now $1,917 per person

$1,917

per person

Jan 29 - Feb 3

found 11 hours ago

Roundtrip non-stop flight included

Raleigh (RDU) to Springfield (VSF)

Book a stay at this ski aparthotel in Ludlow. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Okemo Mountain Resort and Snow Stars Carpet are located nearby.

Okemo Mountain Lodging

3.5 out of 5

Price was $1,967, price is now $1,819 per person

$1,819

per person

Jan 24 - Jan 27

found 1 day ago

Roundtrip non-stop flight included

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

Stay at this vacation home in Ludlow. Enjoy free parking, daily housekeeping, and laundry facilities. Popular attractions Okemo Mountain Resort and Skywalker Carpet are located nearby.

Woodstock Inn & Resort

4.5 out of 5

Price was $2,236, price is now $2,095 per person

$2,095

per person

Feb 5 - Feb 11

found 1 day ago

Roundtrip non-stop flight included

Tampa (TPA) 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.

Jackson Gore Village

3 out of 5

Price was $1,152, price is now $1,082 per person

$1,082

per person

Jan 24 - Jan 27

found 1 day ago

Roundtrip non-stop flight included

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

Book a stay at this spa hotel in Ludlow. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Okemo Mountain Resort and Jackson Gore Parking are located nearby.

The Hartness House

3 out of 5

Price was $1,123, price is now $1,056 per person

$1,056

per person

Jan 24 - Jan 30

found 14 hours ago

Roundtrip flight included

San Juan (SJU) to Springfield (VSF)

Stay at this hotel in Springfield. Enjoy free WiFi, free parking, and housekeeping. Popular attractions Muckross State Park and Eureka Schoolhouse are located nearby.