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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 $623, price is now $475 per person

$475

per person

Mar 12 - Mar 16

found 3 hours ago

Roundtrip flight included

New York (NYC) 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.

Stone Hearth Inn and Eatery

3 out of 5

Save 100% on your flight

Price was $1,008, price is now $772 per person

$772

per person

Feb 13 - Feb 17

found 10 hours ago

Roundtrip flight included

New York (NYC) to Springfield (VSF)

Stay at this B&B in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Bonnie's Bundles Dolls and DaVallia Art & Accents are located nearby.

Okemo Mountain Lodging

3.5 out of 5

Save 100% on your flight

Price was $5,754, price is now $4,534 per person

$4,534

per person

Feb 13 - Feb 17

found 10 hours ago

Roundtrip flight included

New York (NYC) 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.

Chalet 239

2 out of 5

Price was $846, price is now $667 per person

$667

per person

Feb 13 - Feb 17

found 10 hours ago

Roundtrip flight included

New York (NYC) 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.

Mount Snow Grand Summit Resort

3 out of 5

Save 100% on your flight

Price was $2,315, price is now $1,874 per person

$1,874

per person

Feb 13 - Feb 17

found 10 hours ago

Roundtrip flight included

New York (NYC) to Springfield (VSF)

Book a stay at this spa resort in West Dover. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Mount Snow and Ego Alley Ski Lift are located nearby.

Jackson Gore Village

3 out of 5

Price was $1,821, price is now $1,498 per person

$1,498

per person

Feb 5 - Feb 8

found 15 hours 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 $818, price is now $695 per person

$695

per person

Feb 13 - Feb 17

found 10 hours ago

Roundtrip flight included

New York (NYC) 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.

COHO Inn & Motor Lodge

2 out of 5

Price was $610, price is now $525 per person

$525

per person

Feb 13 - Feb 17

found 10 hours ago

Roundtrip flight included

New York (NYC) to Springfield (VSF)

Stay at this motel in Weston. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Weston Playhouse and Mill Museum are located nearby.