
Windsor Vacations from $420
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Your Windsor Vacation
Food, history, entertainment and more … There's so much to experience with a Windsor vacation package. And with the ability to customize your city break, you know it'll be one that's hard to forget. If sightseeing is on the agenda during your trip to Windsor, stop by leading attractions like Mount Ascutney, Blow-Me-Down Bridge and Mt Ascutney State Park. Whoever you're escaping with and whether your budget is big or small, your ultimate Windsor vacation is only clicks away with Expedia.
The Latest Windsor vacation packages


The Shire Woodstock
Reviewed on Jul 10, 2025


Latchis Hotel
Reviewed on Jul 13, 2025

Mountain Lodge at Okemo
Reviewed on Feb 19, 2025
Discover the most popular places to visit in Windsor
American Precision Museum
You can spend time exploring the galleries in American Precision Museum in Windsor. Wander the riverfront in this quaint area.
Paradise Park
Explore the great outdoors at Paradise Park, a lovely green space in Windsor. Wander the riverfront in this quaint area.
Brownsville Trail
You can take time to visit Brownsville Trail during your travels to Windsor. Discover the mountain views in this family-friendly area, or seek out the ski slopes.
Windsor Hotel Deals

White River Inn and Suites
Reviewed on Jul 13, 2025

Super 8 by Wyndham White River Junction
Reviewed on Jul 7, 2025

Woodstock Inn & Resort
Reviewed on Jul 13, 2025
Find the Best Windsor Vacation Packages
Windsor Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Closest Airport | Lebanon Municipal Airport (LEB) |
Population | 2,100 |
Max Temp Winter | 25ºF |
Max Temp Summer | 75ºF |
Top Sights | Mt Ascutney State Park, Harpoon Brewery and Quechee State Park |