Windsor Vacation Packages

Things to do in and around Windsor

Windsor, Vermont, offers a delightful mix of outdoor adventures perfect for any Canadian tourist. Enjoy skiing at local resorts, or embark on family outings and golf vacations amidst stunning scenery. For those seeking relaxation, consider beach vacations or a refreshing Windsor break. With a variety of activities, Windsor is an ideal destination for adventure seekers and families alike.

Shopping

In Windsor, you can explore The Sustainable Farmer for unique gifts. For a delightful experience, head to North Country Smokehouse, just 11.3km away. If you're up for a drive, Quechee Gorge Village, located 17.7km away, offers charming shopping options and local treasures.

Recreation

Experience rejuvenation at the Upper Valley Aquatic Center, perfect for family fun. Enjoy a night of culture and entertainment at the Woodstock Town Hall Theatre, or challenge yourself on the lush greens of Woodstock Country Club, ideal for sports enthusiasts and outdoor lovers alike.

Adventure

Experience the thrill at Quechee Ski Hill, a fantastic ski field located 20.9km from Windsor, perfect for winter sports enthusiasts. For outdoor adventurers, the Brownsville Trail offers stunning natural scenery right in Windsor. Additionally, Maple Lanes, an arcade adventure zone 12.9km away, promises family fun and excitement.

Nightlife

Windsor's nightlife offers a relaxed charm with local pubs and cozy spots. Visit the Harpoon Brewery for craft beers and a laid-back vibe. For live music, check out the Windsor Station, where you can enjoy great performances in a historic setting.

Find the best attractions near Windsor

Windsor, Vermont, is perfect for outdoor enthusiasts and adventure seekers, offering a blend of historic sites like the historic bridge, national state park, and environmental centre. Visitors can enjoy family-friendly experiences and cultural attractions, including Windsor Island, Legoland Windsor Resort, and the Windsor Festival. For a memorable stay, consider vacation rental resorts that provide easy access to all these attractions.

• Cornish-Windsor Covered Bridge: This historic bridge, located half a mile from Windsor, is a charming piece of architecture that embodies the region's rich cultural heritage. Its picturesque setting along the Connecticut River makes it a perfect spot for photography and leisurely strolls.
• Mount Ascutney: Just four miles from Windsor, Mount Ascutney offers thrilling outdoor adventures, from hiking to mountain biking. The breathtaking views from its summit reward your efforts with stunning panoramas of the surrounding landscape.
• Mt Ascutney State Park: Also located four miles away, this national park is a haven for outdoor enthusiasts. With diverse trails for hiking and opportunities for wildlife viewing, it’s an ideal spot for nature lovers seeking adventure and scenic beauty.

Best time to go to Windsor

The best time to visit Windsor is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	16.7°F (-8.5°C)	Light Rain	Mostly Cloudy	Average	Average
February	18.9°F (-7.3°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly High
March	27.1°F (-2.7°C)	Light Rain	Mostly Cloudy	Average	Average
April	39.4°F (4.1°C)	Light Rain	Mostly Cloudy	Average	Slightly Low
May	52.3°F (11.3°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
June	59.9°F (15.5°C)	Light Rain	Mostly Sunny	Average	Average
July	65.8°F (18.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
August	64.0°F (17.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
September	57.0°F (13.9°C)	Light Rain	Mostly Sunny	Slightly High	Average
October	45.5°F (7.5°C)	Light Rain	Mostly Cloudy	Average	Slightly High
November	33.1°F (0.6°C)	Light Rain	Mostly Sunny	Average	Slightly Low
December	24.3°F (-4.3°C)	Light Rain	Mostly Cloudy	Slightly Low	Slightly High

Tips to save on your trip to Windsor

• Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Windsor.
• Consider traveling during the off-peak season (typically April to May and November) for more affordable package holidays to Windsor.
• Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
• Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.