Windsor, Vermont. Where to stay & City advice for travellers.


  • City Info
  • Where to Stay
  • Estimated Daily Cost
  • Public Transportations
  • Safety Tips for Travelers
  • F.A.Q’s

Exploring Windsor, Vermont: A Charming Retreat in New England

Welcome to Windsor, Vermont, a picturesque town nestled in the beautiful Green Mountains of New England. With its rich history, stunning landscapes, and warm hospitality, Windsor offers a delightful escape for travelers seeking a peaceful getaway. From historic attractions to outdoor adventures, there’s something for everyone in this enchanting destination. In this travel blog article, we’ll highlight four of the best locations or neighborhoods to stay, provide an estimated daily cost for travelers, discuss public transportation options and car rental, share safety tips, and answer some frequently asked questions.

Best Locations or Neighborhoods to Stay

1. Downtown Windsor

Immerse yourself in the heart of town by staying in downtown Windsor. Experience the charm of historic buildings, quaint shops, and local restaurants just steps away from your accommodation. Enjoy leisurely strolls along Main Street or visit the American Precision Museum to learn about the area’s industrial past. Downtown Windsor offers a convenient and lively atmosphere.

2. Cornish-Windsor Covered Bridge

For those seeking a more secluded retreat, consider staying near the Cornish-Windsor Covered Bridge, the longest wooden covered bridge in the United States. Surrounded by breathtaking scenery, this area provides tranquility and natural beauty. Take leisurely walks, go fishing in the Connecticut River, or simply relax in the peaceful ambiance that characterizes this iconic landmark.

3. Ascutney Mountain Resort

If you’re an outdoor enthusiast, Ascutney Mountain Resort is the perfect choice. Located just a short drive from town, this resort offers various activities, including hiking, mountain biking, and skiing during the winter months. With comfortable accommodations and breathtaking views of the surrounding mountains, Ascutney Mountain Resort is an ideal base for adventurers.

4. Artisanal Farmhouses

For a unique and immersive experience, consider renting a farmhouse in one of Windsor’s artisanal farms. These charming properties offer a glimpse into the region’s agrarian heritage. Wake up to the sounds of nature, stroll through idyllic farmland, and even participate in farm-to-table experiences. This option is perfect for those seeking a tranquil and authentic escape.

Estimated Daily Cost for Travelers

The daily cost for travelers in Windsor, Vermont, can vary depending on personal preferences and travel style. As a rough estimate, here’s a breakdown of the average expenses:

  • Accommodation: $80-150 per night for a mid-range hotel. Prices may vary for other options such as inns, bed and breakfasts, or vacation rentals.
  • Meals: $20-40 per day, considering a mix of dining out and self-catering.
  • Transportation: $10-20 per day for public transportation or gas expenses if renting a car.
  • Attractions and Activities: $10-30 per day, depending on the number of paid attractions visited.

Please note that these estimates are approximate and may vary depending on individual spending habits and choices.

Public Transportation Options and Renting a Car

While Windsor, Vermont, is a small town, it still provides convenient transportation options for visitors. The best way to explore the area is by renting a car, which will give you the freedom to venture out and fully experience the surrounding attractions and natural beauty at your own pace. Several car rental companies operate in the area, and prices can vary depending on the vehicle type and rental duration.

If you prefer public transportation, Vermont Translines offers bus services connecting Windsor with other towns in the state. However, please note that the bus routes may have limited schedules and it’s advisable to check their website for the most up-to-date information.

Safety Tips for Travelers

Windsor, Vermont, is a safe and friendly destination. However, it’s always wise to keep a few safety tips in mind while traveling:

  • Ensure you have travel insurance coverage to protect against unforeseen circumstances.
  • Secure your valuables and avoid carrying large amounts of cash.
  • Stay hydrated and pack appropriate clothing and gear for changing weather conditions, especially if you plan to engage in outdoor activities.
  • Respect the local environment and follow the Leave No Trace principles while enjoying the natural beauty of the area.
  • Follow any local regulations or guidelines, especially when it comes to hiking, swimming, or engaging in outdoor activities.

Frequently Asked Questions (FAQ)

1. When is the best time to visit Windsor, Vermont?

The best time to visit Windsor, Vermont, is during the summer and fall months. Summer offers pleasant temperatures for outdoor activities, while fall showcases vibrant foliage that attracts many visitors to the region.

2. Are there any notable attractions near Windsor?

Yes, there are several notable attractions near Windsor. These include the Billings Farm & Museum, Quechee Gorge, Woodstock village, and the famous Vermont Country Store. Each of these destinations offers unique experiences worth exploring during your visit to Windsor.

Windsor, Vermont, promises an idyllic escape steeped in natural beauty, history, and warm hospitality. Whether you choose to stay in downtown Windsor, near the covered bridge, at a mountain resort, or in an artisanal farmhouse, you’ll find a charming retreat that caters to your preferences. With options for transportation and a range of estimated daily costs, planning your trip to Windsor is a breeze. Embrace the serenity of this New England gem and create lasting memories in its enchanting embrace.