66+ Hotel & Resort Deals in Windsor |
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  3. Central Vermont- Killington
  4. Windsor

Windsor Hotels, Resorts, and Rentals

About Windsor Vacation Rentals

There are more than 66 places to stay in Windsor that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Windsor.

Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Windsor, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Windsor. Places to stay near Windsor are 898.37 ft² on average, with prices averaging ZA R7,878 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Windsor with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.

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Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in Windsor

Type Count
Vacation Homes 24
Cabin Rentals 12
Villas 5
Cottages 2
Holiday Apartments 1

Use these Quick Filters to Find a Vacation Rental in Windsor

★ Pro Tip: Hotala.co.za has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in Windsor.

Weather in Windsor, VT

View the weather forecast for Windsor before booking your Windsor Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Stay Near Windsor's Top Attractions

Hotala.co.za can help you find hotels, resorts, and rentals near many of Windsor's top attractions, neighborhoods, and points of interest.


Mt Ascutney State Park
Mount Ascutney
Harpoon Brewery
Paradise Park
South Congregational Church
American Precision Museum
The Sustainable Farmer
Brownsville Trail
Path of Life Garden
Old Constitution House
Mt Ascutney Hospital and Health Center: Primary Care - Windsor
Killington Resort
Okemo Mountain Resort
Dartmouth College
Killington Peak
Pico Mountain at Killington Ski Resort
Dartmouth-Hitchcock Medical Center
Quechee Gorge
Lake Sunapee
Mount Sunapee

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Harpoon Brewery 90 Properties
Path of Life Garden 89 Properties
Brownsville Trail 87 Properties
Ascutney 87 Properties
Paradise Park 80 Properties
Mt Ascutney Hospital and Health Center: Primary Care - Windsor 79 Properties
The Sustainable Farmer 79 Properties
Old Constitution House 79 Properties
South Congregational Church 79 Properties
American Precision Museum 79 Properties
Mount Ascutney 55 Properties
Mt Ascutney State Park 53 Properties

Frequently Asked Questions About Windsor?

What are the top hotels or resorts in Windsor?

You have a lot of choices in or near Windsor. If you need a hotel in the Windsor area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Windsor:

Which hotel or resort in Windsor is best for families?

If you are looking for a family-friendly hotel, resort, or vacation home in Windsor, check out one of the following places to stay as all are highly-rated accommodation choices with excellent reviews for families or groups staying in Windsor:

How many hotels, resorts, or rentals are available in Windsor?

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 66 in the Windsor area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Windsor.


People Also Ask

There are 1 hotels in Windsor 10 resorts, and 42 rentals

Recently Booked Hotels, Resorts, or Rentals in Windsor