642+ Hotel & Resort Deals in Winding Trail |
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Winding Trail Hotels, Resorts, and Rentals

About Winding Trail Vacation Rentals

There are more than 642 places to stay in Winding Trail 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 Winding Trail.

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 Winding Trail, 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 Winding Trail. Places to stay near Winding Trail are 1058.25 ft² on average, with prices averaging US $521 a night.

Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Winding Trail 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 Winding Trail

Type Count
Vacation Homes 396
Holiday Apartments 99
Cottages 9
B&B 1
Cabin Rentals 1
Others 1
Ski Chalet Rentals 1

Use these Quick Filters to Find a Vacation Rental in Winding Trail

★ Pro Tip: Hotala 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 Winding Trail.

Weather in Winding Trail, CO

View the weather forecast for Winding Trail before booking your Winding Trail 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

Frequently Asked Questions About Winding Trail?

What are the top hotels or resorts in Winding Trail?

You have a lot of choices in or near Winding Trail. If you need a hotel in the Winding Trail 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 Winding Trail:

How many vacation rentals have private pools in Winding Trail?

There are 6 accommodation options with private pools in or near Winding Trail. Top-rated hotels, resorts, and places to stay that have access to a swimming pool include:

How many hotels, resorts, or rentals are available in Winding Trail?

At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 642 in the Winding Trail area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Winding Trail.

Nearby Neighborhood (5) 
Neighborhood Property Count
North Boulder Hotel & Resort Deals in Boulder, Colorado 68
Glenwood Grove - North Iris Hotel & Resort Deals in Boulder, Colorado 310
Rural North Boulder Hotel & Resort Deals in Boulder, Colorado 439
Parkside Hotel & Resort Deals in Boulder, Colorado 505
Palo Park Hotel & Resort Deals in Boulder, Colorado 447

People Also Ask

There are 31 hotels in Winding Trail and 496 rentals

Recently Booked Hotels, Resorts, or Rentals in Winding Trail