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Compare and book 5 Star hotels in Wintergreen, Nellysford

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Check availability on Wintergreen 5 Star Hotels

Tonight
26 Aug - 27 Aug
Tomorrow
27 Aug - 28 Aug
This weekend
29 Aug - 31 Aug
Next weekend
5 Sep - 7 Sep

Top Wintergreen 5 Star Hotels

Our top choices for Wintergreen 5-star hotels

The Crossroads Inn
Pippin Cottage | 1 bedroom, Frette Italian sheets, premium bedding, down duvets

The Crossroads Inn

5.0 star property
10.0 out of 10, Exceptional, (32)
"Wonderful stay! "
The Crossroads Inn
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Wintergreen.
The Historic Berkeley Place

The Historic Berkeley Place

303 Berkeley Place, Staunton, VA
The price is 3.393.474 ₫ per night from 28 Aug to 29 Aug
3.393.474 ₫
5.114.676 ₫ total
28 Aug - 29 Aug
includes taxes & fees
9.2/10 Wonderful! (64 reviews)
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Wintergreen

Nestled in the Blue Ridge Mountains, this four-season resort offers skiing in winter and championship golf courses in summer. Hike to stunning Crabtree Falls nearby or explore the scenic Blue Ridge Parkway with its overlooks and picnic spots.

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Photo by Rebecca Brent
Open Photo by Rebecca Brent

Top Wintergreen Hotel Reviews

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Frequently asked questions

How much does it cost to stay in a 5-star hotel in Wintergreen?
The amount you pay for a 5-star hotel in Wintergreen can vary based on what time of year you travel and how long you plan to be away, among several factors. Use our price per night filter and other search tools to land the best deal on a plush stay.

  • Search for the lowest price per night from 3.393.474 ₫

What makes a hotel 5 stars in Wintergreen?
In Wintergreen, a hotel must offer a certain amount of high-end amenities to be rated 5 stars. These can include saunas and spas, on-site gyms, gourmet restaurants, premium bedding, complimentary luxury toiletries and more. What also sets 5-star hotels apart is their guest-focused service. You can expect things like nightly turn-down services, concierge services and in-room massages. Some may even offer additional touches such as welcome gifts.
Are there any 5-star all-inclusive resorts in Wintergreen?
Our filter tool is the easiest way to narrow down what you're looking for. Check the "All inclusive" and "5-star" boxes to see the most luxurious properties in Wintergreen where your meals, room, entertainment and activities are included in the upfront price. At these getaways, your holiday is pure extravagance from the moment you pull up to the entrance.