The Best 5 Star Hotels in Wintergreen, VA from $217

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Top Wintergreen Hotel Reviews

Blackwood Chalet

Nellysford

10/10 Excellent

Patrick

A two-story house with a deck, large windows, and a garage.

Love Ridge Mountain Lodging

Lyndhurst

10/10 Excellent

Darian

A porch with wooden rocking chairs and a ceiling fan.

The Farmhouse at Veritas

Afton

10/10 Excellent

Carlos

A backyard with a swimming pool, lounge chairs, and umbrellas.

Afton Mountain Inn

Afton

10/10 Excellent

Gibson

A spacious room with large windows, a wooden deck, and a view of trees.

Iris Inn and Cabins

Waynesboro

10/10 Excellent

Rachel

A large, two-story building with a symmetrical facade, a central entrance with steps, and a flagpole.

Steeles Tavern Manor

Raphine

10/10 Excellent

CAROL

A patio area with Adirondack chairs, a fire pit, and a rustic building in the background.

Osceola Mill

Raphine

10/10 Excellent

Robert

A rectangular swimming pool with a stone border, surrounded by a patio area with outdoor furniture and red umbrellas.

Woodville Bed and Breakfast

Esmont

10/10 Excellent

Juliana

A spacious living room with a stone fireplace, wooden ceiling beams, and a dining area with brown chairs.

Batten Green Venue & Lodging

Staunton

10/10 Excellent

p

A stone wall with a wooden fence, surrounded by dense green foliage and trees.

Sugar Tree Inn

Vesuvius

10/10 Excellent

It's not really the owner's fault at all but the place is built on a rather treacherous bit of mountainside in the Shenandoah. The website doesn't really give much warning about this and there isn't any sort of guardrails. There is a hell of a 'pucker factor' getting to and from the location as it's just one lane. But once you get there- My GOSH! So beautiful-- so inviting.. and so, so so sooo cozy! Makes it all worthwhile!! As I said before, unless a millionaire wants to donate $$$$$$...

BRIAN F

An outdoor patio with a fire pit, wicker furniture, and a brick building with large windows.

Residence Inn Marriott Waynesboro

Waynesboro

10/10 Excellent

Kimberly

A buffet counter with various food items.

Holiday Inn Express & Suites Staunton by IHG

Staunton

10/10 Excellent

Nicholas

A dimly lit room with a bar area, two armchairs, and a small round table.

Gibson's Warehouse

Staunton

10/10 Excellent

We were very pleasantly surprised and impressed. They have done a spectacular job of restoring and decorating. All appointments and furnishings are upscale and first class. Everything is very modern and new. The location is in the middle of downtown and sits atop a very popular Bistro. The parking lot behind them hosts a farmers market every Saturday. Regarding the farmers market and lot. We parked there on Friday when we arrived. We woke up Saturday to see our 5-day old car gone. It was...

George

A covered porch with a wooden railing, a stone bench, and two chairs with cushions.

The Serendipity Suite

Staunton

10/10 Excellent

Jennifer

Find out more about Wintergreen

You enjoy the finer things in life, both at home and on vacation. Why not ask for total luxury on your excursion to Wintergreen? There's no reason to delay a getaway to Wintergreen any longer. You'll join the multitudes of vacationers who have made Wintergreen so fashionable in the last year. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. What are you waiting for? Book one of Expedia's luxurious 5-star hotels in Wintergreen and get ready to be pampered like never before.

Book the Best Wintergreen 5-Star Hotels

You'll have a fantastic time at one of these 5-star hotels. Spa treatments, delicious meals, and attentive guest service are all waiting for you. You're sure to find exactly the accommodation you need. You can also look forward to an outstanding experience and fantastic customer care, so get ready to kick back and indulge. What kind of amenities will make your stay a wonderful one? 24-hour room service, so you can order that Turkish coffee in the wee hours of the morning? A mud wrap treatment that will leave you feeling like a million bucks? Butler services? Whatever it is your heart desires, you're bound to find it here. Want to see for yourself? Explore our listings and pick the perfect accommodation for your needs.

But you aren't going to spend your entire vacation in your room, of course. We've got you covered. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what you end up doing, the 5-star hotels in Wintergreen are the perfect place to relax after an exciting day.

Your Getaway Starts Today

The results are in, and Wintergreen 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. Expedia can help you land a great deal on accommodation. Don't put off your dream vacation any longer. Select one of Expedia's Wintergreen 5-star hotels today and relax in total tranquility tomorrow.

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 according to when you decide to travel and how long you plan to be away, among a number of factors. Use our price per night filter and other search tools to find the best rate on a luxurious stay.

Search for the lowest price per night from $217

What makes a hotel 5 stars in Wintergreen?

Outstanding guest service is at the heart of every 5-star hotel in Wintergreen. From the moment you arrive, staff attend to your every need, whether arranging customized tours or providing a turn-down service. On top of that, hotels must offer top-rate amenities to qualify for a 5-star rating. These can include luxury baths, saunas or spas, pools, gourmet kitchens and knowledgeable concierge.

Are there any 5-star all-inclusive resorts in Wintergreen?

Find a luxury escape that includes your room, meals, drinks and entertainment in Wintergreen with our handy filters. Search for hotels rated 5 stars and click on the "All inclusive" filter. Double-check what's included in the upfront price. This way, you'll be ready to maximize the premium perks on offer as soon as you arrive.

Are there any 5-star vacation rentals in Wintergreen?

Our site doesn't offer any 5-star vacation rentals in Wintergreen. However, you can still find a range of top-rated retreats where the only item on your itinerary will be to unpack and have fun. View what's available by checking out our vacation rentals in Wintergreen.

Find 5 Star Hotels in Wintergreen, VA from $217

Upfront pricing

Treat yourself

Be picky

Check prices for these dates

Top Wintergreen Hotel Reviews

Blackwood Chalet

10/10 Excellent

Find out more about Wintergreen

Book the Best Wintergreen 5-Star Hotels

Your Getaway Starts Today

Frequently Asked Questions

How much does it cost to stay in a 5-star hotel in Wintergreen?

What makes a hotel 5 stars in Wintergreen?

Are there any 5-star all-inclusive resorts in Wintergreen?

Are there any 5-star vacation rentals in Wintergreen?

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