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Find hotels in Wintergreen, VA from $66

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May 16 - May 17
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May 17 - May 18
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May 17 - May 19
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May 24 - May 26

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Compare 1,218 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Terrace/patio
Blair's Vintage Apartment Nestled in Wine Country
10.0 out of 10, Exceptional, (9)
"This place was a great stay for us to rest up for snowboarding. Conveniently located close to the slopes. It was graciously stocked with any type of health/hygiene product you might need. Which was convenient because I forgot conditioner and face wash. We really appreciated the stay, and will return in the future!"
The price is $98
$224 total
includes taxes & fees
May 18 - May 19
Blair's Vintage Apartment Nestled in Wine Country
Hanging Rock Cabin, 2 Bedrooms, Jetted Tub, Mountain View | Terrace/patio
Love Ridge Mountain Lodging
3.0 star property
10.0 out of 10, Exceptional, (9)
"Amazing stay I had, very peaceful and very quiet. "
The price is $178
$257 total
includes taxes & fees
May 21 - May 22
Love Ridge Mountain Lodging
Property grounds
Rockwell Ridge: The Dogwood Suite-Private Bathroom
10.0 out of 10, Exceptional, (9)
"Great location, awesome bathroom and perfect for a weekend getaway!"
The price is $149
$258 total
includes taxes & fees
May 20 - May 21
Rockwell Ridge: The Dogwood Suite-Private Bathroom
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Exterior
Easy walk to the Mountain Inn & slopes. Dog friendly for fee.
10.0 out of 10, Exceptional, (52)
"Excellent property and location near the market! Very clean and inviting."
Easy walk to the Mountain Inn & slopes. Dog friendly for fee.
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
10.0 out of 10, Exceptional, (271)
"I’ve stayed in wintergreen before but never with my wife. This unit is the perfect place to relax. It’s close to everything and there are tons of places to walk. The condo was very well equipped. I especially loved the nook with the Wii. Thanks for a great time."
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes
Superior Cottage, Ensuite (The Cottage) | Private kitchen
Batten Green Venue & Lodging
4.0 star property
9.8 out of 10, Exceptional, (201)
"This is definitely the nicest inn I’ve ever stayed in. So cleannnnn. So tasteful. Like a fairyland."
The price is $155
$192 total
includes taxes & fees
May 20 - May 21
Batten Green Venue & Lodging
Property grounds
Escape to the Blue Ridge Mountains at Wine-tergreen!
9.8 out of 10, Exceptional, (105)
"We enjoyed our stay at this condo in Wintergreen. The property was as shown online. The balcony had a pretty view of the golf course and surrounding woods. I would stay here again."
The price is $112
$240 total
includes taxes & fees
May 20 - May 21
Escape to the Blue Ridge Mountains at Wine-tergreen!
Exterior
3 Min to SKI Lift and SPA, Wintergreen Resort, Pets Welcome, Hiking, Restaurants
9.8 out of 10, Exceptional, (37)
"Spacious for the 5 of us. Very close to the snow resort, quiet and clean neighborhood!"
The price is $99
$301 total
includes taxes & fees
May 17 - May 18
3 Min to SKI Lift and SPA, Wintergreen Resort, Pets Welcome, Hiking, Restaurants
Exterior
Fenton Inn
3.5 star property
9.6 out of 10, Exceptional, (82)
"Fenton Inn is a cute little bed and breakfast. The service and food were both great. Our room was comfortable and exactly as described. I would highly recommend it for anyone who wants to get away for a weekend."
Fenton Inn
Exterior
Dripping Rock--1 King BR, Jacuzzi, Kitchenette
9.6 out of 10, Exceptional, (5)
"Lovely cabin- love the tub! Just a heads up that they do not have shampoo and conditioner in the cabins, so don't forget to pack and bring them."
The price is $190
$236 total
includes taxes & fees
May 20 - May 21
Dripping Rock--1 King BR, Jacuzzi, Kitchenette
Front of property
Steeles Tavern Manor
4.0 star property
9.6 out of 10, Exceptional, (136)
"Wonderful weekend at Steeles Tavern Manor. Great food and accommodation. Trey and Dana were wonderful hosts. Would recommend this B&B to anyone traveling to Shenandoah. "
Steeles Tavern Manor
Lobby
Hotel 24 South
3.0 star property
9.4 out of 10, Exceptional, (1001)
"It was extremely enjoyable, specifically front desk agent (Josh) attentiveness and willingness to go the extra mile. "
The price is $110
$124 total
includes taxes & fees
Jun 9 - Jun 10
Hotel 24 South
Patrick-27 | Iron/ironing board, free WiFi, bed sheets
Frederick House
3.5 star property
9.4 out of 10, Exceptional, (349)
"The staff was wonderful, breakfast was delicious. Room clean useful interesting."
The price is $144
$162 total
includes taxes & fees
May 20 - May 21
Frederick House
Apartment, Private Bathroom (Suite 1) | Exterior
Basecamp151
3.0 star property
9.4 out of 10, Exceptional, (40)
"Cute, new boutique style small quaint hotel. Beautiful room and lobby/guest area. Outside sitting patio and fire pit. Would definitely stay here again. "
The price is $129
$142 total
includes taxes & fees
May 29 - May 30
Basecamp151
Exterior
The Historic Berkeley Place
4.0 star property
9.4 out of 10, Exceptional, (112)
"Beautiful stay"
The price is $161
$225 total
includes taxes & fees
May 28 - May 29
The Historic Berkeley Place
Exterior
Holiday Inn Express And Suites Waynesboro East, an IHG Hotel
2.5 star property
9.2 out of 10, Wonderful, (101)
"Checkin was at 3. Got there at 3:30. Room was not ready and no ETA when it would be. The lobby was full of people waiting for their rooms. Not enough help at front desk. At one point there were 10 people in line. Better pool hours would be nice for the early risers. No towels at the pool. No bedding for the sofa bed. If the room is booked for 6 people, there should be 6 bath towels in the bathroom."
The price is $103
$114 total
includes taxes & fees
May 27 - May 28
Holiday Inn Express And Suites Waynesboro East, an IHG Hotel
Seasonal outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas
Hampton Inn Staunton
2.5 star property
9.2 out of 10, Wonderful, (235)
"Jasper is an excellent employee "
The price is $133
$149 total
includes taxes & fees
May 26 - May 27
Hampton Inn Staunton
Exterior
Grey Pine Lodge
2.0 star property
9.2 out of 10, Wonderful, (29)
"Everything "
The price is $158
$194 total
includes taxes & fees
May 19 - May 20
Grey Pine Lodge
Standard Suite | Private kitchen | Full-size fridge, microwave, oven, stovetop
Valley Extended Suites
3.0 star property
9.0 out of 10, Wonderful, (144)
"The Valley Extended Suites is a clean, modern hotel that provides good value. Whether for a few days or just overnight, it has what is needed for an enjoyable stay. The only issue we had was with the thermostat on the HVAC system. While the system worked adequately, we had to turn the desired temperature way down (62 degrees) before the room was comfortable enough to sleep. Once we figured that out, it worked fine, but when we set it at the temp we wanted (68/69 degrees), the room was still...
The price is $102
$114 total
includes taxes & fees
Jun 15 - Jun 16
Valley Extended Suites
Lobby
Hampton Inn Waynesboro/Stuarts Draft
2.5 star property
9.0 out of 10, Wonderful, (583)
"Great front desk service.Comfy pillows and bed Good breakfast "
The price is $128
$142 total
includes taxes & fees
May 27 - May 28
Hampton Inn Waynesboro/Stuarts Draft
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See all available properties in Wintergreen
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.

More cheap stays in Wintergreen

Sleep Inn Staunton

Sleep Inn Staunton

222 Jefferson Hwy, Staunton, VA
The price is $89 per night from May 20 to May 21
$89
$99 total
includes taxes & fees
May 20 - May 21
9/10 Wonderful! (1,014 reviews)

Stay near popular Wintergreen attractions

Image for Wintergreen Resort

Wintergreen Resort

4.5/5(79 reviews)

Hit the slopes in Nellysford with a visit to Wintergreen Resort. Discover the mountain views and top-notch restaurants in this vibrant area.

See properties
Wintergreen Resort

Wintergreen Travel Info

Number of reviews
5,083
Accommodation
1,218 hotels
Highest price
$161
Lowest price
$66
Reasons to visit
Bold Rock Hard Cider Nellysford Cidery, Hill Top Berry Farm & Winery and Stoney Creek Golf Course
Hotels with skiing
5
Hotels with fireplaces
3

Frequently asked questions

Where is the best place for a stay in Wintergreen?

Based on Expedia's traveler preferences, SNOW! Hot Tub! FAST WiFi, Firepit! Hiking off Property! 60" HDTV Cozy 4BR House. is a top place to stay in Wintergreen. Other good choices for your stay include Best views on Mountain! Breathtaking 5 Star. Open March weekends! BOOK NOW! and Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes. See all available top hotels, or vacation rentals in Wintergreen.

What are some of the best vacation home rentals in Wintergreen?

SNOW! Hot Tub! FAST WiFi, Firepit! Hiking off Property! 60" HDTV Cozy 4BR House.: Visitors like this Wintergreen vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a spa tub. Another good choice for your trip to Wintergreen is Fantastic Mountain & Valley Views! On Top of the Mountain & Close to the Resort.. See all vacation rentals in Wintergreen.

If I need to cancel my hotel reservation in Wintergreen, will I receive a refund?

Yes! Most hotel bookings are fully refundable if cancelled before the hotel’s cancellation deadline, which is often 24 or 48 hours before your arrival date. If your reservation is non-refundable, you might be able to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Wintergreen.

Where can I learn more about changing or cancelling my trip to Wintergreen?

To find more details about picking new dates or cancelling your trip to Wintergreen, click here.

What's the best place to stay on a budget in Wintergreen?

Based on reviews, Wintergreen Five Star Rated One Bedroom Condo at Affordable Prices is a popular condo for our travelers who want a more economical choice, and features free WiFi and an outdoor pool. Another top choice for your stay on the cheap is Spectacular Post & Beam Contemporary Home/ Beautiful Setting in Center of Resort.

What's the best accommodation for a family trip to Wintergreen?

NEW Hot Tub! Hi-speed Wifi Firepit! Hiking Trail off Property! 60" Hdtv Cozy 4BR is a resort with in-room kitchens and an arcade, and it's a top choice on Expedia for families. Walk to Slopes/luxury Living/sunset Mountain Views and Same Day Arrival OK is another choice for your kid-friendly vacation. Attractions in the area like Wildlife Center of Virginia are also fun for the whole family.

What's the best accommodation for a romantic vacation in Wintergreen?

Walk to Slopes/luxury Living/sunset Mountain Views and Same Day Arrival OK is a favorite resort for couples, and features in-room fireplaces and kitchens.

What's the best pet-friendly place to stay in Wintergreen?

Comfy Mountain Retreat-wintergreen Resort Lodge #2 is a top condo for people traveling with their pets, and offers in-room kitchenettes for its human guests.

Where is the best place to stay near Wintergreen Resort?

A Loft For All Seasons Ski-in/Ski-out at the top of Wintergreen Mountain is one of the top choices for your stay based on our traveler data, and this condo offers private decks and free WiFi. It's located just a short 0.3 mi (0.5 km) from Wintergreen Resort.

What's the best place to stay for a ski vacation in Wintergreen?

5/6 BR home, *HOT TUB AVAILABLE MAY 1*, walk to slopes is a top lodge for skiing, and features free WiFi and in-room kitchens. This lodge is adjacent to Wintergreen Resort. See all ski hotels in Wintergreen.

What are some accommodations with pools in Wintergreen?

Large 5 Br/3 ba Lodge on Wintergreen Mountain is a top lodge with a communal pool, free WiFi, and an in-room kitchen. View all hotels with pools in Wintergreen.

What is the best spa hotel in Wintergreen?

Wintergreen Home w/ Hot Tub, Deck & Mountain Views

Recent reviews of Wintergreen hotels
Expedia verified reviews

Howard Johnson by Wyndham Staunton

Howard Johnson by Wyndham Staunton

5/5 Excellent
"The staff was friendly, and the price was reasonable. "
A verified traveler stayed at Howard Johnson by Wyndham Staunton
Posted 20 hours ago
Howard Johnson by Wyndham Staunton