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Top Wintergreen hotels

Modern Luxe Treetop Retreat w/ Hot Tub, Gas Fire Pit, Steps to Ski! 100% 5 Star!

Modern Luxe Treetop Retreat w/ Hot Tub, Gas Fire Pit, Steps to Ski! 100% 5 Star!

Wintergreen Resort
Ski-in/ski-out access and a hot tub are featured at this smoke-free vacation home. There's a gym on site, and laundry facilities and barbecue grills are also ...
"Great location, amenities and owner's willingness to address all our questions/issues."

Reviewed on Jul 8, 2025

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Modern Luxe Treetop Retreat w/ Hot Tub, Gas Fire Pit, Steps to Ski! 100% 5 Star!
Luxury Log Cabin Getaway: Near Wintergreen Resort & Shenandoah Valley

Luxury Log Cabin Getaway: Near Wintergreen Resort & Shenandoah Valley

Shipman
This cabin features laundry facilities.
Wonderful Place
"Family was in town for a baseball tournament. Was a great quiet place that was clean and well maintained. Pond was fun to fish in. Lots of nice areas to hang out outside or inside. Would definitely come back!"

Reviewed on Jul 13, 2025

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Luxury Log Cabin Getaway: Near Wintergreen Resort & Shenandoah Valley
Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!

Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!

Wintergreen
This condo features an outdoor pool and an indoor pool. There's a hot tub on site, and laundry facilities and barbecue grills are also offered.
Mother/daughter getaway
"Beautiful, clean, comfortable, spectacular views. The property was exactly as advertised and pictures were accurate. Kitchen had everything you need if you decide to cook-in. Pots and pans in great shape. This was the best of any rental that we have stayed in. It is a lovely property. Highly recommend ..."

Reviewed on May 20, 2025

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Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!
Pine Cottage: Hot Tub, 2 mins to Bold Rock!

Pine Cottage: Hot Tub, 2 mins to Bold Rock!

Nellysford
$413 nightly
The price is $464 total per night from Jul 29 to Jul 30
$464 total
Jul 29 - Jul 30
Total includes taxes and fees
A hot tub is featured at this cottage, along with laundry facilities.
Perfect location
"We had such a great girls weekend!! The Cottage was so cute, fun, clean and beds were super comfy. The house was in the perfect location for everything. Can’t wait to go back."

Reviewed on Mar 10, 2025

Pine Cottage: Hot Tub, 2 mins to Bold Rock!
Hotel 24 South

Hotel 24 South

3 out of 5
24 South Market Street, Staunton, VA
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $123 total per night from Aug 12 to Aug 13
$123 total
Aug 12 - Aug 13
Total includes taxes and fees
This hotel features an indoor pool, a gym, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free WiFi. Self parking, a 24-hour business ...
"Great location"

Reviewed on Jul 21, 2025

Hotel 24 South
Sleep Inn Staunton

Sleep Inn Staunton

2.5 out of 5
222 Jefferson Hwy, Staunton, VA
Fully refundableReserve now, pay when you stay
$94 nightly
The price is $104 total per night from Aug 3 to Aug 4
$104 total
Aug 3 - Aug 4
Total includes taxes and fees
Free self parking is available and the hotel's front desk is staffed around-the-clock. Guests will appreciate free perks like continental breakfast and WiFi ...
"Would stay again"

Reviewed on Jul 17, 2025

Sleep Inn Staunton
Motel 6 Staunton, VA

Motel 6 Staunton, VA

2 out of 5
96 Baker Lane, Staunton, VA
Fully refundableReserve now, pay when you stay
$65 nightly
The price is $72 total per night from Jul 25 to Jul 26
$72 total
Jul 25 - Jul 26
Total includes taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A snack bar/deli, express check-out, and dry cleaning are also on ...
"Staff was great!"

Reviewed on Jul 14, 2025

Motel 6 Staunton, VA
Howard Johnson by Wyndham Staunton

Howard Johnson by Wyndham Staunton

2 out of 5
268 N Central Ave, Staunton, VA
Fully refundableReserve now, pay when you stay
$70 nightly
The price is $79 total per night from Jul 27 to Jul 28
$79 total
Jul 27 - Jul 28
Total includes taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like continental breakfast and ...
"A great area to look around."

Reviewed on Jul 19, 2025

Howard Johnson by Wyndham Staunton
Days Inn by Wyndham Waynesboro

Days Inn by Wyndham Waynesboro

2 out of 5
2060 Rosser Avenue/I-64, I-64 and Exit 94, Waynesboro, VA
Fully refundableReserve now, pay when you stay
$58 nightly
The price is $64 total per night from Aug 17 to Aug 18
$64 total
Aug 17 - Aug 18
Total includes taxes and fees
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this motel. Guests will appreciate free perks like on-the-go breakfast and WiFi ...
"It was fair"

Reviewed on Jul 7, 2025

Days Inn by Wyndham Waynesboro
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See all available properties in Wintergreen
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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.

Wintergreen Hotel & Travel Guide\n

Within a 6-mile (10-kilometer) radius of the center of Wintergreen, through Travelocity's booking page you can select from a limited, yet excellent mix of rooms. You'll find 2 lodgings within a 6-mile (10-kilometer) distance of the center of town.

There are a choice of places to stay found within a 6-mile (10-kilometer) radius, including the The Mark Addy Bed & Breakfast and Rockfish Valley Inn.

The The Iris Inn Bed & Breakfast can be found 10 miles (16 kilometers) from the heart of Wintergreen. If you would prefer another option, the Frederick House is positioned 19 miles (31 kilometers) away. The Residence Inn Marriott Waynesboro as well as the Hampton Inn Waynesboro Stuarts Draft are two other recommended options around Wintergreen.

After you and your traveling partner have really explored Wintergreen, why not discover a little more of the region? The Central Virginia region boasts countless great other cultural and scenic delights to offer. Central Virginia is well known for rolling hills, and common visitor sights include history museums. Common activities in this particular part of United States of America include hiking, horse riding and shore fishing.

Located 25 miles (39 kilometers) to the northeast of Wintergreen is The Corner district, which offers a variety of Travelocity-listed bases. Rooms here include the Omni Charlottesville Hotel and Hampton Inn & Suites Charlottesville-At the University.

Prior to leaving Charlottesville, ensure you experience some sport. Get to Scott Stadium, located northeast of Wintergreen. Modern travelers wishing to find hotels in the area surrounding the game should check out the Residence Inn By Marriott Charlottesville or the Hyatt Place Charlottesville.

Travelocity's comprehensive travel guide is also a good way to pick up the secrets of Wintergreen.

Frequently asked questions

What are the top kid-friendly hotels in Wintergreen?
From carefully considered amenities to more room to move, kid-friendly hotels are equipped with features that can help transform a routine family vacation into a fantastic one. These Wintergreen properties make getting away with young ones a cinch: Best views on Mountain! Remodeled-Breathtaking 5 Star. Book Spring and Summer! will help make your break the best one yet. It comes with a range of conveniences geared toward families, such as a swimming pool and a sauna. Alternatively, spend your nights enjoying the comforts of Pine Cottage: Hot Tub and Central to Nelson 151. Take advantage of a king bed, a firepit and more here.
Where can I find cheap hotels in Wintergreen?
At Travelocity you'll find really nice hotels in Wintergreen at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Wintergreen rather than in Wintergreen. We may find you even better rates, too.
How do I find the best Wintergreen hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Wintergreen then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Wintergreen?
The cheapest hotel in Wintergreen is $64. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Wintergreen?
There are 1,194 hotels in Wintergreen on Travelocity.
What are the best hotels in Wintergreen?
Wintergreen has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Wintergreen for you!
When is the best time to visit Wintergreen?
If you want the joy of a fun-filled trip in peak season, visit Wintergreen during April, May and June. If you'd prefer the peace of off-season, book a stay during quieter months, such as July, November and December.
When is the cheapest time to stay in Wintergreen?
Based on historic data is usually the cheapest month to visit Wintergreen. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Wintergreen?
There are multiple hotels in Wintergreen that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Wintergreen. We have plenty of kid-friendly hotels in Wintergreen to choose from on Travelocity!
Why book a hotel in Wintergreen through Travelocity?
Because we have the top hotels in Wintergreen! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Wintergreen on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Wintergreen hotel reviews by fellow wanderers

Holiday Inn Express And Suites Staunton by IHG

Holiday Inn Express And Suites Staunton by IHG

5 out of 5
Posted 3 days ago
Travelocity Verified Review
"Everything well done!"
A verified traveler stayed at Holiday Inn Express And Suites Staunton by IHG
Holiday Inn Express And Suites Staunton by IHG
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