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Where the Trail Ends

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Fireplace
Property grounds
1 bedroom, iron/ironing board, travel crib, free WiFi
Fireplace
Outdoor dining

Reviews

9.8 out of 10
Exceptional

Entire condo

1 bedroom1 bathroomSleeps 6700 sq ft

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning

Explore the area

View in a map
Wintergreen Resort, VA
  • Place, Wintergreen Resort
    ‪1 min walk‬
  • Place, Bold Rock Hard Cider Nellysford Cidery
    ‪17 min drive‬
  • Place, University of Virginia
    ‪58 min drive‬
  • Airport, Weyers Cave, VA (SHD-Shenandoah Valley Regional)
    ‪62 min drive‬

Room options

About the neighborhood

Wintergreen

This condo places you next to Wintergreen Resort and George Washington National Forest. The condo includes a kitchen, a fireplace, and a balcony.
View more Condo Rentals in WintergreenOpens in a new window

What's nearby

  • Wintergreen Resort - 1 min walk - 0.0 miles
  • Bold Rock Hard Cider Nellysford Cidery - 17 min drive - 11.6 miles
  • Blue Ridge Parkway North Entrance - 35 min drive - 27.1 miles
  • University of Virginia - 58 min drive - 49.2 miles
  • John Paul Jones Arena - 60 min drive - 50.7 miles

Getting around

  • Staunton Station - 46 min drive
  • Weyers Cave, VA (SHD-Shenandoah Valley Regional) - 55 min drive

Restaurants

  • ‪Belties - ‬16 min drive
  • ‪Hill Top Berry Farm & Winery - ‬20 min drive
  • ‪The Edge - ‬4 min walk
  • ‪Iron & Ale At Wintergreen Resort - ‬20 min drive
  • ‪The Market - ‬2 min walk

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

Where the Trail Ends

Some trips are about doing everything. This one's about slowing down.

Nestled inside Wintergreen Resort, this updated mountain retreat puts hiking trails, ski slopes, wineries, and breweries at your door - then gives you a warm space to come home to. Curl up by the fireplace, cook a real meal in a full kitchen, or take the morning slow on your private patio with mountain views.

When you're ready to explore, everything is close. When you're not, the community pool and quiet will keep you busy.
The condo is air-conditioned and features a kitchen and a balcony or patio, and there's space to spread out with a separate bedroom. Guests can expect to find free WiFi. Other standard amenities include a washing machine, a fireplace, and a sofa bed.

Similar properties

Exterior
Holiday Inn Express & Suites Waynesboro East by IHG
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  • Pool
  • Breakfast included
  • Pet friendly
  • Free WiFi
9.0 out of 10, Wonderful, 559 reviews
$121 nightly
The price is $135
May 31 - Jun 1
Total with taxes and fees
Holiday Inn Express & Suites Waynesboro East by IHG

Property amenities

Pool/Spa

  • Communal pool
  • Fenced private pool

Internet

  • Available in the condo: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Bedrooms

  • Bedroom
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Fireplace

Outdoor areas

  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the mountains

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Unit size: 700 square feet

Policies

Check-in

Check-in time starts at 4:00 PM

Minimum check-in age: 21

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Information provided by the property may be translated using automated translation tools

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 4:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 21

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.

Frequently asked questions

What's there to do close to this condo?

This condo is located in Wintergreen and just steps from Wintergreen Resort and George Washington National Forest. Reids Gap Trailhead is also within a driving distance of 3.6 mi.

How much does it cost to stay at Where the Trail Ends?

As of May 25, 2026, prices found for a 1-night stay for 2 adults at Where the Trail Ends on Jun 2, 2026 start from $193, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is there parking available at Where the Trail Ends?

No, there isn't parking at this condo.

Is this condo adjacent to a casino?

No, this condo is not connected to a casino.

Will I find an indoor pool at this condo?

No, there is no indoor pool at this condo.

What do couples enjoy most about Where the Trail Ends?

Couples will appreciate amenities at this condo, including a fireplace and a kitchen in each condo and a fireplace in some.

Are there hot tubs at Where the Trail Ends?

No, there isn't a spa tub at this condo.

Does this condo include breakfast service?

No, this condo doesn't offer breakfast.

Will this condo allow pets to stay free of charge?

No, pets aren't allowed at this condo.

Are there connecting rooms at Where the Trail Ends?

No, this condo doesn't feature connecting guestrooms.

Where is the closest airport to this condo?

The closest major airport to this condo is Weyers Cave, VA (SHD-Shenandoah Valley Regional), which is about 24.4 mi away.

Are there rooms with balconies at Where the Trail Ends?

Yes, every condo at Where the Trail Ends comes with a patio.

Where the Trail Ends Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 46 out of 50 reviews
Rating 8 - Good. 3 out of 50 reviews
Rating 6 - Okay. 1 out of 50 reviews
Rating 4 - Poor. 0 out of 50 reviews
Rating 2 - Terrible. 0 out of 50 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

6/10 Okay

Diana J.

Liked: Cleanliness
Nice resort
Stayed 2 nights in May 2026

10/10 Excellent

April S.

Liked: Cleanliness
Wonderful location. Wonderful host. We will be back!
Stayed 1 night in Apr 2026

10/10 Excellent

Caryn U.

Liked: Cleanliness
The Modern Mountain Condo was a great place to gather with friends, play games, watch movies and just relax. There was plenty of room and everything needed for a fun girls' night out.
Stayed 1 night in Apr 2026

10/10 Excellent

Daniel T.

Liked: Cleanliness
This was an amazing cozy place for the weekend. Everything is near by and easy to get to. The kit hen is well stocked for cooking, and the back porch was lovely to sit on.
Stayed 2 nights in Mar 2026

10/10 Excellent

Dennis M.

Liked: Cleanliness
Great place for a quick trip with a small to medium sized family!! Plenty of sleeping spots despite only 1BR
Stayed 3 nights in Feb 2026

10/10 Excellent

Steve W.

Liked: Cleanliness
Host communicated well, kept us in the loop. The condo was very comfortable and well appointed and clean.
Stayed 3 nights in Feb 2026

10/10 Excellent

Meredith T.

Liked: Cleanliness
Very good host, good with communication! Nice clean place to stay and close to a lot of the places we were wanting to go!
Stayed 2 nights in Feb 2026

10/10 Excellent

Kim B.

Liked: Cleanliness
The host was excellent with communication. Our stay was very comfortable!
Stayed 5 nights in Jan 2026

10/10 Excellent

George P.

Liked: Cleanliness
Excellent location, walked right over to the top of the slopes and about 30 yards from the market. Everything was clean, in good working order and perfect for our party of three
Stayed 1 night in Jan 2026

8/10 Good

Humberto G.

Stayed 1 night in Dec 2025

10/10 Excellent

trina b., culpeper

Liked: Cleanliness
Keith was amazing. He responded in minutes to every question I had. The condo itself was perfect. Across the street from the ski lifts, spotless and every amenity you might need or want for your stay. I can’t say enough about it and plan on going back again very soon!!
Stayed 1 night in Jan 2026

10/10 Excellent

Joyce B.

Liked: Cleanliness
Great place to stay to hit the ski slopes. Just a short walk to the slopes and right next to the gas station/ small grocery shop to easily pick up some food on the way back from skiing.
Stayed 3 nights in Jan 2026

10/10 Excellent

dorothy c.

Liked: Cleanliness
Beautiful home that made the perfect mountain ski weekend. The host was great at communicating and made our trip wonderful and stress free!
Stayed 1 night in Dec 2025

10/10 Excellent

jackie p.

Liked: Cleanliness
I have been coming to Wintergreen since 1999 and this is by far the best condo I’ve ever stayed in! Absolutely loved it! So clean, well apportioned, cozy, comfortable, absolutely adorable, and Keith was an extremely responsive, kind host. Can’t wait to book our next trip back to this exceptional condo!
Stayed 2 nights in Dec 2025

10/10 Excellent

Canden L.

Liked: Cleanliness
Host is quick to respond. Condo is cozy, quiet and very clean. Bed is super comfortable. Walking distance from Exxon Market, which has really good food options beyond gas station fare. Great getaway even when it's not snowing.
Stayed 1 night in Dec 2025

10/10 Excellent

Ace B.

Liked: Cleanliness
Everything was perfect. Very welcoming, responsive, and clean.
Stayed 2 nights in Dec 2025

10/10 Excellent

Amanda C.

Liked: Cleanliness
Host was polite, thoughtful, and so quick with communication! Check in and check out procedures were communicated perfectly, and extra incidentals/tips were given ahead of our trip so we could be prepared. Condo was stocked with everything we needed, plus more! Kitchen had great appliances, dishes, and supplies. Bedding and blankets were more than enough, and the bathroom was stocked and clean. We loved the quiet location, and appreciated the thought put into the condo. Thank you for thinking of everything. Your kindness and thoughtfulness were so appreciated!
Stayed 2 nights in Nov 2025

10/10 Excellent

Jason L.

Liked: Cleanliness
Cute rental with stellar heat and hot water! The host was very responsive throughout my trip. I would definitely recommend!
Stayed 1 night in Nov 2025

10/10 Excellent

Amy Sara H.

Liked: Cleanliness
The condo was lovely and very clean. The host is communicative and helpful, with excellent, simple instructions. It is very convenient being next to the market. We really enjoyed hanging out in the area.
Stayed 3 nights in Nov 2025

10/10 Excellent

Chris C.

Liked: Cleanliness
Very nice! Great place.
Stayed 1 night in Oct 2025

10/10 Excellent

Brett D.

Liked: Cleanliness
Great little condo for a quick getaway for a wedding. Spent very little time in the unit, but convenient, affordable and very clean!
Stayed 1 night in Sep 2025

10/10 Excellent

Julie M.

Liked: Cleanliness
Quiet, one-night stay while in the area for an event.
Stayed 1 night in Sep 2025

10/10 Excellent

Kelsey N.

Liked: Cleanliness
Fantastic stay at the Modern Mountain Condo! The check-in process was a breeze, the location is exactly as pictured and was very clean. Spacious location for a couples getaway. Host was extremely responsive to any questions and provided us great instructions and details about the space. Will stay again in the future!
Stayed 1 night in Jul 2025

10/10 Excellent

Mark R.

Liked: Cleanliness
Wintergreen resort is outstanding and great for kids. The condo was perfect and centrally located to many fun activities and hiking.
Stayed 2 nights in Jul 2025

10/10 Excellent

Evan N.

Liked: Cleanliness

Weekend Getaway

We had an amazing time at the location. Host was extremely responsive and helpful the entire time. Check in was easy and the property was very clean and tidy. Not a single complaint about anything and will be coming back at some point!
Stayed 2 nights in Apr 2025