Where the Trail Ends

Name: Where the Trail Ends
Address: Wintergreen, Virginia, Wintergreen, Virginia, US
Price range: US$191–US$353 per night
Rating: 9.86

From

US$174

/ night

Select dates to see prices and availability

From

US$174

/ night

About this property

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...

Fireplace
Refrigerator
Coffee/Tea maker
Microwave
Hair dryer
Towels

Show all

Location

Wintergreen, Virginia

More location info

Guest reviews of Where the Trail Ends

9.9

Exceptional

Based on 254 verified reviews

10

John L.

10 Jun 2026

·

Stayed 4 nights

The condo was impeccable and located just a short walk away from the pizza/pastry/wine shop. The surroundings in Wintegreen are lovely. We had a very nice, relaxing stay.

10

Amy M.

8 Jun 2026

·

Stayed 2 nights

Our first impression of Where the Trail Ends was excellent! The condo was exactly as described—clean, well-stocked, comfortable, and thoughtfully decorated. My husband and I stayed for two nights and thoroughly enjoyed our visit.During our stay, we hiked Crabtree Falls and explored several local breweries, making for a wonderful getaway. Since we now live in North Carolina, it was especially nice to return to our old stomping grounds and revisit an area we have always enjoyed.We were so pleased with our experience that we're already planning a return trip later this summer. We will definitely try to stay at Where the Trail Ends again and would highly recommend it to anyone looking for a relaxing and convenient place to stay in the area.

10

Aline L.

30 May 2026

·

Stayed 1 night

Very nice condo. Great location. Clean. Comfortable.

6

Diana J.

20 May 2026

·

Stayed 2 nights

Nice resort

10

April S.

19 Apr 2026

·

Stayed 1 night

Wonderful location. Wonderful host. We will be back!

Property policies

Check-in instructions

Everything you need to know for a smooth check-in.

Check-in

Check-out

Check-in from 16:00

Before 11:00

FAQs about Where the Trail Ends

Does the property allow pets?

Pets are not allowed at the property, including service animals.

What are the check-in and check-out times?

Check-in is at 16:00 and check-out is at 11:00. Early or late check-in/check-out options are not mentioned.

Where is the property located in relation to key landmarks?

The property is located in Wintergreen, Virginia, in the mountains, close to Shenandoah National Park and various attractions like the Wildlife Center of Virginia.

Does the property have a swimming pool?

Yes, there is a shared swimming pool available at the property.

Are children allowed at the property?

Children are permitted at the property, and those aged 0-17 can stay for free.

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Prices for upcoming dates

September 2026

October 2026

Cheaper

Pricier

Average nightly price across deals, with taxes & fees.

Prices in USD for 2 guests, updated daily.

Su	Mo	Tu	We	Th	Fr	Sa
		1	2	3	4	5
6	7	8	9	10	11	12
13	14	15	16	17	18	19
20	21 $191	22 $193	23 $200	24 $216	25 $235	26
27	28 $197	29 $193	30 $199

Su	Mo	Tu	We	Th	Fr	Sa
				1 $221	2 $270	3
4	5 $230	6 $228	7 $233	8 $262	9 $353	10
11	12 $260	13 $258	14 $235	15 $265	16	17
18	19	20	21	22	23	24
25	26	27 $237	28 $225	29 $264	30 $300	31 $298