Title: Wintergreen Villas from CA $349 | Expedia.ca

 

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# Search Wintergreen Villa Rentals from CA $349

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## Check prices for these dates

Next weekend

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VILLA&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Wintergreen Villas

We don't have any properties that match your exact search

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## Recommended hotels in Wintergreen

![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/232bfb44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/b003bae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/d176c035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/93f9d9bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Retreat @ 3 Ridges / 8 min to Blue Ridge Parkway

Wintergreen Resort

10/10

Exceptional

(21)

"Loved our short stay at the property. Everything was as described. Would stay again."

CA $129

CA $414 total

includes taxes & fees

Oct 15 - Oct 16

[](https://www.expedia.ca/Nellysford-Hotels-Modern-Wintergreen-Retreat-3-Min-From-Slopes.h109092787.Hotel-Information)

![Cabin, Private Bathroom (Blackwood Chalet) | Exterior](https://images.trvl-media.com/lodging/112000000/111090000/111087800/111087718/f99d2e26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, Private Bathroom (Blackwood Chalet) | Lounge](https://images.trvl-media.com/lodging/112000000/111090000/111087800/111087718/203c49e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, Private Bathroom (Blackwood Chalet)](https://images.trvl-media.com/lodging/112000000/111090000/111087800/111087718/e6985565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, Private Bathroom (Blackwood Chalet) | Exterior](https://images.trvl-media.com/lodging/112000000/111090000/111087800/111087718/cb763d2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blackwood Chalet

Nellysford

10/10

Exceptional

(3)

"Love the area"

CA $241

CA $551 total

includes taxes & fees

Oct 15 - Oct 16

[](https://www.expedia.ca/Nellysford-Hotels-Blackwood-Chalet.h111087718.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99240000/99231000/99230991/2887374b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/100000000/99240000/99231000/99230991/b73ebb05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99240000/99231000/99230991/ac8a6741.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/100000000/99240000/99231000/99230991/c1b55eb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stylish-Updated-Central -Walk to Slopes-Dogs OK!

Wintergreen Resort

9.8/10

Exceptional

(24)

"Lovely condo. Perfect size for us. Highly recommend, perfect location to go and visit wineries and breweries. Then come back and make a delicious meal or enjoy a beverage on the deck. "

CA $129

CA $361 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Nellysford-Hotels-Stylish-Updated-Central-Walk-To-Slopes-Dogs-OK.h99230991.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102330000/102325400/102325315/eb46d699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102330000/102325400/102325315/a92ed0cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/103000000/102330000/102325400/102325315/1b7442ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102330000/102325400/102325315/55159b64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Resort

9.8/10

Exceptional

(25)

"We had a great time and the place was just right."

CA $160

CA $371 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Nellysford-Hotels-Wintergreen-Condo-Steps-To-Ski-And-Restaurants.h102325315.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/53d40131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/e57932c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/w1273h849x4y3-b64d948a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/f81462f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

 

### The Modern Mountain Condo

Wintergreen Resort

10/10

Exceptional

(29)

"Ideal location for skiing at Wintergreen. "

CA $150

CA $349 total

includes taxes & fees

Oct 15 - Oct 16

[](https://www.expedia.ca/Nellysford-Hotels-NEW-Modern-Mountain-Condo-WPool.h77096798.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78460000/78450300/78450238/f8a3b378.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Game room](https://images.trvl-media.com/lodging/79000000/78460000/78450300/78450238/1d0451ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, internet](https://images.trvl-media.com/lodging/79000000/78460000/78450300/78450238/abde4226.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78460000/78450300/78450238/0a033000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Nellysford

10/10

Exceptional

(22)

"The house was super cute and accommodated our whole group. It was close to a good amount of breweries and wineries. "

CA $265

CA $651 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Nellysford-Hotels-Pine-Cottage-Hot-Tub-And-Central-To-Nelson-151.h78450238.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304212/81343878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304212/78b8767e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304212/2c4c7806.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304212/81a26004.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Laurelwood Hollow: Walk to Ski & Swim

Wintergreen Resort

CA $133

CA $391 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Nellysford-Hotels-Laurelwood-Hollow-Walk-To-Ski-Swim.h119304212.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/120000000/119240000/119238400/119238386/abbb359d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119240000/119238400/119238386/29dbadf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119240000/119238400/119238386/40009d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119240000/119238400/119238386/7a98b6f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lofty Pursuits: Spectacular View + EV Charger

Treeloft

10/10

Exceptional

(3)

"Will definitely stay at this location again!!"

CA $237

CA $544 total

includes taxes & fees

Oct 15 - Oct 16

[](https://www.expedia.ca/Nellysford-Hotels-Lofty-Pursuits-Spectacular-View-EV-Charger.h119238386.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442025/8ed802b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442025/593eaa05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442025/6e121a5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442025/c23d20f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain Inn Studio 96 with Wintergreen Advantage

Wintergreen

10/10

Exceptional

(1)

"A wonderful condo at Wintergreen! It was great to snowboard the whole day and the next day. This was a lovely and clean place to rest. "

CA $223

CA $377 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Nellysford-Hotels-Mountain-Inn-Studio-96-With-Wintergreen-Advantage.h102442025.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/91000000/90130000/90127700/90127668/cc117128.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90130000/90127700/90127668/aabdc1d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/91000000/90130000/90127700/90127668/711d6b77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90130000/90127700/90127668/c8e58b65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy chalet w/ king beds, fireplace, and hot tub. Dog-friendly! Close to hiking.

Wintergreen Resort

10/10

Exceptional

(23)

"The bed was very comfortable and the hot tub was perfect. Enjoyed the views"

CA $230

CA $562 total

includes taxes & fees

Oct 22 - Oct 23

[](https://www.expedia.ca/Nellysford-Hotels-New-Listing-3-Min-To-Ski-Whot-Tub-And-Fireplace-Dog-Friendly.h90127668.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/96000000/95050000/95042000/95041964/c6f61991.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/96000000/95050000/95042000/95041964/11e9d27c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/96000000/95050000/95042000/95041964/2582f86c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/96000000/95050000/95042000/95041964/69b8b250.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Experience the best Summer at Wintergreen, pool access, golf course, hiking and more.

Wintergreen

9.0/10

Wonderful

(2)

"My family and I had the pleasure of staying at this condo this past weekend. It was a last minute trip. Everything was perfect - the condo itself, the location, and the communication with the property manager. Will definitely stay there again!"

CA $251

CA $719 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Nellysford-Hotels-Ski-Inout.h95041964.Hotel-Information)

![House](https://images.trvl-media.com/lodging/121000000/120110000/120102000/120101948/d4b66a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120110000/120102000/120101948/dba9787a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120110000/120102000/120101948/23743ed1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120110000/120102000/120101948/8ca22e8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wintergreen Ridge Retreat - Family Home

Pedlars Edge

CA $473

CA $871 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Nellysford-Hotels-Wintergreen-Ridge-Retreat-Family-Home.h120101948.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112540000/112532200/112532111/6703de10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112540000/112532200/112532111/e2360eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112540000/112532200/112532111/16dadee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/113000000/112540000/112532200/112532111/3eb2493c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Distinguished Squirrel Chalet walking distance

Treeloft

9.8/10

Exceptional

(6)

"The house was beautiful and well stocked. The owner thought of everything and all the light switches were labeled which helped a lot. All of the appliances were top notch and the Keurig coffee maker had everything that was needed. Beds were very comfortable and each room had its own thermostat. Overall, excellent stay!"

CA $273

CA $618 total

includes taxes & fees

Oct 20 - Oct 21

[](https://www.expedia.ca/Nellysford-Hotels-The-Distinguished-Squirrel-Chalet-Walking-Distance.h112532111.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442095/5c8096d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442095/322fe5dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442095/7b8c9b3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442095/41c181e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Timbers Studio 46 with Wintergreen Advantage

Wintergreen

10/10

Exceptional

(2)

"We only stayed here for a night but it was both relaxing and quiet. The room was very clean and it was spacious for the two of us. It reminded me of a larger hotel room or a studio apartment. You could tell they had put some work into it to make it nice which I appreciated. You have to go to the front desk to check in but it’s not even a 2-minute drive from there. It took us a few minutes to locate it in the dark but that’s just because it’s so dark up there. Great place to stay on a couple...

CA $223

CA $377 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Nellysford-Hotels-Timbers-Studio-46-With-Wintergreen-Advantage.h102442095.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/108000000/107700000/107695300/107695259/110502b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/108000000/107700000/107695300/107695259/78f8bd4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107700000/107695300/107695259/b3014a69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/108000000/107700000/107695300/107695259/a67ce0ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Timbers Lodge 26 with Wintergreen Advantage

Wintergreen

10/10

Exceptional

(2)

"Love staying here! It’s so close to the slope and the staff is great."

CA $237

CA $415 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Nellysford-Hotels-Timbers-Lodge-26-With-Wintergreen-Advantage.h107695259.Hotel-Information)

![Apartment](https://images.trvl-media.com/lodging/104000000/103160000/103154700/103154690/07fa00e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/104000000/103160000/103154700/103154690/3c678ab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/104000000/103160000/103154700/103154690/c5ca5941.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment](https://images.trvl-media.com/lodging/104000000/103160000/103154700/103154690/e34344db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo at Wintergreen Walk to Slope Pool Access

Nellysford

CA $267

CA $1,058 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Nellysford-Hotels-Condo-At-Wintergreen-Walk-To-Slope-Pool-Access.h103154690.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102442000/102441969/8268e41a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102450000/102442000/102441969/987ca087.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/103000000/102450000/102442000/102441969/275fe992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/103000000/102450000/102442000/102441969/f9d207f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain Inn Lodge 78 with Wintergreen Advantage

Wintergreen

10/10

Exceptional

(2)

"Had so much fun! Perfect stay!"

CA $237

CA $415 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Nellysford-Hotels-Mountain-Inn-Lodge-78-With-Wintergreen-Advantage.h102441969.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/112000000/111460000/111452000/111451911/6421312c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111460000/111452000/111451911/9fbc2e8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111460000/111452000/111451911/def44751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/112000000/111460000/111452000/111451911/7a0dd2b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 4BR Near Slopes • Mid-Century Vibes • Hot Tub • Game Room • Family Friendly

Wintergreen Resort

9.4/10

Exceptional

(3)

"Peaceful family trip. The cabin was beautiful, lots of space, and very clean. The cabin had everything we needed. The game room, board games and puzzles were a hit with our kids. Hot tub was huge, clean had its own separate gated area. "

CA $210

CA $788 total

includes taxes & fees

Oct 14 - Oct 15

[](https://www.expedia.ca/Roseland-Hotels-Close-To-The-Slopes-2min-Large-Private-Hot-Tub.h111451911.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/112000000/112000000/111999900/111999850/d5803f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/112000000/111999900/111999850/b49890c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/112000000/111999900/111999850/552c6adc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/112000000/111999900/111999850/14bdbcd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern 5 bedroom retreat w/ mountain views. Sauna + Wood fired pizza oven!

Nellysford

10/10

Exceptional

(4)

"We really enjoyed our stay! The home was amazing and very well appointed. We enjoyed local breweries and hiking!"

CA $444

CA $1,140 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Nellysford-Hotels-Spacious-5-Bedroom-Modern-Home-With-Mountain-Views-Galore-Sauna-EV-Charger.h111999850.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/108000000/107700000/107695300/107695269/c0efaa36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/108000000/107700000/107695300/107695269/b2957f60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/108000000/107700000/107695300/107695269/1d19015a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107700000/107695300/107695269/31d705eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Timbers Lodge 42 with Wintergreen Advantage

Wintergreen

CA $237

CA $415 total

includes taxes & fees

Oct 19 - Oct 20

[](https://www.expedia.ca/Nellysford-Hotels-Timbers-Lodge-42-With-Wintergreen-Advantage.h107695269.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-25&endDate=2025-10-26&regionId=10811&adults=2&lodging=VILLA&sort=RECOMMENDED&openPlayBack=true)

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## Top Wintergreen Hotel Reviews

![Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes](//images.trvl-media.com/lodging/30000000/29860000/29852700/29852618/f4cdee3d_y.jpg)

### Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

10/10 Excellent

"Comfortable clean and quiet place to stay during the beginning of October."

[](https://expedia.ca/Charlottesville-Hotels-Wintergreen-Pet-Friendly-Condo-Wwifi.h29852618.Hotel-Information)

![Holiday Inn Express & Suites Waynesboro East by IHG](//images.trvl-media.com/lodging/97000000/96550000/96546000/96545978/22c5f5c1_y.jpg)

### Holiday Inn Express & Suites Waynesboro East by IHG

10/10 Excellent

"Everything was top notch "

[](https://expedia.ca/Waynesboro-Hotels-Holiday-Inn-Express-And-Suites-Waynesboro-East.h96545978.Hotel-Information)

![Sleep Inn Staunton](//images.trvl-media.com/lodging/1000000/170000/168400/168389/f334eca9_y.jpg)

### Sleep Inn Staunton

10/10 Excellent

"Shower stall was too small, one bed squeaked and creaked, breakfast food and coffee weren’t hot, breakfast food wasn’t refilled, no place to sit in the room other than the bed or one desk chair."

[](https://expedia.ca/Staunton-Hotels-Sleep-Inn-Staunton.h168389.Hotel-Information)

![Motel 6 Staunton, VA](//images.trvl-media.com/lodging/1000000/10000/9000/8977/e2fd1c0e_y.jpg)

### Motel 6 Staunton, VA

10/10 Excellent

"The room was very clean, fast check in, the bed wasn't super comfortable but for less expensive lodging it was completely acceptable. I was impressed."

[](https://expedia.ca/Staunton-Hotels-Motel-6-Staunton.h8977.Hotel-Information)

![Comfort Inn](//images.trvl-media.com/lodging/1000000/70000/64100/64084/2a69aac3_y.jpg)

### Comfort Inn

10/10 Excellent

"Was very clean"

[](https://expedia.ca/Staunton-Hotels-Comfort-Inn.h64084.Hotel-Information)

![Holiday Inn Express & Suites Staunton by IHG](//images.trvl-media.com/lodging/47000000/46550000/46550000/46549911/8e95e8a0_y.jpg)

### Holiday Inn Express & Suites Staunton by IHG

10/10 Excellent

"Reception was fantastic."

[](https://expedia.ca/Staunton-Hotels-Holiday-Inn-Express-And-Suites-Staunton.h46549911.Hotel-Information)

![Hotel 24 South](//images.trvl-media.com/lodging/2000000/1320000/1311400/1311324/76d25ca1_y.jpg)

### Hotel 24 South

10/10 Excellent

"Terrific location. The room was very clean and comfortable. "

[](https://expedia.ca/Staunton-Hotels-Hotel-24-South.h1311324.Hotel-Information)

![Holiday Inn Staunton Conference Center by IHG](//images.trvl-media.com/lodging/1000000/20000/19200/19125/c184cf6d_y.jpg)

### Holiday Inn Staunton Conference Center by IHG

10/10 Excellent

"Very ckean"

[](https://expedia.ca/Staunton-Hotels-Holiday-Inn-Staunton-Conference-Center.h19125.Hotel-Information)

![Quality Inn Waynesboro - Skyline Drive](//images.trvl-media.com/lodging/1000000/30000/22300/22261/dedaf9e2_y.jpg)

### Quality Inn Waynesboro - Skyline Drive

10/10 Excellent

"The staff were very helpful and friendly. They provided recommendations for local attractions and events. Rooms were quite and clean and the beds were comfortable. Breakfast was adequate. Check in and check out was quick and easy. Staff were very responsive to a room maintenance need. Would recommend and will stay there again."

[](https://expedia.ca/Staunton-Hotels-Quality-Inn-Waynesboro.h22261.Hotel-Information)

## Find out more about Wintergreen

## Wintergreen Villas information

| Number of reviews | 162 |
| --- | --- |
| Accommodation | 1 Villas |
| Lowest Price | CA $349 |
| Highest Price | CA $1,140 |

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