2 Stars Hotels in Wintergreen, Nellysford from CA $78

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Check prices for these dates

Tonight
Nov 5 - Nov 6
Tomorrow
Nov 6 - Nov 7
This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for Wintergreen 2-star hotels

A cabin with a steeply pitched roof, wooden exterior, and a deck with stairs leading to a porch.

1. Three Little Bears

Three Little Bears
2.0 star property
Nellysford
The price is CA $182
CA $440 total
includes taxes & fees
Nov 9 - Nov 10
Three Little Bears
A spacious living area with a wooden staircase, a dining table, and a sofa.

2. Blackwood Chalet

Blackwood Chalet
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (6 reviews)
"Cleanliness and ease of check in"
United States
Patrick
The price is CA $246
CA $591 total
includes taxes & fees
Nov 9 - Nov 10
Blackwood Chalet
A bedroom with a large bed, a wooden dresser, and a view of the landscape through large windows.

3. Panoramic Peak

Panoramic Peak
2.0 star property
Nellysford
10.0 out of 10, Exceptional, (1 review)
"The place was absolutely beautiful and spotless. The view was amazing. The only issue we had was when we asked where it was. We were told Nellysford and didn’t really understand that it was part of the Wintergreen resort so it was much further away from our actual destination. But the place was really amazing. We would stay there again."
United States
Carrie
The price is CA $242
CA $413 total
includes taxes & fees
Nov 23 - Nov 24
Panoramic Peak
A hot tub with a wooden deck and a view of a forest.

4. Bear Tracks Cottage

Bear Tracks Cottage
2.0 star property
Nellysford
The price is CA $303
CA $622 total
includes taxes & fees
Nov 16 - Nov 17
Bear Tracks Cottage
A hot tub on a wooden deck with a house in the background.

5. 111 Hickory Springs in Wintergreen Resort

111 Hickory Springs in Wintergreen Resort
2.0 star property
Nellysford
111 Hickory Springs in Wintergreen Resort
A modern living room with a gray sectional sofa, a small coffee table, and a flat-screen TV mounted on the wall. Large windows provide a view of the cityscape.

6. Mountain View Vista

Mountain View Vista
2.0 star property
Nellysford
The price is CA $246
CA $418 total
includes taxes & fees
Nov 15 - Nov 16
Mountain View Vista
Lounge

7. Firefly on The Ridge

Firefly on The Ridge
2.0 star property
Nellysford
The price is CA $300
CA $533 total
includes taxes & fees
Nov 24 - Nov 25
Firefly on The Ridge
A wooden deck with outdoor seating and a fire pit.

8. Mountain Mindset

Mountain Mindset
2.0 star property
Laurel Ridge
The price is CA $418
CA $784 total
includes taxes & fees
Nov 9 - Nov 10
Mountain Mindset
A two-story cabin with a balcony, surrounded by trees.

9. Blackrock Canopy

Blackrock Canopy
2.0 star property
Nellysford
The price is CA $430
CA $1,072 total
includes taxes & fees
Nov 17 - Nov 18
Blackrock Canopy
Exterior

10. Art & Soul

Art & Soul
2.0 star property
Nellysford
The price is CA $978
CA $1,098 total
includes taxes & fees
Nov 12 - Nov 13
Art & Soul
A balcony with wicker chairs, a fire pit, and a scenic view of a forested mountain range.

11. Art & Soul Main House

Art & Soul Main House
2.0 star property
Nellysford
Art & Soul Main House
A hot tub on a wooden deck surrounded by a forest.

12. Wintergreen Retreat Jacuzzi Sauna dog Friendly

Wintergreen Retreat Jacuzzi Sauna dog Friendly
2.0 star property
Nellysford
Wintergreen Retreat Jacuzzi Sauna dog Friendly
Exterior

13. Condo at Wintergreen Walk to Slope Pool Access

Condo at Wintergreen Walk to Slope Pool Access
2.0 star property
Nellysford
Condo at Wintergreen Walk to Slope Pool Access
A spacious log cabin interior with a high ceiling, a kitchen area, and a living room with seating and a fireplace.

14. Wintergreen Chesnut Hot-tub Arcade Fireplace

Wintergreen Chesnut Hot-tub Arcade Fireplace
2.0 star property
Nellysford
Wintergreen Chesnut Hot-tub Arcade Fireplace
A hot tub in a snowy forest setting.

15. The Getaway at Wintergreen

The Getaway at Wintergreen
2.0 star property
Roseland
The Getaway at Wintergreen
A two-story stone house with a deck, outdoor seating, and a fireplace.

16. Red White and Wintergreen

Red White and Wintergreen
2.0 star property
Pedlars Edge
Red White and Wintergreen

Top Wintergreen Hotel Reviews

A spacious living area with a wooden staircase, a dining table, and a sofa.
Blackwood Chalet

Blackwood Chalet

Blackwood Chalet
Nellysford

10/10 Excellent

Everything was amazing.
Canada
KAVEH
Reviewed June 1, 2025
Blackwood Chalet

Find out more about Wintergreen

Want to get out of town on the cheap? Thanks to the low rates and great discounts at the top 2 Stars hotels in Wintergreen, Wintergreen you can sneak away on the trip of your dreams with plenty of cash to spare. In addition to the friendly staff and well-maintained surroundings, you’ll find comfortable rooms, complimentary bath products, and quiet sleeping areas, so you can kick back with all the basic conveniences after a long day. Plus, these properties are perfect, if you need a jumping-off point for exploring the local attractions.

Several of the best hotels with 2 Stars in Wintergreen are situated just a stone’s throw from both public transportation and the city’s main freeways. Use the travel tools at Expedia.ca to search for options near your favorite neighborhood, find a cheap deal, and book your room. You won’t believe how inexpensive your next vacation can be when you settle in at a top two star hotel in Wintergreen.

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