Photo by Rebecca Brent

Search Lodges in Wintergreen

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Browse Select Wintergreen Lodges

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

Recommended hotels in Wintergreen

Sleep Inn Staunton

2.5 star property
9.2 out of 10, Wonderful, (1264)
"Would definitely stay there again."
The price is CA $129
CA $144 total
includes taxes & fees
Sep 7 - Sep 8
Sleep Inn Staunton

Grey Pine Lodge

2.0 star property
9.4 out of 10, Exceptional, (106)
"Easy self check in. Close to the blue ridge parkway. Great place to stay after a day of riding. "
The price is CA $128
CA $167 total
includes taxes & fees
Aug 26 - Aug 27
Grey Pine Lodge

Best Western Plus Waynesboro Inn & Suites Conference Center

2.5 star property
8.6 out of 10, Excellent, (1004)
"Very nice place to stay, comfortable."
The price is CA $140
CA $156 total
includes taxes & fees
Aug 31 - Sep 1
Best Western Plus Waynesboro Inn & Suites Conference Center

Blackwood Chalet

2.0 star property
10.0 out of 10, Exceptional, (2)
"Everything was amazing. "
The price is CA $200
CA $502 total
includes taxes & fees
Aug 26 - Aug 27
Blackwood Chalet

Retreat @ 3 Ridges / 2min->Slopes / Walk to Dining

2.0 star property
10.0 out of 10, Exceptional, (19)
"Loved our short stay at the property. Everything was as described. Would stay again."
The price is CA $111
CA $391 total
includes taxes & fees
Aug 26 - Aug 27
Retreat @ 3 Ridges / 2min->Slopes / Walk to Dining

The Modern Mountain Condo

10.0 out of 10, Exceptional, (27)
"Ideal location for skiing at Wintergreen. "
The price is CA $138
CA $336 total
includes taxes & fees
Aug 26 - Aug 27
The Modern Mountain Condo

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

10.0 out of 10, Exceptional, (19)
"The house was super cute and accommodated our whole group. It was close to a good amount of breweries and wineries. "
The price is CA $216
CA $587 total
includes taxes & fees
Aug 27 - Aug 28
Pine Cottage: Hot Tub, 2 mins to Bold Rock!

Wintergreen Condo -Steps to Ski and restaurants

9.8 out of 10, Exceptional, (23)
"My brother and his friend stayed here to go snow skiing and loved it "
The price is CA $144
CA $344 total
includes taxes & fees
Sep 8 - Sep 9
Wintergreen Condo -Steps to Ski and restaurants

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

10.0 out of 10, Exceptional, (22)
"The bed was very comfortable and the hot tub was perfect. Enjoyed the views"
The price is CA $199
CA $503 total
includes taxes & fees
Sep 25 - Sep 26
Cozy chalet w/ king beds, fireplace, and hot tub. Dog-friendly! Close to hiking.

Charming 2-bedroom condo in beautiful Wintergreen Resort

10.0 out of 10, Exceptional, (1)
"We stayed here for a couple of nights over July 4th and it was a nice short getaway. The condo is in a good location - 5 min walk to resort restaurants - and is very comfortable. The kitchen is well-equipped with plenty of cooking tools. The living room seating space was comfortable and allowed for just hanging out. We really enjoyed our stay! "
The price is CA $207
CA $533 total
includes taxes & fees
Aug 28 - Aug 29
Charming 2-bedroom condo in beautiful Wintergreen Resort

Laurelwood Hollow: Walk to Ski & Swim

The price is CA $173
CA $433 total
includes taxes & fees
Aug 26 - Aug 27
Laurelwood Hollow: Walk to Ski & Swim

Lofty Pursuits: Spectacular View + EV Charger

The price is CA $178
CA $473 total
includes taxes & fees
Aug 26 - Aug 27
Lofty Pursuits: Spectacular View + EV Charger

Spacious 5 bedroom modern home with mountain views galore. Sauna + EV charger.

10.0 out of 10, Exceptional, (3)
"We chose this property to celebrate our sons 26th birthday. Cant beat the location, fresh snow at Wintergreen made for great snowboarding. Loved the proximity to local restaurants/breweries. Definitely would recommend!"
The price is CA $373
CA $1,034 total
includes taxes & fees
Aug 26 - Aug 27
Spacious 5 bedroom modern home with mountain views galore. Sauna + EV charger.

The Distinguished Squirrel Chalet walking distance

10.0 out of 10, Exceptional, (4)
"Love the layout, how it was decorated, beds were nice, and every little detail was thought of!"
The price is CA $270
CA $577 total
includes taxes & fees
Aug 28 - Aug 29
The Distinguished Squirrel Chalet walking distance

Mid-Century Mountain Cabin w/ Hot Tub + Arcade

9.4 out of 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. "
The price is CA $297
CA $824 total
includes taxes & fees
Sep 2 - Sep 3
Mid-Century Mountain Cabin w/ Hot Tub + Arcade

Unwind at Bear Pause, located right at Wintergreen Resort.

10.0 out of 10, Exceptional, (1)
"There were a few little hiccups, the top bunk bar was not attached (not an issue as it wasn’t fully needed) and the oven was broken but I message the owner and he replied back very quickly. Neither were an issue for us. The house was perfect! Plenty of cooking supplies for our crew of 12. We loved the deck and spent plenty of time out there and there were more than enough towels for everyone. The check out rules were very clear and reasonable. I would say that something should be listed for the...
The price is CA $415
CA $887 total
includes taxes & fees
Aug 31 - Sep 1
Unwind at Bear Pause, located right at Wintergreen Resort.

Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!

10.0 out of 10, Exceptional, (60)
"Great location, amenities and owner's willingness to address all our questions/issues."
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!

Family-Friendly Meets Luxury

9.6 out of 10, Exceptional, (4)
"Plenty of space for multiple families or multiple couples."
The price is CA $1,089
CA $2,063 total
includes taxes & fees
Aug 28 - Aug 29
Family-Friendly Meets Luxury

Red White & WTG: Game Room + Hot Tub

10.0 out of 10, Exceptional, (3)
"Very clean, check in was so easy and so was checkout! Very close to the slopes. Will stay here again."
Red White & WTG: Game Room + Hot Tub

Blackwood Chalet: Hot Tub + 0.3 mile from Slopes

10.0 out of 10, Exceptional, (5)
"We really enjoyed our stay here- great location close to the slopes and breweries, "
The price is CA $200
CA $612 total
includes taxes & fees
Aug 26 - Aug 27
Blackwood Chalet: Hot Tub + 0.3 mile from Slopes
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Wintergreen Hotel Reviews