Title: Book the Best PET FRIENDLY Hotels in Wintergreen, VA from CA $339 - Wintergreen Dog-Friendly Hotels | Expedia.ca [Hotels in Wintergreen](https://expedia.ca/Wintergreen-Hotels.d10811.Travel-Guide-Hotels)[Vacation Rentals in Wintergreen](https://expedia.ca/Wintergreen-Vacation-Rentals.d10811.Travel-Guide-VacationRentals)[Things to do in Wintergreen](https://expedia.ca/Things-To-Do-In-Wintergreen.d10811.Travel-Guide-Activities)[Wintergreen Car Rentals](https://expedia.ca/Car-Rentals-In-Wintergreen.d10811.Car-Rental-Guide)[Wintergreen Vacation Packages](https://expedia.ca/Wintergreen.d10811.Destination-Travel-Guides) ![Everything is frozen over at Wintergreen Resort. ](https://images.trvl-media.com/place/553248635996625639/07d79deb-5cfc-4068-8e41-c17e7657b695.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Melissa Smestad ![](https://images.trvl-media.com/place/553248635996625639/07d79deb-5cfc-4068-8e41-c17e7657b695.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Wintergreen Pet-friendly Hotels Tonight [Feb 2 - Feb 3](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-02-02&endDate=2026-02-03&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Feb 3 - Feb 4](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-02-03&endDate=2026-02-04&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-02-13&endDate=2026-02-15&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Wintergreen pet-friendly hotels ![Property grounds](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/dda1ec86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/6d550925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/132f64a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/a870a931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly [](https://www.expedia.ca/Charlottesville-Hotels-Pet-Friendly-Wintergreen-Piso-1BD-2BA-Reserva-Ahora-Para-La-Temporada-De-Esqui.h56543658.Hotel-Information) Roseland 9.6/10 Exceptional (145 reviews) "Very clean and pet-friendly " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heston CA $166 CA $361 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Charlottesville-Hotels-Pet-Friendly-Wintergreen-Piso-1BD-2BA-Reserva-Ahora-Para-La-Temporada-De-Esqui.h56543658.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/71fe9056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/192936da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/e6c7861f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/8df4a3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Wintergreen Retreat- Clean, Updated & Convenient, King Bed, Non-Smoking [](https://www.expedia.ca/Nellysford-Hotels-Cozy-Wintergreen-Retreat-Clean.h30360563.Hotel-Information) Wintergreen Resort 10/10 Exceptional (42 reviews) "Cute little place. Well stocked, easy access, and very convenient to wintergreen facilities. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) david CA $158 CA $367 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Nellysford-Hotels-Cozy-Wintergreen-Retreat-Clean.h30360563.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/604129c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/e1d8c140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/200109ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/f157e73a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course [](https://www.expedia.ca/Nellysford-Hotels-Cozy-1-Bedroom-Condo-Off-12th-Hole-At-Devils-Knob-Golf-Course.h95269237.Hotel-Information) Roseland 9.8/10 Exceptional (26 reviews) "Great communication from the startReturn texts the same day on any questionsGreat location for our tripVery cleanViews around property are greatNice restaurant A plus for what we neededDog friendly Thanks againHope to be back" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Phil P. CA $163 CA $339 total includes taxes & fees Feb 4 - Feb 5 [](https://www.expedia.ca/Nellysford-Hotels-Cozy-1-Bedroom-Condo-Off-12th-Hole-At-Devils-Knob-Golf-Course.h95269237.Hotel-Information) ![](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/3ac798a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/26d64274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/4641225d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/b70b419a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 2br/2ba: Million Dollar View from Luxury Condo on the Ridge. [](https://www.expedia.ca/Nellysford-Hotels-2br2ba-Million-Dollar-View-From-Luxury-Condo-On-The-Ridge.h27767679.Hotel-Information) Roseland 9.0/10 Wonderful (310 reviews) "Outstanding views from the deck!! Loved it!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kerry M. CA $141 CA $346 total includes taxes & fees Feb 11 - Feb 12 [](https://www.expedia.ca/Nellysford-Hotels-2br2ba-Million-Dollar-View-From-Luxury-Condo-On-The-Ridge.h27767679.Hotel-Information) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/89000000/88080000/88074700/88074679/c12a7e3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/89000000/88080000/88074700/88074679/b6178f6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/89000000/88080000/88074700/88074679/7b798769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88080000/88074700/88074679/a15eafd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious + Serene Mtn Top Escape, 4 En Suites [](https://www.expedia.ca/Nellysford-Hotels-Spacious-Serene-Mtn-Top-Escape.h88074679.Hotel-Information) Wintergreen Resort 10/10 Exceptional (50 reviews) "Great stay, clean, comfortable and plenty of room for all. We would rent again. Thanks so much!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Victoria S. CA $173 CA $572 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Nellysford-Hotels-Spacious-Serene-Mtn-Top-Escape.h88074679.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120090000/120087400/120087344/ae25bee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120090000/120087400/120087344/ac376d0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/121000000/120090000/120087400/120087344/170802a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/121000000/120090000/120087400/120087344/0ab107dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 3BR 3BA Pet Friendly Resort Condo [](https://www.expedia.ca/Nellysford-Hotels-Spacious-3BR-3BA-Pet-Friendly-Resort-Condo.h120087344.Hotel-Information) Wintergreen Resort 10/10 Exceptional (3 reviews) "Awesome just Awesome place. Definitely recommend this place. Very well taken care of and everything you needed all rolled into one place. Thank you so much again and we will definitely be coming back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lance B. CA $242 CA $573 total includes taxes & fees Mar 1 - Mar 2 [](https://www.expedia.ca/Nellysford-Hotels-Spacious-3BR-3BA-Pet-Friendly-Resort-Condo.h120087344.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) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/91000000/90130000/90127700/90127668/6eff1174.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) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/91000000/90130000/90127700/90127668/48db9b15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy chalet w/ king beds, fireplace, and hot tub. Close to skiing! Dog-friendly! [](https://www.expedia.ca/Nellysford-Hotels-New-Listing-3-Min-To-Ski-Whot-Tub-And-Fireplace-Dog-Friendly.h90127668.Hotel-Information) Wintergreen Resort 10/10 Exceptional (25 reviews) "Amazing place, clean and quiet even though there are houses nearby. Hosts were excellent with communication!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Courtney S. CA $193 CA $510 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Nellysford-Hotels-New-Listing-3-Min-To-Ski-Whot-Tub-And-Fireplace-Dog-Friendly.h90127668.Hotel-Information) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/91000000/90930000/90923900/90923831/0b37c703.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90930000/90923900/90923831/d430d622.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90930000/90923900/90923831/bc42cfa4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90930000/90923900/90923831/a9d4258d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful 4-season Mountain Home- New Listing [](https://www.expedia.ca/Nellysford-Hotels-Beautiful-4-Season-Mountain-Home-New-Listing.h90923831.Hotel-Information) Wintergreen Resort 10/10 Exceptional (42 reviews) "The property is clean, bed rooms are spacious. 3.5 bath, kitchen has latest appliances, bedding & accessories are star hotel standard. We loved our stay. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mridul G. CA $271 CA $741 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Nellysford-Hotels-Beautiful-4-Season-Mountain-Home-New-Listing.h90923831.Hotel-Information) ![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/78000000/77110000/77100200/77100132/w1021h678x3y3-264d8a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/78000000/77110000/77100200/77100132/f9b08921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/78000000/77110000/77100200/77100132/add548d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/78000000/77110000/77100200/77100132/05a5f823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4 BR cabin mins to trails & breweries pets welcome [](https://www.expedia.ca/Nellysford-Hotels-4-BR-Cabin-Mins-To-Trails-Breweries-Pets-Welcome.h77100132.Hotel-Information) Chestnut Springs 9.6/10 Exceptional (29 reviews) "Nice place and very clean " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melad K. CA $320 CA $873 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Nellysford-Hotels-4-BR-Cabin-Mins-To-Trails-Breweries-Pets-Welcome.h77100132.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109550000/109542600/109542556/a1aab594.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109550000/109542600/109542556/5164314f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109550000/109542600/109542556/66529dd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109550000/109542600/109542556/8aa82274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Serenity Cabin-Woodland Retreat [](https://www.expedia.ca/Nellysford-Hotels-Serenity-Cabin-3-Bedroom-Woodland-Retreat-In-Wintergreen.h109542556.Hotel-Information) Wintergreen Resort 10/10 Exceptional (5 reviews) "Amazing stay at Serenity! Beautiful well appointed home. House was clean, warm and inviting. Communication with host was wonderful! A definite recommendation for a peaceful stay up in Wintergreen. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Judy E. CA $279 CA $660 total includes taxes & fees Feb 5 - Feb 6 [](https://www.expedia.ca/Nellysford-Hotels-Serenity-Cabin-3-Bedroom-Woodland-Retreat-In-Wintergreen.h109542556.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=2026-02-16&endDate=2026-02-17®ionId=10811&adults=2&amenities=PETS&sort=RECOMMENDED&openPlayBack=true) ## Top Wintergreen Hotel Reviews ## Frequently asked questions ### How much does a pet-friendly hotel in Wintergreen cost? ### Which area of Wintergreen is best to stay in for pet-friendly hotels? > This area offers convenient access to amenities and many of the accommodation options here are set up to welcome pets. You'll find a selection of hotels and rental properties that understand the needs of travellers with furry companions, often providing easy access to outdoor spaces for walks. It's a practical choice for those wanting to bring their pets along without sacrificing comfort or convenience. > > > Couples travelling with pets will find this area particularly suitable. The accommodations often feature direct access to outdoor areas, making it easy to take your dog for a walk. ### How do I ensure I have booked a pet-friendly room in Wintergreen? ### What pet-friendly activities should we do in Wintergreen? > The resort grounds themselves provide many opportunities for pets to join in. You'll find plenty of walking paths winding through the natural surroundings, superb for a gentle stroll with your dog. Many of the outdoor dining areas at the resort are also pet-friendly, allowing you to enjoy a meal or a drink with your furry companion by your side. > > > For those who enjoy hiking, the trails accessible from the resort are a great option. The Blue Ridge Parkway, which is very close to Wintergreen, has numerous pet-friendly trails with stunning views. A popular choice is the Humpback Rocks Trail, which offers a rewarding short hike to a rocky outcrop. Just remember to keep your dog on a lead and clean up after them. > > > Couples looking for a relaxing holiday with their pet will find Wintergreen particularly accommodating. ### What amenities should I look for in a pet-friendly hotel in Wintergreen? ### How can I save on a pet-friendly hotel in Wintergreen with Expedia? ### Do any Wintergreen hotels have restrictions on pet sizes or breeds? ### Is it cheaper to book flights and a pet-friendly hotel in Wintergreen as a package? ### Can I cancel my pet-friendly hotel reservation on Expedia? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [2 Star Hotels in Deer Springs ](https://www.expedia.ca/2Star-Deer-Springs-Nellysford-Hotels.s20-n553248635976470298-0.Travel-Guide-Filter-Hotels) - [Apartments in Afton ](https://www.expedia.ca/Afton-Apartments.d6056907-aaApartments.Travel-Guide-Accommodation) - [Cheap Hotels in Afton ](https://www.expedia.ca/Afton-Hotels-Cheap-Hotels.0-0-d6056907-tCheapHotels.Travel-Guide-Filter-Hotels) - 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