What’s better than a day playing in freshly fallen snow with Fido in the Big Bear wilderness? How about adding cocktails to the mix? During Snow Play and Hot Cocktails Big Bear, you’ll explore some of the most beautiful, lesser-known snowy spots in Big Bear Valley, perfect for sledding, snow play, and capturing stunning family photos with your pup. Your host will lead you to breathtaking scenic viewpoints and provide coffee with Baileys for the adults. You’ll spend an hour and a half exploring and learning about the area. Be sure to bring your own sleds so you and your pooch can play on the hills along the way. If you have young children, you may prefer the family-friendly nature walk with hot chocolate instead.

After your snowy adventure, warm up at the Luxe Farmhouse Chalet nearby. Take a dip in the soaking tub next to picture windows that look out at nature, then cozy up with Fido next to the outdoor fireplace.

Winter is the perfect time to hone in on your cooking skills and Fido won’t mind helping. During your weekend getaway to New York City, book Dinner With Dogs and learn how to cook a delicious meal for yourself and a yummy snack for your pup using the same ingredients. Your host will guide you through the process and once your spread is prepared, you’ll all sit down together, Fido included, to enjoy conversation and a meal cooked with love.

If you have time for more learning, continue the canine creativity with a Puppy Picasso class while you’re in the city. After all that fun, stay between both locations and close to dog-friendly Hudson Yards at this Midtown Apartment.

Embark on a transformative journey with Fido to deepen your connection with nature and your inner self during this Sedona Sunset Vortex Easy Hike. Your guide, a life coach, will lead you and your pup on a leisurely walk atop the vortex on Sedona’s west side, where the winter sunsets will take your breath away. Along the way, you’ll learn techniques to release stress, awaken your inner power, and gain clarity toward future goals. You’ll also be able to snap photos of your pooch surrounded by 360-degree views of Sedona’s iconic red rocks during your stroll. If you’re lucky, they’ll be topped with a layer of beautiful snow to add to the experience.

Once you’re feeling aligned, head back to this West Sedona townhouse with Fido and enjoy a cozy night indoors.

Escape the cold on a visit to dog-friendly Florida and enjoy a fun and relaxing day in the warm sunshine while learning to paddle with your best furry friend. Whether you’re a first-timer or looking to improve your skills, Paddle With Pups offers a calm way to introduce you and your dog to paddleboarding or kayaking. This Airbnb Experience takes place on the beautiful, clear, and gator-free waters of Orlando’s Lake Ivanhoe, and combines stunning city views, quality time for you and your dog and a little vitamin D amid winter. After a quick lesson, you’ll embark on a peaceful journey across the lake. Life vests for pups of all sizes are available upon request.

Spend more time soaking up the rays at the pool of this unique and spacious home near downtown.

If you’re feeling stuck in life, experiencing cabin fever and craving adventure, join a Somatic Life Coach on a trail near Salida, Colorado for transformative Mountain Snowshoeing and Forest Bathing. With Fido by your side, you’ll explore a scenic trail and engage in organic conversation about challenges you’re facing or areas you’d like to shift in your life. With over 25 years of mentoring experience, your host will provide tailored insights and practical tools you can use immediately to create positive change. Midway on your trek, you’ll stop to sip on hot tea and have a brief guided meditation. While you’re finding clarity and connection, your pup will enjoy sniffing out the scents of the forest.

After your forest bathing session, head to your overnight digs at Bubibel’s Cabin where Fido will have a fenced space and receive his own goodie bag. Start the next morning with a hot cup of joe from nearby Brown Dog Coffee.

There’s something magical about the big city in winter and Boston is no different. Bring Fido along for a visit to Bean Town and book a spot on the Welcome to the Freedom Trail Tour. You’ll see and learn about the Old State House, the Boston Massacre, the Old Corner Bookstore, the Irish Famine Memorial and the Old South Meeting House where the Tea Party began, plus much more. Leashed pups are welcome to join you for the mile walk around town, but someone in your party will need to wait outside if you choose to enter any buildings like the oldest continuously run hotel in America. You’ll also have the opportunity to stop and refuel with coffee or a snack at the end of the tour.

If you visit Boston with your pup before the new year, explore The Holiday Market at Snowport before putting your paws up at a lavishly designed downtown home.

More than just a hike, Snowshoe Under the Stars is a chance to relax, connect with nature and experience true tranquility, all with Fido by your side. You and your four-legged snow bunny will snowshoe through the backcountry of the Wasatch Mountain Range under stunning night skies, winding through aspen glades and peaceful meadows. The one- to two-hour adventure can be customized for your group, but be sure to dress warmly and make sure your furry family is equipped and ready to handle the cold temperatures. Snowshoes, light snacks and hot cocoa are provided by the host to make the experience even more magical.

All your snowy winter dreams will come true when you extend your Park City vacation at this Summit Park Lodge. You’ll be able to explore more of the area and be close enough for a day trip to nearby dog-friendly Salt Lake City, too.

Plan a vacation with Fido to the Smoky Mountains in winter and experience snowy mountain vistas, cozy cabins, and of course, moonshine. Dive into the rich history and craft of Appalachian wine and moonshine with the Wine and Shine Walking Tour. The journey begins with an informative overview of the region’s wine and shine traditions and a tasting at a local distillery to see the process in action. Then, you’ll get a VIP experience at a favorite Tennessee winery where you’ll hear stories of the old timers before stopping for an exclusive backstage tour and sampling of the area’s best shine. Your pooch can join you at each of the stops along the way.

Purchase a bottle of wine or shine to go and take it back to this cabin within walking distance of downtown Gatlinburg. Pour a glass to enjoy from the hot tub while you enjoy the mountain view.