Bend, Oregon, is a veritable mecca for two- and four-legged outdoor enthusiasts. The mountain city, located on the eastern edge of the Cascade Mountains and fringed by the Deschutes River, offers a handful of sports for every natural feature in the area, from snow-shoeing, cross-country skiing, and fetch in the mountains to kayaking, fishing, and fetch in the Cascade lakes. If you opt for a canoe on the lake, from which you can admire the snow-capped peaks in the distance, we recommend storing your choice of excellent local brew in the hull. Did we mention that you and your pup can take a chairlift from Mount Bachelor to the Pine Mountain Lodge, where several hiking trails begin? To get the most out of your stay at Bend, book a pet-friendly tipi or log cabin with a view and never lose sight of the tree line.