Winter is definitely a special time to visit Bend. The lifts at Mt. Bachelor are running and holiday lights help illuminate the downtown streets in the dark evenings. But how can you piece it all together?
Here is a three day itinerary to help you and your friends or family get the most out of your winter vacation in Bend.
Start the day at Sparrow Bakery. There are two locations but the Sparrow Baker at Northwest Crossing as more indoor space. We recommend the breakfast sandwich croissant, but really, you can’t go wrong with a fresh pastry and coffee either.
After you’ve enjoyed your breakfast head to Pine Mountain Sports to rent some snowshoes and a Sno-park pass to do a little snowshoeing for your day activity. Pine Mountain Sports is really informative so it is a great place to ask for trail recommendations. If you’d rather go on a guided snowshoe tour then look no further then Wanderlust Tours. Not only are the tours fun for the whole family, but the guides are very knowledgeable on the area and depending on the tour, there is beer afterwards!
After your winter adventure head to either Bend Brewing or Dogwood Cocktail Cabin for your apres snowshoeing brews or cocktails.
For dinner, enjoy a handcrafted pizza at Jackson’s Corner before checking out a movie at Tin Pan Alley.
Today’s the day you head for the mountain and hit the slopes! Get to Mt. Bachelor before the lifts open at 9:00 a.m. for that primo parking spot and get yourself a breakfast burrito from the Nordic Lodge, or West Village Lodge to enjoy while you wait! Once the lifts are open you can enjoy the different terrain that Mt. Bachelor has to offer!
If you are in need of rentals then Mt. Bachelor has a great rental program, or you can get back in touch with Pine Mountain Sports to have your gear all ready to go to skip the rental line at the mountains!
Once the lifts have closed for the evening you’ll probably be ready to eat a good dinner and enjoy a good drink. We highly recommend Barrio. They offer flavorful menu items and craft cocktails.
After so much outdoor activity, it’s time to explore a little more of Bend. Enjoy an artistic and playful breakfast at Foxtail Bakery before heading to Downtown Bend to explore all the shops and even take a stroll through Drake Park.
After you’ve gotten your fill of shopping and hanging out, head to the High Desert Museum, ten minutes south on 97. This is a very informative and captivating museum and they offer daily events such as their bird of prey encounters and carnivore talks. Definitely enjoy the museum as long as you are able to!
By the end of your trip, these activities have hopefully given you a good taste of what Bend is like in the winter time. Perhaps you have learned of even more things you would like to come back to do. But we hope you have found your next annual winter vacation location!
Privacy & Cookies Policy
Necessary cookies are absolutely essential for the website to function properly. This category only includes cookies that ensures basic functionalities and security features of the website. These cookies do not store any personal information.
Any cookies that may not be particularly necessary for the website to function and is used specifically to collect user personal data via analytics, ads, other embedded contents are termed as non-necessary cookies. It is mandatory to procure user consent prior to running these cookies on your website.