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Savor the best season of the year in Bend, Oregon. Take your winter by the reins this year and make it an unforgettable experience, whether you’re coming for the holidays, to quietly explore the natural environment, or to chase your adrenaline rush by skiing down slopes packed with fresh-fallen snow. The winter in Bend has treasures for everyone, and you’ll want to see them all.

Winter Wonderland

Some of the things that Bend is most well-known for are the slopes and winter sports. Pack your skis, snowboards, and more, because this is the time of year to break them out! Pick a rental with prime proximity to the snowy wonderland of the mountain slopes and feel like a king as you wake up and head out to ski without wasting a single moment. But it’s not just skiing and snowboarding you can enjoy on the mountains during the winter. Try out sledding, snowmobiling, and more while you enjoy the crystal white scenery and the snow-dusted deciduous trees.

Make sure to unstrap those skis and explore the other outdoor experiences here too! There is so much to see and soak in. Take a serene hike through the Juniper forest at the Oregon Badlands Wilderness. Mountain biking is also a sport we enjoy throughout the winter here, and there are many different trails you can do this on, such as the Rim Rock Trail, River Trail, Wolf Tree Trail.

Warm Retreats

When you want to warm up, check out some of the exciting indoor activities that can be found here during winter in Bend. Bend Art Center is a perpetual favorite pastime among locals, along with community theater shows put on by the Cascades Theatrical Company. You’ll find lots of theater here; try The Tower Theatre for song and dance, or Tin Pan Theater if you’re a fan of independent foreign films. Some of the most fun you’ll find in town is at Old Mill District, which transforms into a festive experience during the winter. Walk around, shop the shops, enjoy the quant mountain architecture, and explore the wide variety of fun all packed into one hotspot.

Spend the Winter in a Bend Vacation Rental

There is nowhere more picturesque, serene, and exciting that you can spend your winter season than here with us in Bend, and the glue that will tie your whole vacation together will be the rental home you spend your stay in. Call Bend Vacation Rentals today at 541-385-9492 and we’ll help you get started!

As the holidays have ended and we venture deeper into winter,it sometimes feels as if we have nothing to look forward to for a very long time; summer and its warmth and sunshine is a long way away and while spring is closer, it still remains just out of reach. Instead of becoming glum and morose, however, we think you should embrace the magic of winter and start planning a trip to our favorite mountain town; Bend offers winter Oregon activities and events guaranteed to brighten your outlook and quite possibly make you wish that winter would go on forever. Here’s our guide to some of the wonderful things you can try during your winter break in Bend.

Winterfest, Old Mill District, February 15th through 17th

Sometimes,all you need to shake off the winter blues is a celebration of all the fun things winter can bring,and Winterfest is just what you need! Featuring fire pits and s’mores, ice sculptures and fire-breathing dragons, and live music that is guaranteed to keep you dancing in your seats, this unique festival is the perfect way to rediscover the magic of the cold!

It’s the Little Things That Can Matter the Most

If you don’t live in an area where snow is an everyday winter occurrence, you’ll soon find that even the smallest activities can be made better with snow! Building a snowman with your kids can create memories that last a lifetime, bundling up in your warmest winter clothes for a hike along the Deschutes River, or simply catching a snowflake on your tongue; none of these activities are earth shattering adventures but all will add a touch of magic to your once-in-a-lifetime Oregon vacation.

Winter Oregon Activities: Outdoor Ice Skating

The romance of gliding around an outdoor ice rink, feeling the cold of the winter air kiss your nose as snowflakes gently fall around you simply cannot be matched and when you spend a few hours at the Seventh Mountain Ice Skating Rink,you’ll wish your time here never had to end. Located at 18575 SW Century Drive and costing $7 for adults and $5 for kids (skate rentals are $7 and $5 respectively) this winter activity is one of our favorite ways to up the romance factor in our own households but is also a great activity for those traveling with children!

Choose Bend Vacation Rentals for your Winter Escape

Warm and welcoming, our properties are the perfect place to unwind after a day of winter Oregon activitiesreserve yours today!

Bend, Oregon is one of the most visited places during the months of winter. This goes for people that live in hotter climates and need to get their yearly dose of snow, but also for those that live near here. People that live near here know that Bend is the best winter destination in the area because it gets some of the most snow in the Pacific Northwest and it is quite simply the most beautiful area in this part of the country. Great community events and incredible recreational opportunities throughout the area are just a couple of the things that you will love about Bend in winter.

Winter in Bend Skiing and Snowboarding

Amazing snowfall and one of the best peaks in the area in Mt Bachelor make this a major skiing and snowboarding destination for people from all over the country. Here, you will find a mountain where you can lose yourself for the whole day on endless runs of all kinds. Friendly bunny hills and epic black diamonds come together to create one of the most fun experiences for everyone. This winter sports area offers some of the best variety in recreation that you will find anywhere, as you can of course find downhill skiing, but there is also a massive area for Nordic skiing. This is a must try activity for those that are not familiar with it.


Of course, there is more than enough snow to appease your appetite for your typical winter activities, but the area also offers plenty of dry land where the snow tends to not fall—places like Smith Rock State Park and Pilot Butte. This lends itself to providing the best hiking opportunities in the Pacific Northwest during the winter. These hikes give you all of the pleasure of hiking on dry land, but also offer incredible views of the snowcapped mountains and trees that stretch as far as the eye can see. This is a great way to get a little exercise and see some of the most beautiful landscape you will ever see.

Ice Skating at the Pavilion

One of the most popular places to visit during the winter is the ice skating pavilion in the heart of Bend.  Here, you will find a lively scene full of friends and family enjoying the contagious holiday spirit that is available throughout the whole community. This outdoor rink is covered by a roof, giving it an outdoor feel complete with protection from the elements so it is always a good time for skating. You will also find fire pits for relaxing in between skates and concessions.

Winter in Bend is such that you do not need to do much to enjoy it. Simply walking the festive streets of town will provide for a memorable evening, as will any number of fun winter activities. The beautiful thing about this place is it offers a little bit of everything, so your winter vacation in Bend will be exactly what you want it to be.