logo ×

  • This field is for validation purposes and should be left unchanged.

Regardless of the time of year, there is something to love about a trip to Bend. However, this is especially true in September, when the tail end of summer brings great weather and plenty of ways to take advantage. That is why you should consider a trip to Bend for this year’s Labor Day Weekend. The following are the top five most incredible ways to spend a Labor Day Weekend in Bend and one of our favorite Bend upcoming events.

Little Woody is One of the Top Bend Upcoming Events

This festival is one of the top Bend upcoming events you must attend if you enjoy unique and delicious beers. On August 21st and September 1st, some of the town’s favorite breweries bring out their most special barrel-aged brews for everyone to enjoy. The beer is Bend is always amazing, but this experience allows you to enjoy the best of the best. You can also enjoy awesome music and food, all on the lawn of the Deschutes Historical Museum.

Go Skiing

You read that correctly! Mount Hood is the only skiing area in the Continental United States that provides year-round skiing, and it is only about an hour north of Bend. You can find it at Timberline Lodge. Skiing and snowboarding are certainly not the first things that come to mind when you think of Labor Day, but it is definitely one of the most fun and unique things you could possibly do during the holiday.

Chase Waterfalls

This is not necessarily specific to Labor Day Weekend, but it is still one of the most incredible ways to spend a day around Bend. You will find countless waterfalls within an hour of Bend, but one of the coolest is only 30 minutes from the center of town in Tumalo Falls. It only takes about an hour of hiking to reach this awe-inspiring sight of a 220-foot waterfall.

Float Down the Deschutes River

There are many great tours of the Bend area, but none provide the great sights and relaxation of a simple float down the Deschutes River. This is the perfect time of year to take advantage, as the weather is still warm enough for a comfortable float, but the insane crowds have thinned out a bit. You simply need to get a hold of some rafts, tubes, or even an air mattress and launch from a safe and calm part of the river like Riverbend Park.

Hit the Golf Course

There are many amazing courses throughout town, including three that made it into Golf Digest’s top 100 in the country. Any Oregon local will tell you that the best golf in the state is waiting for you in Bend, and you will understand why after visiting any one of these courses. You can find a wide variety of courses—everything from tree-lined fairways to rolling hills.

Stay in One of the Best Homes Bend Has to Offer

It is easier than ever to find the best real estate in Bend available for rental with the help of Bend Vacation Rentals, the premiere rental agency in town. We go above and beyond in providing the most comprehensive list of homes in Bend. Looking for a swanky condo amidst the excitement of downtown? No problem. Are you looking for something tucked away in some of the area’s beautiful wilderness? Great! No matter what size or location, you can be sure you will find a place to stay in Bend that will be cozy, luxurious, and beautiful. Contact us today to book your dream vacation!