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The early months of the year are such a wonderful time to come and visit us here in Bend. The city is at its most lovely, the surrounding landscape is awash with winter beauty, and the city is alive with fun. Check out the upcoming events that we’re most eager to participate in when 2020 rolls around with vacation rentals in Bend:

Winter PrideFest

Jan 30, 2020, 4:00 PM – Feb 2, 2020, 7:00 PM
Bend, OR

Come join us for this year’s Winter PrideFest – an LGBTQ ski weekend at Mt. Bachelor. You’ll find yourself surrounded by a loving community and fun-filled events such as the “Welcoming Snocial,” an interesting panel discussion with LGBTQ athletes, dance parties, and more. This event is all about bringing us together, so grab your spot today!

Infinite Moment: Burning Man on the Horizon

Sat, Feb 1, 10 AM – 4 PM
High Desert Museum
59800 US-97, Bend, OR

Come and explore the newest exhibition opening up at the High Desert Museum in February. This display will be an exploration of the art and culture surrounding Burning Man, one of the most enigmatic and famous events in the world. Get a fresh understanding of it all at our favorite museum in Oregon.

Polar Plunge Bend

Sat, Feb 8, 9 AM – 2 PM
Riverbend Park
799 SW Columbia St, Bend, OR

A Polar Bear Plunge is an event held during the wintertime where the participants shed logic and jump into a cold body of water (regardless of the temperatures of the water or the great outdoors) in order to raise money for a charity. In this case, come and join us for this fun icy dive for Special Olympics Oregon, and warm up with some hot coffee in town afterward.

Oregon Winterfest 2020

Feb 15 – 17, 2020
SW Shevlin Hixon Dr, Bend, OR

Right in the heart of Bend, in the heart of February, you’ll find Oregon’s annual Winterfest. Over 40,000 people are expected to attend this year, and you can be one of them! We’ll have everything from ice carving to a fire pit and fire sculpture competition. With a Play Zone for your kids to let loose in, food vendors, and even a wine walk, you can easily attend this festival all three days and still not see it all.

Make vacation Rentals in Bend Your Biggest Event

Wherever you go during your Bend getaway, you’ll want somewhere comfortable and warm to rest your head at the end of the night. Head over to our catalog right now to get a head start on your 2020 vacation by picking out the rental that’s right for you.

The 2010s are coming to a close, and we’ll be heading into the next decade together with vacation rentals in Bend. This is a big New Year’s to celebrate, so why not make the most of it and take a trip to a city as beautiful as our lovely Bend? Come and do the countdown with us and bring in your new year with the wonders of winter.

Redmond: Countdown to Noon, New Year’s Eve Party

Redmond Library
827 SW Deschutes Ave, Redmond, OR
Tickets: Free

This is a great way to start off your New Year’s Eve day and celebrate the turning of the year if you have a family, and especially if you have young kids who can’t stay up until midnight. This party runs from 11:00am – 1:00pm on New Year’s Eve, and you’ll get enjoy winter crafts, a countdown, and an apple cider toast.

New Year’s Eve Dinner

Elk Lake Resort and Marina
60000 Century Dr, Bend, OR
Tickets: $55

Begin your evening with fine dining before heading off to your midnight event. For just $5 extra you can upgrade to the lobster option and really revel in the luxury. They offer kids plates for $27 ($30 for lobster) as well, which makes this dinner a great family option.

2020 New Year’s Eve Celebration

McMenamins Old St. Francis School
700 NW Bond St, Bend, OR
Tickets: $15 in advance, $20 at the door

Come and enjoy and night of live music with two different shows: Tony Smiley and Sugar Mama, both playing from 9:00pm – 12:30am. Tony Smiley is an award-winning loop artist whose stylings will leave you in awe, and Sugar Mama’s dance-rock will have you grooving on your feet well past midnight. You’ll be dancing your way into 2020!

New Year’s Eve Masquerade Party

Brasada Ranch
16976 SW Brasada Ranch Rd, Powell Butte, OR
Tickets: $60

Try something different this year by attending a unique masquerade-style party with a twist. Dance to new wave, hip-hop, and more, all behind a mask per the style of the party! Raise your glass for a complimentary champagne toast when the countdown comes around.

Let Vacation Rentals in Bend Carry You into the New Year

Spend your holiday with us here at Bend Vacation Rentals. You’ll be so endlessly glad to have a lovely rental to head home to after a fun-filled New Year’s Eve, and to be waking up in such a winter wonderland in the morning. Give us a call today at 541-385-9492 to get started.