Here’s some of our favorite date ideas for when the days start to shorten and the air is crisp.

Date Idea #1 – Movie and a dinner out

Always a classic right? Fortunately, there are many ways to elevate the tried and true Bend dining experience to something totally new.

Has your sweetheart voiced an interest in the ballet? Plan ahead and get tickets to one of the live simulcast performances from Fathom Events. The Met: Live in HD on the big screen will take you away to distant lands evoking all of the wonder inspired by professional theater. Following the film you can take yourselves over to the fireside seats at Pastini  and cozy up for a memorable evening with a great bottle of red, homemade pasta and wonderful conversation.

Date Idea #2 – Fun run

Grab an espresso at Sisters Coffee Company and then take a refreshing morning jog up the Deschutes River Trail. Start from Sisters Coffee Company and head up to the South Canyon Bridge for a 4.5-mile loop trail run. Celebrate your morning with a mimosa on the patio at Greg’s Grill.

Date Idea #3 – Cast the night away

Here’s a fun way to try things out before you take that romance to the river. The Old Mill District Fly Casting Course is one of our unique attractions and the first of its kind in North America. Free and open to the public daily from dawn to dusk, you’ll want to begin this date with a visit to the Ticket Mill where you’ll pick up brochure that includes the course map, casting tips and a score card. From there you can visit Confluence Fly Shop together, taking a rod out to give it a go.

Date Idea #4 – Finish your hike with a visit to Radiant Day Spa

Go for a day hike together, ambling alongside the Deschutes River while taking in picture perfect views of the Cascade Mountains. Afterwards you’ll continue a mini-retreat together at Radiant Day Spa where a massage will leave you fully relaxed. After that, continue the exploration to Anthony’s at the Old Mill and try one of their Best of the Season local selections.

Date Idea #5 – Get inspired at Kara’s Kitchenware

Swing by Kara’s and draw inspiration for you and your partner’s next great dinner party. Find the right cookware to make delicious crepes. Learn about how to create a smoked cocktail, or find inspiration by participating in one of her famous cooking classes! Trust us, you’ll come home with new kitchen tools you can’t wait to use!

Date Idea #6 – Seek out adventure at REI

REI offers a series of ongoing classes covering a variety of outdoor activities, including GPS navigation, bike maintenance, winter camping and backpacking. Why not register the two of you for an evening of discovery and learning together? You can put your new skills to good use with a follow up plan to seek out one of the many geocaches nearby in the Old Mill District.

Date Idea #7 – Wine Tasting

The Old Mill District is home to two regional vineyard tasting rooms Evoke Winery and Va Piano Vineyards. Evoke Winery may be the perfect place for conversation ice breakers with wines labeled Cliché Rose and Never Have I Ever Riesling. Va Piano produces elegant, balanced wines, focusing on Cabernet Sauvignon and Syrah. Both offer the perfect space to enjoy their outdoor patios and river views while you sip and savor!

Date Idea #8 – Art walk

Stroll through the Old Mill District and seek out the various pieces of public art that dot the landscape. You’ll find four pieces from the Old Mill District’s own Tin Pan Alley collection, Japanese artist Yuya Negishi’s dragon mural and cascading stair project, and Sisters painter/storyteller/musician Dennis McGregor’s acclaimed “You Stole My Name” collection. Be sure to pop in and meet the makers in the art studios and galleries sprinkled throughout the Old Mill District including Lubbesmeyer Art Studio & Gallery, Tumalo Art Co., and Amejko Artistry in the little red shed.