Plan a Great Date for You and Your Plus One in Bend, Oregon
Last updated June 30, 2023
The Great Date. It begins with the two of you, progresses with a series of activities and results in smile-making memories. Aside from great company, sharing new experiences is one of the best ways to have fun together and to pull off a date to remember.
Whether it’s your first date or your 50th anniversary, here are some great date ideas for together time in Bend.
Date Idea #1 – Movie and a Dinner
Always a classic right? Fortunately, there are many ways to elevate your Bend dining experience to something totally new, for example, Lady Bird Cultural Society in the Old Mill District. Cozy up in the posh, Chinoiserie cocktail lounge for eclectic cocktails, shareable appetizers and wonderful conversation.
Has your sweetheart voiced an interest in the ballet, Metropolitan Opera or a passion for cult classics? Plan ahead and get tickets to one of the live simulcast performances from Fathom Events and be whisked away to distant lands evoking all of the wonder inspired by professional theater.
Date Idea #2 – Take each other for a spin at Phil’s Trail
Grab a latte or tea at Sisters Coffee Co. and then hop in the car together for a bike ride up at Phil’s Trail. It’s one of the more popular mountain biking trailheads in the Pacific Northwest, offering various levels of difficulty and numerous opportunities for fun. That giddy feeling could be the effects of open air, the horizon ahead and the laughter of companions nearby.
Date Idea #3 – Skip the tackle try a Fly Casting Class
Here’s a fun way to try things out with the one you’re angling before you take that romance to the river. Confluence Fly Shop and Craft Beer Bar offer private casting lessons year-round, plus you can laugh about it over a beer or cider afterwards at the beautiful new 8-tap bar or on the patio!
Date Idea #4 – Finish your hike with a visit to a day spa
Go for a day hike together, meander through Shevlin Park or trek alongside the Deschutes River while taking in picture perfect views of the Cascade Mountains. Afterwards, rejuvenate 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 or Neapolitan pizza in a new Roccbox pizza oven, 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, camping 101 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 Wine & Champagne Bar. Evoke Winery may be the perfect place for conversation ice breakers with wines labeled Ride or Die Red and Never Have I Ever Riesling. Va Piano produces elegant, balanced wines, focusing on Cabernet Sauvignon and Syrah, and they recently added champagne to their already stellar sipping menu! 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., The Stacks Art Studios & Gallery and Amejko Artistry in the little red shed.