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  • Oktoberfest at The Grove

    The Grove Market Hall 921 Northwest Mount Washington Drive, Bend

    Come join us while Waypoint serves festive steins, music + food specials! Event is from 12-7 pm with live music going until 8pm.

    Free
  • NICU Reunion 2025 at St. Charles

    St. Charles Medical Center Bend 2500 NE Neff Rd, Bend, United States

    Members of the St. Charles Neonatal Intensive Care Unit family, including current and former patients and their families, and current and former staff, are invited to the St. Charles NICU reunion. The event will be held in Conference Rooms A-D (enter through Main Lobby). It will be a time to connect and celebrate with families […]

  • Annual Yachtoberfest at Midtown Yacht Club

    Midtown Yacht Club 1661 NE 4th St, Bend

    Yachtoberfest is back for the 5th year! Come join us for food specials, festive beer, fresh hops, pumpkin cider, live music, vendors & fun! Prizes for the best Oktoberfest dressed!

  • Oktoberfest at McMenamins Old St. Francis School

    McMenamins 700 NW Bond St.

    Oktoberfest means celebration and beer - so we're serving up tasty German-style specials, plenty of beer and live music as a backdrop to it all. Property-wide food & drink specials * All daySpecial Oktoberfest taps in O'Kane's * 21+ only inside O'Kane's Live music in Father Luke's Room * 1-9:30 pmThe Brothers Reed * 1-3 […]

  • Luscious Bend Food and Wine Experience at Mt. Bachelor Lodge

    Mount Bachelor - West Village 13000 SW Century Dr., Bend, United States

    One night only. Three stories of immersive culinary magic. Join us for an unforgettable journey through flavor, connection, and creativity at Luscious Bend Food + Wine Experience — Central Oregon’s most anticipated food, wine, and community event of the year! This is a full-sensory celebration of the region’s finest: • 10 local chefs collaborating with […]

  • Bend Camerata at Fort Rock with Wanderlust Tours

    Wanderlust Tours 61535 S Highway 97 #13, Bend, OR, United States

    Join us for a night of art and stargazing in the Oregon Outback. Our adventure will start with a twilight hike through the stunning Fort Rock, an ancient volcanic tuff ring that rises out of the flatness of the high desert. After learning about this area’s cultural importance, we will settle in for an inspiring […]

  • Oregon’s Largest Open-Air Garage and Vintage End of Summer Sale

    Deschutes County Fair & Expo Center 3800 SW Airport Way, Redmond, OR, United States

    We are back! Our event in June was so successful that we have been asked to host another one repeatedly. So, we are!! We have just gotten dates with the Deschutes County Fairgrounds to wrap up our Central Oregon Summer with another fun family-friendly sale on September 27th and 28th on the Buckaroo Lawn. There […]

  • Worthy Brewing Farmers Market

    Worthy Brewing Farmers Market

    Worthy Brewing 495 NE Bellevue Drive Bend, OR 97701, Bend, OR, United States

    Not your grandma's farmers market! Join us for an amazing good time on the lawn at Worthy Brewing East. Grab a beer or a bloody Mary and check out over 30 Market vendors selling the best veggies, berries, meats and handcrafted items Bend has to offer. Treats for your fur buddy and an espresso bar […]

    Free
  • Street Dog Hero’s Annual Heroes on the Run 5K

    Riverbend Park 799 SW Columbia Street, Bend

    Join Street Dog Hero for our 6th Annual Heroes in the Run 5K & 10K happening at Riverbend Park in Bend, OR, on Sunday, September 28th! This family-friendly and dog-friendly event has something for the entire family to enjoy, including: a 5K Fun Run, 10K, Kids mini run, raffle prizes, food carts, a beer garden, […]

    $50
  • Annual On Tap! Chili Bowl

    on tap 1424 NE Cushing Drive, Bend

    6 Food Trucks, 1 TROPHY! All six food trucks will go head-to-head to see who can dish out the best chili in Bend. Taste, vote and crown the champion! $24 per ticket