October 2026
Trivia Night & Tap Takeover at Dry Canyon Club
Sink or Swim Trivia hosts an exciting evening of Trivia and Tap Takeovers. Gather your friends, test your knowledge, and compete for fun prizes while enjoying pint specials from our featured brewery of the night.
Goblins & Ghouls Chamber Golf Tournament
Halloween-themed golf tournament hosted by the Redmond Chamber of Commerce at Crooked River Ranch Golf Course. Costume contest, monster mulligans, prizes, and networking. Check-in & breakfast 9am, shotgun start 10am. $150/golfer, $600/team.
Treasure Hunt Adventure
Mini author events. Downtown adventures. Treasure to be found. Families begin with a treasure map at Herringbone Books, then explore Downtown Redmond, visiting participating businesses to meet local authors and illustrators, enjoy activities and surprises, and collect stamps along the way. There’s no set route and no race to the finish. There IS treasure to be found for participants who make their way to X Marks the Spot with all the stamps on their map! Meet local authors. Explore downtown. Enjoy the adventure. EVENT DETAILS 📚 WHAT: Treasure Hunt Adventure 📅 WHEN: Saturday, October 24 • 10AM-1PM 📍 WHERE: Downtown Redmond, Oregon 🗺️ START: Herringbone Bookstore 422 SW 6th Street, Redmond OR 🎟️ COST: FREE + open to the community Treasure Hunt Adventure is a collaborative community event presented by Herringbone Books and Ignite Empowerment Foundation, with the support of Enjoy Downtown Redmond, local children's books creators, businesses, volunteers, and community partners.
TJ's Mobile Grooming Nail Trim Day
Bring your dogs down for $20 dremel nail trims, face trims, and booty trims. First come, first served, no appointment needed.
Live Music at Dry Canyon Club
Join us every Tuesday evening for live music featuring talented local artists and bands, bringing a mix of styles and sounds.
Karaoke Night at Dry Canyon Club
Unleash your inner rockstar! Whether you're belting out your favorite hits, cheering on friends, or just enjoying the show with a pint in hand, it's always a night full of laughs, music, and good vibes!
Trick or Treat on 6th Street
Bring the kids downtown for Redmond's beloved Halloween tradition! Local businesses along 6th Street open their doors for trick-or-treating in a safe, family-friendly setting. Costumes encouraged!
HOWL-O-WEEN AT LOCAL PAWS
Join us for a fun Halloween afternoon featuring a pet costume parade and treats for both humans and pets.
November 2026
Live Music at Dry Canyon Club
Join us every Tuesday evening for live music featuring talented local artists and bands, bringing a mix of styles and sounds.
Trivia Night & Tap Takeover at Dry Canyon Club
Sink or Swim Trivia hosts an exciting evening of Trivia and Tap Takeovers. Gather your friends, test your knowledge, and compete for fun prizes while enjoying pint specials from our featured brewery of the night.
Snowflake Boutique (50th Annual)
50th annual arts, crafts and food fair at the Deschutes County Fairgrounds & Expo Center, Cascade Lakes South Building. Admission $4 (children under 12 free), with $1 going to the Redmond Senior Center and post-expense proceeds donated to Central Oregon charities. Santa visits Friday 1:00-4:00 PM. Source: flyer at a local bookstore, confirmed on snowflakeboutique.org and the Visit Redmond calendar.
Snowflake Boutique (50th Annual)
50th annual arts, crafts and food fair at the Deschutes County Fairgrounds & Expo Center, Cascade Lakes South Building. Admission $4 (children under 12 free), with $1 going to the Redmond Senior Center and post-expense proceeds donated to Central Oregon charities. Santa visits Saturday 10:00 AM-2:00 PM. Source: flyer at a local bookstore, confirmed on snowflakeboutique.org and the Visit Redmond calendar.
Live Music at Dry Canyon Club
Join us every Tuesday evening for live music featuring talented local artists and bands, bringing a mix of styles and sounds.
🇺🇸 Flag City USA – Put Out the Flags (Veterans Day)
Volunteers meet at Les Schwab Tires in Downtown Redmond to put out American flags for Veterans Day. This is a cherished Redmond tradition — Flag City, USA! All are welcome to help. Flags displayed 7am–5pm. Coordinator: Jeff Casserly Phone: 541-550-6656 Email: jeff@ycob.net
🇺🇸 Flag City USA – Take Down the Flags (Veterans Day)
Volunteers meet at Les Schwab Tires in Downtown Redmond to take down American flags after Veterans Day display. This is a cherished Redmond tradition — Flag City, USA! All are welcome to help. Coordinator: Jeff Casserly Phone: 541-550-6656 Email: jeff@ycob.net
Karaoke Night at Dry Canyon Club
Unleash your inner rockstar! Whether you're belting out your favorite hits, cheering on friends, or just enjoying the show with a pint in hand, it's always a night full of laughs, music, and good vibes!
Brightside Adoption Event
Meet adoptable dogs from Brightside looking for their furever home.
TJ's Mobile Grooming Nail Trim Day
Bring your dogs down for $20 dremel nail trims, face trims, and booty trims. First come, first served, no appointment needed.
Live Music at Dry Canyon Club
Join us every Tuesday evening for live music featuring talented local artists and bands, bringing a mix of styles and sounds.
Trivia Night & Tap Takeover at Dry Canyon Club
Sink or Swim Trivia hosts an exciting evening of Trivia and Tap Takeovers. Gather your friends, test your knowledge, and compete for fun prizes while enjoying pint specials from our featured brewery of the night.
Farmstand Frolic Passport Tour
A passport-stamp tour of local farmstands across Crooked River Ranch and Terrebonne, hosted by Freedom Ridge Homestead. Pick up your passport at your first stop and explore each stand as you go. Similar to a Poner Run but free. Participating farmstands will be at their stands for the entirety of the event and will stamp your passport and donate one item for a gift basket. Source: flyer at a local bookstore.
Live Music at Dry Canyon Club
Join us every Tuesday evening for live music featuring talented local artists and bands, bringing a mix of styles and sounds.
Karaoke Night at Dry Canyon Club
Unleash your inner rockstar! Whether you're belting out your favorite hits, cheering on friends, or just enjoying the show with a pint in hand, it's always a night full of laughs, music, and good vibes!
Holiday Village Market
A festive celebration transforming Downtown Redmond's Centennial Park into a winter market wonder! Featuring unique holiday gifts, delicious treats, handcrafted items, artisanal foods, and Santa. A cherished Redmond holiday tradition.
Holiday Village Market
A festive celebration transforming Downtown Redmond's Centennial Park into a winter market wonder! Featuring unique holiday gifts, delicious treats, handcrafted items, artisanal foods, and Santa.
Small Business Saturday
Celebrate shopping small for the holidays with free cookies and cider for humans and treats for dogs.
TJ's Mobile Grooming Nail Trim Day
Bring your dogs down for $20 dremel nail trims, face trims, and booty trims. First come, first served, no appointment needed.
December 2026
Live Music at Dry Canyon Club
Join us every Tuesday evening for live music featuring talented local artists and bands, bringing a mix of styles and sounds.
Trivia Night & Tap Takeover at Dry Canyon Club
Sink or Swim Trivia hosts an exciting evening of Trivia and Tap Takeovers. Gather your friends, test your knowledge, and compete for fun prizes while enjoying pint specials from our featured brewery of the night.
Holiday Village Market
A festive celebration transforming Downtown Redmond's Centennial Park into a winter market wonder! Featuring unique holiday gifts, delicious treats, handcrafted items, artisanal foods, and Santa.
Live Music at Dry Canyon Club
Join us every Tuesday evening for live music featuring talented local artists and bands, bringing a mix of styles and sounds.
Karaoke Night at Dry Canyon Club
Unleash your inner rockstar! Whether you're belting out your favorite hits, cheering on friends, or just enjoying the show with a pint in hand, it's always a night full of laughs, music, and good vibes!
Holiday Village Market
A festive celebration transforming Downtown Redmond's Centennial Park into a winter market wonder! Featuring unique holiday gifts, delicious treats, handcrafted items, artisanal foods, and Santa.
Live Music at Dry Canyon Club
Join us every Tuesday evening for live music featuring talented local artists and bands, bringing a mix of styles and sounds.
Trivia Night & Tap Takeover at Dry Canyon Club
Sink or Swim Trivia hosts an exciting evening of Trivia and Tap Takeovers. Gather your friends, test your knowledge, and compete for fun prizes while enjoying pint specials from our featured brewery of the night.
Live Music at Dry Canyon Club
Join us every Tuesday evening for live music featuring talented local artists and bands, bringing a mix of styles and sounds.
Karaoke Night at Dry Canyon Club
Unleash your inner rockstar! Whether you're belting out your favorite hits, cheering on friends, or just enjoying the show with a pint in hand, it's always a night full of laughs, music, and good vibes!
Live Music at Dry Canyon Club
Join us every Tuesday evening for live music featuring talented local artists and bands, bringing a mix of styles and sounds.
Trivia Night & Tap Takeover at Dry Canyon Club
Sink or Swim Trivia hosts an exciting evening of Trivia and Tap Takeovers. Gather your friends, test your knowledge, and compete for fun prizes while enjoying pint specials from our featured brewery of the night.