🎃 Newsletter: 9 October-ish things to do in Sherwood
Plus: Readers Respond to pedestrian bridge art medallion proposal
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Issue 51 | Thursday, October 8, 2026
Hello, neighbor! Welcome to the Sherwood Sun weekly newsletter.
In this week's edition, we cover the 9 October-ish things to do for Halloween in Sherwood. We also heard from readers on what you think about the proposed art medallions on the pedestrian bridge — with split opinions.
Next, check out our contributed monthly columns on Wealth in our Woods and whether you should invest in a Roth or Traditional IRA, and how to protect your castle for the winter from our real estate expert.
Before you go, visit our comprehensive local events calendar to find out about all the fun things to do this week right here in Sherwood.
Support local journalism and your neighbors, and read on!
— Jules Rogers, founder, editor, neighbor
P.S. Find our monthly print edition at these newspaper rack locations — and a huge thank you to our partners and advertisers who make The Sun possible!
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Let's get straight to the news:
🍂 9 October-ish things to do for Halloween in Sherwood
Where will you haunt on the spookiest nights of the year?
🪙 Readers Respond: Split opinions on Pedestrian Bridge public art medallions
35% of reader respondents love the art, but 35% are frustrated with the use of city funds. Did you weigh in?
🏠 Real Estate Column: Winter is coming — protect your castle
I doubt that any of us will ever meet a White Walker or have our house burned down by a dragon. However, many of us will suffer from a roof leak, siding damage, or a furnace failure due to deferred home maintenance.
🌉 Wealth in our Woods Column: To Roth or not to Roth
One of the most common questions I hear about retirement savings is also one of the hardest to answer: Should I make traditional contributions or Roth contributions?
🗓️ What's happening in Sherwood this week?
Here is what's on our calendar from October 8-14. Don't miss out on your favorite local events going on right here in Sherwood!
⭐ Starred events have been enhanced with a sponsorship.
Got an event or story tip to share with the community? Contact us!
Jules Rogers
Thursday | October 8
- All Ages Storytime — 10:30-11:20 a.m., Sherwood Public Library
- Cardio Drumming — 2:30 p.m., Marjorie Stewart Senior Community Center
- Pizza Night — 4:30 p.m., Sherwood American Legion Post 56
- Paint with Friends — 5-8 p.m., Glimpses of Wonder & Warfare
- ⭐ Sci-Fi and Fantasy Book Club — 5:30-7 p.m., Sherwood Bookstore
- Music Bingo Thursdays — 6:30-8:30 p.m., BearKat Brewing Company
- Varsity Football v. Newberg — 7 p.m., Sherwood High School
Friday | October 9
- Chair Yoga — 10:45 a.m., Marjorie Stewart Senior Community Center
- Pizza Night — 4-8 p.m., Our Table Cooperative
- Friday Night Magic: The Gathering Draft — 6:30-9:30 p.m., Glimpses of Wonder & Warfare
- Friday Supper Series — 5 p.m., Sherwood American Legion Post 56
- Live Music with Gabe Ballard — 7-9:30 p.m., 503 Uncorked
Saturday | October 10
- Cars & Coffee — 8-11 a.m., Langer's Entertainment Center parking lot
- Vintage Hippie Boho Flea Market — 10 a.m.-4 p.m., Rebekah Lodge
- Read to the Dogs — 11 a.m.-12:30 p.m., Sherwood Public Library
- Recipe Swap — Noon-6 p.m., Olea Vineyards Tasting Room
- Live Music with RJ Bloke— 7-9:30 p.m., 503 Uncorked
Sunday | October 11
- Trivia Brunch Buffet — 11 a.m.-2 p.m., The Tack Room
- Recipe Swap — Noon-5 p.m., Olea Vineyards Tasting Room
- ⭐ Cookbook Book Club — 4-6 p.m., Sherwood Bookstore
- Hololive Casual Play — 5-8 p.m., Glimpses of Wonder and Warfare
Monday | October 12
- Magic: The Gathering Legacy game night — 6:30-9:30 p.m., Glimpses of Wonder and Warfare
- Sherwood School Board meeting — 6-7 p.m., Sherwood School District
- Brewery Bingo — 6:30-9:30 p.m., The Tack Room
- Varsity Boys Soccer v. Century — 7 p.m., Sherwood High School
Tuesday | October 13
- Sherwood Area Chamber of Commerce Networking meeting — 8-9:30 a.m., The Springs
- Playtime — 9:30-11:20 a.m., Sherwood Public Library
- Learn to play ukulele — 10 a.m., Marjorie Stewart Senior Community Center
- Oregon Battle of the Books practice session — 3:30-4:30, Sherwood Public Library
- Taco Tuesday — 5-6 p.m., Sherwood American Legion Post 56
- ⭐ Writer's Night — 5:30-7 p.m., Sherwood Bookstore
- OpinioNation — 6-8 p.m., The Tack Room
- Star Wars Unlimited weekly play — 6:30-11:30 p.m., Glimpses of Wonder and Warfare
- Varsity Volleyball v. Newberg — 6:45 p.m., Sherwood High School
- Trivia Tuesday — 7-8:30 p.m., 503 Uncorked
Wednesday | October 14
- Sound & Color Art Club — Sherwood Theatre & Arts Resource Society
- Storytime on Location — 9:30-10 a.m., Sherwood School District Office
- Digital Navigator Tech Help — 10 a.m.-7 p.m., Sherwood Public Library
- Cybersecurity Basics — 11 a.m.-12:30 p.m., Sherwood Public Library
- Magic the Gathering: Commander game night — 4-8 p.m., Glimpses of Wonder and Warfare
- Adult Book Discussion — 6-7 p.m., Sherwood Public Library
- Bingo — 6-7:30 p.m., Generations Sports Bar & Grill
- Trivia in the Tack Room — 6-8 p.m., The Tack Room
- Trivia Wednesdays — 6:30-8:30 p.m., BearKat Brewing
- Langer's Family Fun Bowling League — 6:30-9 p.m., Langer's Entertainment Center
- Live Music with Hit Machine Unplugged — 6:30-9, 503 Uncorked
Check with the host before attending events. The Sherwood Sun is not responsible for schedule changes.
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