A Midsummer Night’s Masquerade

July 23rd, 2022

A Midsummer Night’s Masquerade Magic, Mischief & Madness at Stronghold Castle! Learn more here July 23rd, 2022 7:30-10:00pm Stronghold Castle 1922 IL-2 N Oregon, IL We are raising funds to support Stronghold Camp & Retreat Center in Oregon, Illinois and we need your help! The last two years have been difficult for Stronghold Castle located…

Autumn On Parade

October 1st & 2nd, 2022

Autumn on Parade, held the first weekend of October, is a volunteer based organization that includes more than 180 vendors and other events such as the Harvest Time Parade, Auto Classic, and many more family orientated events! There’s so much fun to be had at Oregon’s Autumn On Parade. See all the details and how…


July 9th-10th, 2022

Join us for our 4rd Annual Bloomfest Saturday, July 9th 9:00 AM-6:00 PM – Sunday, July 10th 9:00 AM- 3:00 PM where we will again celebrate the award winning work of daylily hybridizer Robert Ellison by displaying and selling many of the beautiful daylilies that were in his collection. Some seedlings will be blooming for…

Chana Museum Annual Sale

June 3rd-4th, 2022

This year’s benefit sale will be held on June 3rd 8:00-5:00, June 4th 8:00-12:00 at the Oregon Coliseum located at the corner of Rt 2 and Franklin Street. This annual fundraiser brings in usually enough funds to pay the expenses for the museum for a year. After this past year where the museum was forced…

Concerts in the Park

Every Tuesday Evening in June & July

Bring your lawn chair, blanket, picnic basket and wear your dancing shoes. Enjoy a variety of music on Tuesday evenings at Park West at 6:30 pm. We thank the local business sponsors for bringing great entertainment to the park for the enjoyment of all ages! Food vendors are available on site if you would like…

Hector’s Cocina Cinco De Mayo Fiesta

May 6, 2022

Join us Friday, May 6th from 5:00-8:00 pm at the parking lot behind Oregon Fire Station on 2nd st (River’s Edge Farmer’s Market Location) Food, Children’s Games, Beer Garden, Bounce House, Pinata Breaking, & Live Music from 6:00-8:00pm featuring Burn N Bush! Portion of proceeds to benefit Oregon’s Rivers Edge Farmers Market! Learn more here

Oak Lane of Oregon’s 10 year anniversary

July 9, 2022

Come enjoy Oak Lane of Oregon’s 10 year anniversary of being in business. We will be hosting a bags and dart tourney, cash prizes, door prizes, food trucks too! Contact Jodi at 815-871-0948 to enter your team. Learn more here

Ogle County Fair

July 27th- July 31st. 2022

The annual Ogle County Fair is brimming with a lively ambiance of attractions for all ages. From the classic sugar-sprinkled funnel cakes to local musicians and friendly animals, the Ogle County Fair is a unique experience for the entire family. Head to https://www.oglecountyfair.com/ to see the full schedule of events!

Oktoberfest Party

Oktoberfest Party! September 24th, 2022 4:00-9:00pm Learn more here Come out to Ogle County Brewery on Saturday September 24th for our 2nd Annual Oktoberfest Party! We’re brewing up fantastic OCB’s Oktoberfest brew with German food & drink specials all day long. The party kicks off at 4:00 pm with a ceremonial keg tapping by the…

Oregon Lions Club Annual Father’s Day Car Show

June 19th, 2022

Sunday, June 19, 2022 (7:30 AM – 2:00 PM) Car Show – Top 50 trophies, 50/50 drawing, Breakfast & Lunch served! This event is hosted by the Oregon Illinois Lions Club. Profits will be donated to various charitable causes, especially to assist those with hearing and vision difficulty. Oregon Park East 120 N River Rd

Oregon’s Candlelight Walk

Saturday, November 26, 2022 (3:00 PM - 8:00 PM)

Join us in Downtown Oregon, IL on Saturday November 26th, 2022 from 3pm – 8pm for an evening of old-fashioned holiday fun! #2 in Illinois for “Small Towns who honor Christmas in the most magical way.” See article here Oregon’s 36th Annual Candlelight Walk Includes: Horse Drawn Carriage Rides, Visit with Santa & Mrs Claus,…

Oregon’s town-wide garage sale days

May 27th & 28th, 2022

Oregon’s town-wide garage sale days are May 27th & 28th! Come to town and find some great deals! Sellers be sure to obtain your free permit online from City Hall 115 North Third Street or online at https://cityoforegon.org/garage-sale-permit/ Don’t forget to place your ads in the local papers.

River’s Edge Farmers Market

Thursdays June-September

River’s Edge Farmers Market in Oregon, IL. June-September 5:00pm – 7:30 pm on Thursday evenings along the river behind Oregon’s Fire Department. Fresh, locally grown produce, quality hand-made items, live music, fun activities for kids, & special events! See all the details here

Sledgehammer’s 2nd Annual Pub Float

July 23, 2022

Saturday July 23rd mark your calendar to be prepared to spend the whole day with Sledgehammer’s as they invade the river and float down to the bar to party! Our 2nd Annual Pub Float! Learn more here


August 27, 2022

Celebrate the winners of the US National Straw Sculpting Competition! All day event with so many fun activities. Craft & Vendor Fairs, Bale Races, Line Dancing, Live Music & Great Food! See all the details here

Trick or Drink: Oregon’s Annual Halloween Pub Crawl

Saturday October 29th, 2022

“Trick or Drink” Oregon’s Annual Halloween Pub Crawl on Saturday October 29th between 3:00pm & 9:00pm. Come on out to Oregon for a spooky good time! Learn more here Ticket price includes EXCLUSIVE specials, free drinks, shuttle & more Earn prize points! FREE courtesy spooky trailer shuttle will transport participants from downtown to outlying pubs.…

Volunteer: Decorate the town for Candlelight Walk

November 21, 2022

Do you love the way Oregon decorates for the holidays? We need your help! Candlelight Walk is so special due to volunteers like you. Easy to manage shifts, fun with Santa’s helpers, and contribute to the community you love! Register & select times and activities that are available. Learn more here

Volunteer: During Candlelight Walk

November 26, 2022

Candlelight Walk is such a fun event and that’s thanks to our amazing volunteers! If you have enjoyed the event in years past maybe you feel like it’s time to give back & lend a hand? Easy to manage shifts, and so much fun being Santa’s helpers! Register then select your shift and activity. Learn…