November is the month to launch us into the holiday season and there’s lots happening around our area like open houses, holiday markets, Does Day Out shopping events, and more. And since there’s so many holiday celebrations happening in November, be sure to check back later this month, when I will have another post highlighting the holiday kick-off celebrations, Thanksgiving-related festivities, and Small Business Saturday events.
Have an event that’s not listed in this post and want me to shout out your event on social media? Tag me on Facebook or Instagram and I can share the event in my stories.

Wednesday, Nov. 4
Coconut Grove boutique in Washington is hosting a Christmas Open House from 4-8 p.m. that will feature complimentary Christmas cocktails and an evening of holiday cheer and shopping.
Learn more.
Friday, Nov. 6
Salty Siren in Union is hosting a series of Holiday Markets indoors throughout November. Shop from local vendors, enjoy a hot cocoa station, find tattoo artists taking walk-ins, and tarot readings. This event repeats on Nov. 8th, 14th, 22nd, and 29th.
Get more details.
Friday, Nov. 6
Celebrate Hermann’s creative community with an evening filled with local artists, creative vendors, live music, unique shopping, food, drinks, and plenty of reasons to explore downtown at the Here in Hermann event. The festivities begin at 3 p.m. and go until 7 p.m.
Find out more.
Saturday, Nov. 7
The 15th Anniversary of Pinckney Bend Distillery will feature Savy’s Food Truck and Cosmic Donuts, as well as drinks, games, vendors, and more.
Get more info.
Saturday, Nov. 7
Route 66 State Park in Eureka is hosting a Route 66 Centennial Celebration from 10 a.m. to 4 p.m. Enjoy live music, find food and drinks from food trucks, take a hayride, explore the park in a guided hike, and more.
Get the details.
Tuesday, Nov. 10 – Tuesday, Nov. 17; Sunday, Nov. 22
Wanderlust Chocolate in downtown WashMo is hosting several Create Your Own Advent Calendar events. Attendees will fill their advent calendar with the delicious Wanderlust chocolate of their choice. Cost to attend is $45 and includes the advent calendar, chocolate nibbles, and one cup of decadent hot chocolate.
Find out more & register.
Friday, Nov. 13
Shop local, enjoy some drinks, make memories, and maybe even win some cash at the Rosebud Ladies Night Out event from 4-9 p.m. Visit the stores, restaurants, and other businesses located along U.S. Highway 50 in Rosebud.
Learn more.

Saturday, Nov. 14
Head to McKelvey Vineyard for a Doe’s Day Out for live music, brunch, mimosas and sangria. This ticketed event costs $30 in advance or $35 at the door, and the festivities begin at 11 a.m.
Find out more.
Saturday, Nov. 14
The River of Oz Art Fair at St. James Winery in St. James beginning at 11 a.m. Featuring a Route 66 Paint N’ Sip Party and celebrate 100 Years of Historic Route 66 with us, shop local art, and find great holiday gifts!
Get more info.
Saturday, Nov. 14
Gather your crew of four and be the first to finish a custom-made 300+ piece puzzle, devour an extra-large pizza, and drink 12 sodas at the Pizza, Puzzle, and Pop Family Competition in Pacific. Feeling competitive? You can also purchase a sabotage to throw off the other teams and give yourself the edge!
Get more info.
Saturday, Nov. 14
Over 60 vendors fill the cafeteria and gymnasium with their hand-crafted creations at Immaculate Conception’s Holiday Market in Union from 8 a.m. – 2 p.m. Hank Scheel will be crafting wood sculptures out front on State Street, Pancake Poppers will be serving up scrumptious Lil pancakes, ice cream will be served up by BoxCar Express food truck as you enter the gym, plus cotton candy, hotdogs,and other foods will be available inside. Essence Salon & Spa will offer free massages.
Find out more.
Saturday, Nov. 14
Head to Union for a Ladies’ Afternoon Tea event from 1-3 p.m. Hurry, only 30 tickets available, so reserve your spot.
Get details.
Saturday, Nov. 14
Downtown Washington is hosting a Does Day Out event and a number of businesses are participating. Spend the day shopping, dining out, and fun.
Learn more.
Saturday, Nov. 21
Bring the whole family for breakfast and lunch while you shop at the Fall Craft & Vendor Fair in Villa Ridge from 9 a.m. – 2 p.m. Shop from 80+ vendor booths and support local crafters and vendors, and support local missions.
Find out more.
Saturday, Nov. 21
The Fraternal Order of Eagles Ladies Auxiliary in Sullivan will be hosting its annual Fall Craft & Vendor Fair from 9 a.m. to 2 p.m. Santa will be visiting 11 a.m. to 1 p.m.
Get more info.