Fall Fun in Downtown Oshkosh

While the leaves are falling from the trees, Downtown Oshkosh is thriving with activities to do. We have rallied up all the fun things you can do this Fall in Downtown Oshkosh!

Halloween BOOtique Crawl

On October 24th from 2:00 until 6:00 pm, downtown businesses will be participating in a fun-filled afternoon. Each event participant will receive a Trick-or-Treat basket and a punch card. At each shop, there will be treats, fun activities and discounts. Don’t forget to fill up your punch card for a chance to win the witch’s cauldron which will be filled with treats, gift cards and goodies from our downtown shops. Click here, to purchase your $10 ticket!

Participating Businesses include:

Olive & Rose Boutique
Brinkley’s Boutique
Main Street Menswear
The Pampurr’d Pet
Adventure Games & Hobby
Copper Hall
Market Boutique
2 Blondes
Rachel Anna Massage
The Turquoise Door
Frugal Fashion

Walk through the Farmer’s Market

Get it before it’s gone! The farmer’s market takes place every Saturday on Main Street from 8:00 am until 12:30 pm and will be held downtown until the end of October. You will find an assortment of in-season fruits and vegetables, artisan bread, meats and poultry, crafts and food trucks.






Grab some tasty treats

Caramel Crisp Cafe
Get your pumpkin fix at Caramel Crisp Cafe. They have pumpkin spice cake, pumpkin cheesecake and an array of pumpkin-flavored cookies. There are also caramel apples to enjoy as well.

Planet Perk
Order a pumpkin spice latte that can be hot, iced or blended. Other delicious seasonal drinks include hot cider, spiced chai lattes and mocha mint lattes. For treats, Planet Perk has pumpkin muffins, pumpkin chocolate chip cookies, Happy Bellies scones and muffins. 

New Moon Cafe
New Moon Cafe has a variety of seasonal drinks to enjoy. Drinks include the Headless Horseman which is pumpkin spice and white mocha, caramel cinnamon, mocha hazelnut, white chocolate raspberry and apple cider.

Wagner Market
If you are looking for a variety of seasonal goods, check out Wagner Market. Here they have lots and lots of seasonal craft beers. Their specialty handmade brats for Autumn are the Harvest Brat and Octoberfest Brat. Wagner Market also makes fresh pizzas with seasonal produce, soups and delicious mini turkey pot pies with lots of fresh herbs.

Tarot card reading

Gain new insight into yourself and what influences you at Main Street Awakenings. Here they offer tarot card readings for $15. Call, text or stop into the shop to make an appointment. Afterward, browse the selections of incense, candles, jewelry, crystals and more!


Find some entertainment

Adventure Games & Hobby
Gather for a game night or pick up a spooky game to bring home from Adventure Games & Hobby. They also have puzzles and cute plush toys.

Specializing in discounted used electronics and entertainment, Mojos has an expansive and ever-changing inventory. Stock up on scary movies and books to bring home!

Caramel Crisp Cafe
We mentioned their treats, but did you know that Caramel Crisp Cafe now has a book section? Here you can find books in all genres and for all ages.

Hang out at Opera House Square

Grab a blanket, a good book and a snack and head over to Opera House Square to enjoy the autumn air and changing leaves. Opera House Square is well-known for one of the largest sundials in the country and is located in the heart of Downtown Oshkosh.

Shop for fall decor

Market Boutique on Main

Full of goodies, Market Boutique has fall candles, throw pillows, clothing and more!


Find some treasures made by local artists at Soiree. They have been receiving a bunch of holiday and fall inventory to fill your home with cozy, seasonal vibes.

The Turquoise Door

New to downtown, the Turquoise Door offers high-quality home decor at a great price. Find your next statement piece or grab a plant.

Don’t forget to tag @DowntownOshkosh and use the hashtag #MyDTO in all your posts so we can see what you do!


Blog by: Crystarra Batten

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