How to Celebrate the Holidays in Oshkosh, WI

Halloween has passed and as of November 1st, it is officially the holiday season! There are so many great events and attractions right here in Oshkosh. From shopping the downtown stores to hunting for elves or treating yourself to some holiday treats, you’ll love spending the holidays in Oshkosh, Wisconsin. 


Nutcracker in the Castle at Paine Art Center

The holiday season is arguably the best time to visit the Paine Art Center & Gardens. From late November to mid-January, the entire estate is decorated with mesmerizing lights, Christmas trees, and a gorgeous collection of wooden nutcrackers. Each room unfolds like a page in a storybook unveiling a different scene in the Nutcracker. Immerse yourself in the story with a self-guided and socially distanced tour through the mansion. 


Sip on a Seasonal Beer

While your standard German pilsner or IPA may be your usual go-to, venture out of your comfort zone and try a seasonal ale! Made with holiday flavors like cinnamon and nutmeg, to peppermint, to apple pie inspired brews, you may just find your new favorite holiday drink. Oshkosh Is Home To Some Incredible Breweries that you can visit this holiday season. You can also stop by Wagner Market and browse their selection of over 500 craft beers. 


Embark on an Elf Quest at The Oshkosh Museum

Are you seeing elves everywhere? Don’t blame the eggnog, it’s the Oshkosh Museum! Each year, elves take over the museum for the annual Holiday Elf Quest. You can take part in the Elf Hunt by visiting the museum and looking for these little fellows. If you find this task too easy, then take on the challenge of the Extreme Elfish Expedition. This Elf Quest is the perfect excuse to visit the museum and admire the collection of decorated trees across the Sawyer Home. 


See a Show at The Grand Oshkosh

Oshkosh’s very own Grand Opera Theater knows how to get you into the holiday spirit. With half a dozen holiday-inspired sets, you’ll be sure to find something you’ll love. This year, The Grand is hosting two ways to enjoy music. You can buy tickets and enjoy an evening in the theater with special COVID procedures or enjoy the show from the comfort of your own home with new livestream tickets. 


Go Holiday Shopping in Downtown

Oshkosh boasts a great selection of stores, perfect if you’re seeking a unique gift for that special someone. Downtown is home to chic and trendy boutiques, antique shops with gems just waiting to be found, and all sorts of specialty stores. Check out some of Our Favorite Shops & Boutiques in town and complete all of your holiday shopping in one easy outing. 


Satisfy Your Sweet Tooth

It’s not like there’s a shortage of sweets during the holidays, but if you want some of the tastiest morsels of heaven, head to Hughes Home Maid Chocolates or Oaks Candy to get your fix. Hughes has become one of the most desirable chocolatiers in the country and you can pick up irresistible chocolates, caramels, and pecan clusters. Oaks Candy boasts a wide range of treats from fresh roasted nuts to homemade toffee to decadent fudge. Pick up some treats for yourself and a couple extras to use as stocking stuffers! 


Admire the Oshkosh Celebration of Lights

After the sun sets and the skies get dark, Menominee Park lights up with holiday cheer. Every night from November 27, 2020 through January 2, 2021, the Celebration of Lights covers the park with over a million twinkling lights. Drive through the park and take in the lights and holiday music. 


Stay at Brayton Bed & Breakfast

The Brayton Bed & Breakfast in the heart of Oshkosh is a delight anytime of year, but during the holiday season, this refined B&B is downright cozy. The house exudes Christmas cheer. One of the best aspects is the rotating evening deserts. Return to the house after your dinner or show and find a jar of irresistible, holiday inspired treats. Unwind this holiday season and let your worries melt away. 


Get your holiday cheer this year in Oshkosh, Wisconsin! With merry events, great holiday shopping, and a gorgeous B&B, this holiday season will be one for the books. 

Ready to go spend the holidays in Oshkosh, WI? Book a stay at the lovely Brayton Bed & Breakfast, where modern luxury meets historic style.