Looking for some fun Valentine's Day activities? Whether you plan to spend your Valentine’s Day with family, or looking to take your sweetheart on a date night out - check out the many things to do in Oshkosh!

Things to Do with the Entire Family

Fall in LOVE with Handmade Urban Craft Fair - Saturday, February 10th, 2024

Take the family out for a shopping day! The Fall in LOVE with Handmade Urban Craft Fair at Becket's in Oshkosh is hosting over 40 vendors & live music! Plus - a portion of the boothe fees will benefit The Oshkosh Area Humane Society. Join from 10am - 2pm.

SOLD OUT! Downtown Oshkosh Chocolate Stroll - Saturday, February 10th, 2024

Downtown Oshkosh is excited to announce their Annual Chocolate Walk! This event is sure to satisfy every sweet tooth as each stop will have a delicious chocolate treat for you to enjoy. Spend the Saturday with your sweetie or family in Downtown Oshkosh. Plan to come down early for lunch, then enjoy the stroll with shopping at your great Downtown stores and a delicious treat at each.

Winter Flight Fest at EAA - Saturday, February 10th, 2024

While EAA’s Winter Flight Fest will feature a variety of hands-on activities for families to enjoy, the skiplane fly-in has been canceled due to a lack of snow. All other museum activities will still take place on February 10 from 8 a.m. to 4 p.m. and are included with regular museum admission. The museum activities include:

  • Wright Flyer simulator – Take the controls of the first powered airplane at Kitty Hawk
  • Paper airplane launcher – Fold your best creation and see how it flies
  • Aviator BINGO – Join an aviation-themed BINGO game with a twist.
  • Pararescue challenge, where kids design a miniature parachute and test it in a wind tunnel
  • Indoor model airplane flying – Discover what it takes to build and fly a radio-control model
  • Rotorcrafting – build your own helicopter with a working rotor from recycled household materials

EAA Winter Flight Fest

Valentine's Benefit with the Morgan House - Saturday, February 10th, 2024

Valentine's Benefit for the Winnebago County Historical Society featuring gift vendors: Touchstone Crystal, Midwest Antique Galleries, Red Apple Vixen Boutique. Raffle baskets generously donated by local businesses & sponsors serving complimentary sweet treats & punch.

Valentine's Cookie Decorating Class - The Sweet Petite Bakeshop - Tuesday, February 13th, 2024

Grab your sweetheart, galentines or family and come join a Valentine's cookie decorating class. This interactive step-by-step live taught class is perfect for the beginner, no experience necessary. Join at Copper Hall in Oshkosh from 6 pm - 8 pm!

Annual Daddy Daughter Dance: Disney Royal Ball with the Oshkosh YMCA - Saturday, February 17th, 2024

Don’t miss out on the chance to twirl your little girl around the dance floor at this year's Disney Royal Ball Daddy Daughter Dance! Dads (or Uncle, Grandpa, or male special guest) and daughters will take part in an evening of everlasting memories including dinner, drinks, music, dancing, a photo booth with a take-home keepsake + more FUN! Don’t forget to dress in your best ball attire and we will see you on the dance floor. Ages 3-11 from 5:30pm-7pm at the 20th Avenue YMCA!


Grab some Sweet Treats

Hughes Home Maid Chocolate Shop


Things to Do with Your Sweetheart or Gal Pals

Speed Painting at Fire Escape - Friday, February 9th, 2024

It's like speed dating, but Fire Escape style. This event is catered to those who are looking to get out of their comfort zone and meet new people, whether that be friends, lovers, or just to socialize!

Valentine Partner Yoga with Embody Yoga - Saturday February 10th, 2024

Partner yoga is a fun, interactive way to experience yoga. The simple act of breathing together can be transformative. Partner yoga goes beyond with touch, eye contact and playfulness to heal and build trust and loving kindness in your relationship. This 2 hour workshop is for couples, friends or family members of all levels, no yoga experience required - 3pm-5pm!

Galentine's Day at Bowenstreet Makers Market - Tuesday, February 13th, 2024

This event is for all ages! Here’s what to expect: Tarot readings, V-Day themed nails, tinsel hair, flower bouquets/crowns, charcuterie snacks and V-Day themed n/a beverages! Also, photo ops! PLUS-discounts and door prizes!

Suds & Sweets - Mr Brews Taphouse - Wednesday, February 14th, 2024

Celebrate Valentine's Day with Suds & Sweets, starting at 4pm at Mr Brews Taphouse. Experience a flight of 4 unique beers from Mobcraft Brewing, expertly paired with 4 featured sweets from local businesses (Hughes Chocolates, Oaks Chocolates & Caramel Crisp)! Don't miss out on this flavorful pairing for just $20!

Sturgeon Spirits - Wednesday, February 14th, 2024

Oshkosh's very own craft distillery is offering some fun Valentine's Day specials! Purchase special gift boxes for that someone special featuring Oak's chocolate liqueur and chocolates! Also enjoy 2 cocktails for $14 in the tasting room. Learn more here.

Valentine's Sale & Sip - Elsewhere Market - Tuesday, February 13th & Wednesday, February 14th, 2024

Elsewhere's market side will remain open until 6pm on Tuesday, February 13 and Wednesday, February 14! Pick up any last minute Valentine's Day gifts or cozy up to a lovely glass of wine before your special Valentine's Day dinner. New jewelry is arriving weekly, with some very special pieces for this loving time of year. Shoppers will receive a special 14% off all Market merchandise as a sweet Valentine's treat on both days. 

JAZZ ORCHESTRA - Dinner + Concert + Dancing - Wednesday, February 14th, 2024

A SWEET WAY TO SWING YOUR VALENTINE! Jazz Coterie live music concert series presents a special Valentine’s event! Featuring the Wisconsin Jazz Orchestra in our pop-up jazz club at The Howard in Oshkosh, Wisconsin. Doors open at 5:30, Dinner starts at 6:00, and the jazz concert begins at 7:00pm. Purchase tickets HERE!

Bowling For Lovers - Thursday, February 15th & Friday, February 16th, 2024

The Howard’s Culinary Team brings you a 3-course menu to enjoy as you celebrate love with your love - enjoy signature cocktails oozing with TLC in addition to the full Lanes bar offerings. Whether you are a bowler or prefer a cocktail lounge and wine accompaniment, let us do the planning for your Valentine's or Galentines evening.

Have a sweet galentine you'd love to treat? Check out our Galentines Day blog for more things to do and events tailored to you two!

There is SO much to do this Valentine's Day in Oshkosh! Let us know your 2024 Valentine’s Day plans!

Stay the night in Oshkosh—click here for overnight options!