Stillwater Stories

Blog

A 90s Summer is Calling, Find it in Stillwater, MN!

Do you remember a summer not measured by screen time?

It was riding your bikes until the streetlights came on, spending your allowance on candy, wandering around town with nowhere to be, and grabbing an ice cream cone to end the day. Summer days felt endless, and the best, most memorable times were the ones that weren’t planned.

Maybe you remember the 90s, maybe you don’t. Either way, everyone knows and cherishes that 90s summer feeling! Lucky for us, that feeling isn’t gone! It’s waiting for you in Stillwater, Minnesota.

9:00AM: No Notifications, Just Adventures

Forget the phone. Instead of checking notifications, enjoy the present moment.

Begin your morning with a cup of coffee from Mike and Kat’s Other Place or fuel up with breakfast from The Daily Grind before wandering through historic downtown Stillwater. Skip the GPS and let your curiosity lead the way. Pop into an antique store, browse local boutiques, or simply stroll down Main Street with nowhere specific to be.

Screenshot 2026 07 29 at 11.27.21 AM
The Daily Grind
Screenshot 2026 07 31 at 11.30.52 AM
Mike & Kat’s Other Place

11:00AM: Ride Until You Find Something Cool

If there was one thing every great summer had, it was riding bikes for hours without a destination.

Screenshot 2026 07 31 at 2.48.59 PM
📸 Herman Electric Bikes

Bring your own or rent a bike from Herman Electric Bikes to cruise along the scenic St. Croix River, pedal across the Historic Lift Bridge, or explore the many trails nearby at your own pace. Stop whenever something catches your eye, whether it be a scenic spot, a local shop, or a quiet place to take in nature. There’s no finish line!

12:30PM: Eat Lunch Outside

Nothing says summer quite like enjoying a good meal outside. Make sure you spend a little extra time soaking up your surroundings, you’re in no rush today.

Here are some spots to enjoy some fresh air and a good meal:

  • Brick and Bourbon – An intimate rooftop bar with an amazing view of the St. Croix River.
  • QuickFire Pizza – Quiet and tucked away, enjoy some delicious wood-fired pizza!
  • Oasis Cafe – A local favorite tucked into a rocky bluff known for its burgers, breakfasts, and pies.
  • Papa’s Rooftop – A panoramic view of the river, historic lift bridge, and downtown district of Stillwater on the rooftop.
  • Lolito – Their wildly popular margaritas are some of the best around and best enjoyed on their back patio in the summertime!
Lolitos patio summer drinks
Lolitos
brick and bourbon1 small 768x541
Brick and Bourbon
Screenshot 2026 07 31 at 2.46.32 PM
QuickFire Pizza

Want even more patio inspo? Check out our Patios to Visit in Stillwater blog for more outdoor dining ideas!

Watch the boats drift down the river, listen to the buzz of downtown, and enjoy the slower pace of the summer months.

2:00PM: Spend Your Allowance

Do you remember walking into a candy store with a few dollars and feeling like you had a very important decision to make?

2024 Anna outside Candyland (5) Liv Henson
Candyland
2024 Tremblay's Candy dispensers horizontal (3) Liv
Tremblay’s Sweet Shop
2024 Grandpa Joe's interior horizontal (2) Liv Henson
Grandpa Joe’s Candy Shop

Relive that excitement by stopping into one of Stillwater’s candy shops. Treat yourself to saltwater taffy and homemade fudge from Tremblay’s Sweet Shop, the famous Chicago Mix popcorn or fine chocolates at Candyland, or childhood favorites and international candies at Grandpa Joe’s Candy Shop.

3:00PM: Enjoy (and Capture) the Day

Slow down for an afternoon that doesn’t need an itinerary.

Head to Lowell Park, spread out a blanket, crack open a book, or simply watch the people and boats pass by. Bring a deck of cards, toss a frisbee with friends, or enjoy doing absolutely nothing.

1
📸 Finnley the Corgi
2
📸 Emily Urfer
3
📸 Nora Ryan

Pretend your camera roll only has 27 photos left. Better yet, grab a disposable camera before your trip and make every picture count! Capture the colorful storefronts, the Historic Lift Bridge, your favorite meals and treats, and the people you’re making memories with. Take pictures for yourself, not for your feed!

Matt's basement 2
Screenshot 2026 08 03 at 2.38.45 PM

If you’re looking to cool off or continue the fun indoors, stop by Matt’s Basement for games, boba tea, and a laid-back vibe that brings back childhood memories. Don’t miss the vintage-style photo booth on the north end of the Freight House deck! Leave Stillwater with a keepsake that’s a lot more fun than another photo sitting in your camera roll.

5:00PM: Picnic in the Park

No perfect summer day is complete without a picnic.

Screenshot 2026 07 31 at 11.38.06 AM
E’s Gourmet Sandwiches
508088110 1146460604187287 7223136238471076037 n
River Market Co-op

Grab sandwiches to-go from E’s Gourmet Sandwiches or ready-to-eat salads, soup, and snacks from River Market Co-op, then head to Lowell Park or Pioneer Park for a picnic with scenic views of the St. Croix River.

Find a spot in the grass, kick off your shoes, and enjoy a simple picnic while watching boats drift by and people stroll along the riverfront.

6:30PM: Ice Cream Time!

Whether you always saved dessert for after dinner or convinced your parents to let you have it first, no summer day was complete without a frozen treat.

Treat yourself to a hand-crafted popsicle from Sticks, or an old-fashioned malt from Leo’s before taking another stroll through downtown.

Ice Cream Date at Leo's Apryl Cave
Leo’s Grill and Malt Shop 📸 Apryl Cave
Sticks ice pops
Sticks, The Ice Pop Shop

Don’t worry if it melts a little; that’s part of the experience! After all, sticky hands and melting ice cream are practically a summer tradition. If you’re looking for more adventures, embark on a delightful journey through the Stillwater Treats Trail, where you can indulge in delectable treats from nine local businesses that promise to satisfy every craving.

8:00PM: Stay Out Until the Streetlights Come On

As the sun starts to set, don’t be in a hurry to head inside for the night. Take one last walk along the river, watch as the sky turns pink and orange over the St. Croix. Soak in the peaceful sounds of a Minnesota summer night.

Copy of Page 2 to 3 spread downtown Main Street evening summer Jerry Wiese
📸 Jerry Wiese

Maybe that’s what made ’90s summers so unforgettable. They weren’t about checking things off a list or capturing the perfect post, they were about simple moments becoming lifelong memories. The best part? You don’t need a time machine to experience one. You just need a couple days in Stillwater, MN.

Need ideas for lodging? Explore our many options here!

Stillwater Liftbridge sunset Brian Breheim
📸 Brian Breheim

Final Challenge: Can You Complete the Stillwater 90s Summer Checklist?

  1. Ride a bike.
  2. Buy your favorite candy or sweet treat.
  3. Read by the river.
  4. Watch the sunset.
  5. Put your phone away for an hour.
  6. Eat outdoors.
  7. Wander into a shop you’ve never visited.
  8. Stay outside until the streetlights come on!
BikesPicnic

Share your 90s summer adventures in Stillwater, MN with us! Share your experiences by tagging @DiscoverStillwater and using #DiscoverStillwater on Instagram, Facebook or TikTok.

Written byinfo

Categories: Uncategorized

Get latest updates from Stillwater

[mc4wp_form id=912]
image

Follow Us Today

FOR MUST-SEE DISCOVER STILLWATER