1-Night Itinerary: The Perfect Stillwater, MN Overnight Trip
Planning a quick escape? This Stillwater, MN overnight trip is perfect for a romantic getaway or a spontaneous adventure with a blend of history, good food, and nature. In just 24 hours, you can experience the best of this river town: elegant dining, small-town strolls, and a cozy B&B. Whether you’re driving in from the Twin Cities or adding Stillwater to a longer Minnesota road trip, here’s your guide to a memorable night away.
Stillwater, MN Overnight Trip Overview
This overnight trip to Stillwater, MN offers delicious food, scenic walks, and a stay at a historic bed and breakfast, perfect for a quick getaway.
➡️Day 1: Check-in at Ann Bean Mansion, Domacin Restaurant & Wine Bar, Evening Stroll
➡️Day 2: Gourmet Breakfast, St. Croix River Cross Loop Trail, Melt Pizza Company
Day One: Check-in, Dinner, Evening Walk
Check in at the historic Ann Bean Mansion, after getting situated and enjoyed a welcome drink, enjoy dinner and an evening walk.
Afternoon / Evening
Arrive in Stillwater between 4:00-6:00 PM and check into the Ann Bean Mansion, a historic bed and breakfast known for its charming rooms and personal touches. Once you’re settled into your room (we have always stayed in Cynthia’s Room), take a short walk (1/2 mile) to Domacin Restaurant & Wine Bar for a relaxed, upscale dinner (reservations recommended).Stillwater is a charming, hilly town. If you have any mobility challenges, I would recommend that you walk to dinner. Don’t worry, many of the key spots are a short drive apart, making it easy to explore without the extra effort.
I recommend that you start your evening with the Wine Lover’s Plate and scallops, then share the rich and flavorful Risotto Bistecca. They offer a rotating menu based on the seasons, so if you don’t see these particular dishes during your visit, anything you choose is sure to satisfy. Don’t skip dessert, the gelato is a great way to celebrate your night away. Explore their Staff Picks wine menu for a glass that perfectly complements your meal.
After dinner, take a look at the wine shop, you might just discover a special bottle to take home for the evening. We stumbled on a wine from Frog’s Leap Winery, which brought back memories of our Napa trip. [Full Napa Valley Itinerary can be found here!]
If you want a little more adventure before heading back to the B&B, walk down St. Croix Scenic Byway and check out some of the local shops. Wrap up your evening with a cozy wind-down in your room, perhaps with some Netflix and that newly discovered bottle of wine.
Day Two: Breakfast, St. Croix River Cross Loop Trail, and Pizza
Today is all about the luxury of staying in a bed and breakfast and enjoying breakfast delivered to your room, scenic walks along the St. Croix, and Detroit-style pizza.
Morning
Wake up to breakfast delivered to your room at the Ann Bean Mansion. Their gourmet breakfasts are a highlight of the stay, and they happily accommodate dietary needs like gluten-free.
Afternoon
After breakfast, check-out and take a short drive to downtown Stillwater and enjoy a stroll along the St. Croix River Crossing Loop Trail. This 4.7-mile loop connects the iconic Lift Bridge and the St. Croix Crossing Bridge, giving you beautiful views of the river and the town. Make sure to pack some water and enjoy the views. This would make a great biking adventure if you prefer not to walk. Bring your own bikes or take advantage of the convenient rental options in downtown Stillwater, including both traditional and e-bikes for an extra boost.
Evening
As your walk works up your appetite, treat yourself to lunch at Melt Pizza Company. This spot is a gem, offering gluten-free Detroit-style pizza and vegan cheese options. While you wait (Detroit-style takes a little longer), enjoy their roasted cauliflower wings with Tajin honey and try one of their signature cocktails, we loved the Mezcal Basil Smash and the Bae Hive.
Split two pizzas to sample more of the menu, we recommend the Dream Team and Drunken Love. It’s totally worth the leftovers.
After your meal, it’s time to head home. Stillwater may be a small town, but in just one night, you’ll create memories that will stay long after the drive back.
Where to Stay in Stillwater, MN
Stillwater, MN offers a variety of great lodging options for any kind of getaway. While I personally recommend the charming Ann Bean Mansion Bed & Breakfast for its historic character and walkable location, there are also excellent hotels and vacation rentals nearby if you prefer something more traditional or private. Here are three great places to stay in Stillwater.
📍Bed & Breakfast: Ann Bean Mansion Bed & Breakfast I’ve stayed here five times now, always in Cynthia’s Room. Their breakfast is consistently one of the best I’ve had, and I love the option to have it delivered right to your room.
📍Hotel: Hotel Crosby I stayed here for one night and loved its central location, perfect for exploring downtown Stillwater. The on-site restaurant, Matchstick, is a great dining option, and while the rooftop hot tub can get busy in the evenings, it’s absolutely magical in the quiet of the morning.
📍Vacation Rental: VRBO If you prefer a more private experience, Stillwater has plenty of charming VRBO options, whether you’re looking for a cottage near the river or a stylish loft right in the heart of downtown. It’s a great way to enjoy more space and flexibility during your stay.
How to Get Around Stillwater, MN
Stillwater is a charming, historic town with a lot to offer, and fortunately, getting around is quite easy, especially for those who enjoy walking. The downtown area is very pedestrian-friendly, with most attractions, restaurants, and shops located within walking distance of each other. However, Stillwater is known for its hilly terrain, so be aware if you have any mobility challenges. If needed, consider driving short distances to avoid the steeper inclines.
For those who prefer not to walk, there are several options:
- Parking: Stillwater has ample street parking and several public lots, especially near the downtown area. For those staying overnight, your accommodation will often provide easy access to parking.
- Rideshares: While Stillwater doesn’t have extensive public transportation, taxis and rideshare services like Uber or Lyft are readily available to get you around town or to nearby attractions.
- Bicycles: If you’re feeling adventurous, you can rent a bike from local shops to explore the town. There are also beautiful walking and biking paths around the St. Croix River.
FAQs
Here are answers to the most common questions travelers have when visiting Stillwater, MN.
What is there to do in Stillwater, MN for a weekend getaway?
Stillwater, MN is the perfect weekend getaway with its walkable downtown, scenic river views, great restaurants, and historic charm. You’ll find unique shops, wine and breweries, and beautiful trails to explore. I’ve put together an itinerary to help get your planning started!
Is Stillwater, MN walkable?
Yes, downtown Stillwater, MN, is highly walkable. The historic Main Street area is especially pedestrian-friendly, featuring locally owned shops and restaurants, all within easy walking distance.
What are the best restaurants in Stillwater, MN?
Stillwater, MN offers a variety of dining options to suit all tastes. Some of the best restaurants include (in no order):
- Domacin Wine Bar – Known for its extensive wine list and seasonal dishes.
- Melt Pizza – Specializes in Detroit-style pizza with gluten-free and vegan options.
- Matchstick Restaurant & Spirits – Offering American classics and craft cocktails.
- LOLO: American Kitchen & Craft Bar – Creative American dishes, including Korean BBQ-style tacos and vegan bowls.
- The Velveteen Rabbit – A Prohibition-era themed speakeasy with craft cocktails and small plates.
- The Wild Hare – Features vegan and vegetarian dishes alongside traditional bar fare.
What is the best time of year to visit Stillwater, MN?
Anytime is a great time to visit Stillwater! The city offers a variety of events year-round, making it an attractive destination no matter the season. In the winter, you can enjoy beautiful ice castles and snow sculptures, while fall brings stunning colors and events like the Great Pumpkin Festival, featuring some of the largest pumpkins around. Each season offers its own unique charm, so there’s always something to see and do!
Final Thoughts on Your Stillwater, MN Overnight Trip
A Stillwater, MN overnight trip offers the perfect blend of relaxation, scenic beauty, and delicious dining, all packed into a short but memorable trip. From its historic sites to its breathtaking views of the St. Croix River, Stillwater provides an unforgettable experience for anyone looking to escape everyday life. You might just find yourself planning your next visit before you even leave!
Safe Travels, Jacki
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