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Stillwater ExperienceS & Tours

Staying at our Boutique Hotel in Stillwater is always exciting, and planning your getaway is even easier when you book your adventures all in one place. Choose from romantic boat rides on the St. Croix River, guided hiking or biking tours, scenic hot-air balloon flights, and local wine-tasting experiences that add memorable moments to your stay.

Browse our fun listings below to add to your getaway to Stillwater, MN:

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The exterior of The Valley Bookseller, a brick and yellow building with green awnings and parked cars in front.

Starting at $10/guest

Totally Criminal Cocktail Hour

A stone wall features a round metal sign reading "Two Sile Winery & Vineyard," with a cowhide rug on the floor.

Starting at $467.50/guest

Pappouli’s VIP Cave Rental

A white riverboat, named Grand Duchess, is docked on calm water at twilight, illuminated by festive string lights.

Starting at $65/guest

Vineyards of the Croix Wine Cruise – Sept 18

A boat floats on calm, reflective water under a bright orange sunset sky.

Starting at $75/guest

LAFF Boat Comedy Dinner Cruise – 6:30 PM

Two white cruise boats travel on a river in front of a tree-covered hill under a blue sky with clouds.

Starting at $15.50/guest

Fajitas, Margaritas & River Views

Aerial view of a white multi-deck passenger boat docked in a calm river near a grassy shore under a clear blue sky.

Starting at $15.50/guest

Italian Lunch Cruise on the St. Croix

A group of people sit on a Tally's Dockside pontoon boat docked at a pier under a cloudy sky.

Starting at $360.40/guest

22' Deluxe Pontoon Boat Rental – White Bear Lake

A passenger riverboat is docked on a calm river under a dramatic sunset sky with streaky clouds.

Starting at $15.50/guest

Join us for our Mother’s Day Brunch Cruise!

An arched sign reading "HUDSON WIS." spans two stone pillars near a river with a boat, flanked by flowers and lamps.

Starting at $14/guest

Mother's Day Brunch Cruise

A white multi-deck tour boat sits on calm water at sunset, with a smaller vessel nearby against a hazy shore.

Starting at $15.50/guest

Friday Italian Sunset Dinner Cruise