Oshkosh Holiday Day Trip
Nutcracker in the Castle at The Paine
1-Day Domestic Trip
Oshkosh Holiday Day Trip
Enjoy a festive holiday day trip filled with Christmas magic, delicious food and classic Wisconsin charm. From sweet treats and local cheese samples to beautifully decorated holiday displays, this memorable getaway will definitely put you in the Christmas spirit. Savor a wonderful lunch at the family-owned Red Cabin at Green Acres, featured on Wisconsin Foodie, then experience the enchanting “Nutcracker in the Castle” exhibit at The Paine Art Center and Gardens, where each room is transformed into a breathtaking Christmas wonderland. This afternoon enjoy shopping at the huge Kristmas Kringle Shoppe and visiting Haentze Floral Company to admire stunning seasonal décor and receive a complimentary Christmas plant to take home. This cheerful holiday adventure is the perfect way to celebrate the season with family and friends.
Ready to Book? Let’s Make It Simple.
If you’d like to chat first, give us a call—we’re happy to answer your questions and talk through the details. If you’re ready to secure your spot, pay the tour fee. Once it’s in, you’ll get a personal phone call. We’ll gather your traveler information, share what to expect, and answer any additional questions you might have.
1-Day Domestic Trip
Oshkosh Holiday Day Trip
Visit the Nutcracker in the Castle, shop for festive decor, and enjoy a local lunch with this Oshkosh holiday day trip.
$185 Per Person Day Trip
or call 1-888-426-1993
Trip Details
Price
Per Person Day Trip: $185
Trip Length
1-Day
Dates
Saturday, December 5, 2026
Meeting Point
Pickup Times and Locations:
8:00 AM: Pick up at Milwaukee Intermodal Station, 433 W St Paul Ave, Milwaukee, WI 53203
8:25 AM: Pick Up at Watertown Plank Park and Ride, 10600 W Watertown Plank Rd, Wauwatosa, WI 53226
Ending Point
Drop off Times and Location:
5:45 PM: Drop Off at Watertown Plank Park and Ride, 10600 W Watertown Plank Rd, Wauwatosa, WI 53226
6:00 PM: Drop Off at Milwaukee Intermodal Station, 433 W St Paul Ave, Milwaukee, WI 53203
Included
Meals: 1 Lunch at Red Cabin at Green Acres plus cheese and candy samples
Transportation: Private motorcoach transportation between destinations for the duration of the entire tour.
Local Guide: Fully escorted tour with an experienced guide to ensure a seamless experience.
Taxes and Service Charges: All applicable taxes and service charges included.
Attractions:
- Visit a candy and cheese shop and try some delicious samples
- Lunch at Red Cabin at Green Acres. We love this spot because it was featured on Wisconsin Foodie and is a family owed restaurant
- Explore the Nutcracker in the Castle at the Paine Art Center in Oshkosh. See the story of the Nutcracker come to life as we explore each Christmas decorated room at the Art Center.
- Time to shop at the huge year-round Kristmas Kringle Shoppe
- Enjoy beautiful flowers and decorations at the Haentze Floral company and take home a complimentary Christmas plant
Taxes and Service Charges: All applicable taxes and service charges included.
Not Included
Parking Fees: At pick up/drop off locations
Gratuities: For the Tour Director and Driver are at your discretion
Itinerary
Lunch Included
This morning, after departing from your selected pick-up location, we’ll make our way toward Oshkosh. Begin the day with sweet treats and local cheese samples before enjoying a wonderful lunch at the family-owned Red Cabin at Green Acres, featured on Wisconsin Foodie.
This afternoon, visit The Paine Art Center and Gardens for the enchanting “Nutcracker in the Castle” exhibit, where every room is transformed into a breathtaking Christmas wonderland inspired by the classic holiday story.
Later, enjoy time to shop at the huge Kristmas Kringle Shoppe and visit Haentze Floral Company to admire stunning seasonal décor and receive a complimentary Christmas plant to take home. This cheerful holiday getaway is the perfect way to celebrate the season with family and friends.
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