Find Winery Hotels in Portland, WI from CA $313

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Our top choices for Portland hotels with winery

Justin Trails Resort, LLC.

Justin Trails Resort, LLC.
3.0 star property
Sparta
9.6 out of 10, Exceptional, (38 reviews)
"Wonderful stay. Clean and comfortable. Breakfast was homemade and amazing! The owner Donna was very welcoming. we will be back!"
United States
Kim
The price is CA $294
CA $313 total
includes taxes & fees
Mar 30 - Mar 31
Justin Trails Resort, LLC.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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Frequently asked questions

How much does a winery hotel in Portland cost?
Enjoy staying in a winery hotel in Portland, with plenty of hotels from CA $313 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, and may vary depending on the location, season, and hotel amenities. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during the weekend or around public holidays.
Which area of Portland is best to stay in for vineyards and wineries?
The charming area of southwest Wisconsin, particularly around Portland, is a delightful choice for travellers seeking an immersive vineyard experience. Nestled among rolling hills and scenic landscapes, this region is renowned for its rich wine culture, with several picturesque wineries dotting the countryside. Visitors can relish tastings at local favourites like Wollersheim Winery, known for its award-winning wines and stunning views of the Mississippi River Valley, or venture to the nearby von Stiehl Winery, famed for its artisanal approach and historic setting.

For couples on a romantic escape, the tranquil surroundings of the vineyard area provide a great backdrop for memorable moments. Picture yourselves strolling hand-in-hand through sun-kissed vineyards, enjoying a leisurely picnic with a bottle of locally produced wine, or dining at a winery restaurant that features farm-to-table cuisine. The intimate atmosphere is ideal for rekindling connections while soaking in the beauty of the landscape.

Families will also find this area enchanting, as many wineries offer kid-friendly activities. For example, some venues host seasonal events, such as grape stomping or harvest festivals, ensuring fun for all ages. The blend of nature, learning opportunities, and outdoor activities makes it a wonderful destination for family bonding.
What winery activities should we do in Portland?
Portland, Wisconsin, is a hidden gem for wine enthusiasts, offering a delightful array of winery activities that cater to both seasoned connoisseurs and casual sippers alike. Nestled along the scenic shores of the Mississippi River, this charming area is home to several local wineries that boast stunning views and exceptional wines.

For couples seeking a romantic day out, a vineyard tour at the nearby Wollersheim Winery is a great choice. Here, you can explore the picturesque grounds, learn about the winemaking process, and enjoy a tasting of their award-winning wines, including the renowned Prairie Fumé. The winery's beautiful gardens provide a lovely backdrop for a leisurely stroll, making it an ideal setting for creating cherished memories together.

Families will find that visiting the nearby Vines and Rushes Winery offers a fun and educational experience. The winery frequently hosts family-friendly events, including grape-stomping festivals and interactive vineyard tours. With spacious outdoor areas, children can play while parents sample delicious wines crafted from locally sourced grapes.

For those looking to take home a piece of the experience, many wineries, such as the charming Cedar Grove Winery, offer workshops on winemaking and blending sessions. These hands-on activities provide a unique insight into the craft and allow you to create your own custom bottle to enjoy later.
How can I save on a winery hotel in Portland with Expedia?
Members always get our best prices. Find our best Portland hotel deals by joining One Key™, Expedia's free travel rewards program. As a member, you can unlock instant savings and member perks when you're signed in. Booking your hotel in advance will typically help you save, but there are last-minute deals to explore too.
Is it cheaper to book flights and a winery hotel in Portland as a package deal?
Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Bundling can lead to significant savings, especially for international travel or when booking well in advance. However, savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build the perfect travel package.
Can I cancel my winery hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right hotel winery hotel in Portland for you.

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