A beautiful old barn dating back to the days when Medford was all pear and fruit orchards.
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RoxyAnn Winery Hillcrest Orchard

4.5
·212 reviews·Medford, United States

Historic barn winery with scenic views, offering wine tastings, tapas, and a relaxed country atmosphere. Family and pet-friendly.

Highlights

Highlights

Must-see attractions

Social content

Social

From TikTok & Reddit

Best Time

Weekday afternoons

Fewer crowds, more relaxed

CrowdLow
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A beautiful old barn dating back to the days when Medford was all pear and fruit orchards.

RoxyAnn Winery Hillcrest Orchard

Best Time

Weekday afternoons

Fewer crowds, more relaxed

CrowdLow
Highlights

Highlights

Must-see attractions

Historic barn winery with scenic views, offering wine tastings, tapas, and a relaxed country atmosphere. Family and pet-friendly.

4.5
(212 reviews)

"Great atmosphere, great service, and parking is easy. PLUS... their wines are delicious."

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TIP

🚗 Easy Parking

Parking is generally straightforward and ample, making arrival hassle-free. :car:

🐶 Pet-Friendly Patio

Bring your furry friends to enjoy the outdoor patio space with you. :dog:

Third hero image

Highlights

Discover the most iconic attractions and experiences

Historic Barn Ambiance

Historic Barn Ambiance

Tasting Room

Experience wine tasting in a beautifully renovated historic barn, offering a unique and charming atmosphere.

Scenic Countryside Views

Scenic Countryside Views

Outdoor Seating Area

Enjoy your wine amidst bucolic country settings with expansive grassy areas perfect for relaxation.

Award-Winning Wines

Award-Winning Wines

Tasting Bar

Sample a variety of wines, with some visitors particularly praising the Petite Sirah and Viognier.

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Planning Your Visit

Timing is Everything

Avoid weekend crowds by visiting on a weekday. Consider arriving earlier in the day to enjoy the serene atmosphere before it gets busy. Some visitors suggest weekdays offer a more relaxed experience.

Wine & Food Experience

While known for wine, food options can be limited. Be prepared for self-serve charcuterie or food carts. Confirm kitchen availability if a full meal is desired.

Best Times

When
Weekday afternoons
Why
Fewer crowds, more relaxed
Crowd
Low
When
Late Spring/Early Fall
Why
Pleasant weather for outdoors
Crowd
Medium

Insider Tips

from TikTok, Instagram & Reddit

reddit.com

Looking to visit Medford. Any recommendations or must-do’s when in town?

🚗 Easy Parking

Parking is generally straightforward and ample, making arrival hassle-free. :car:

🐶 Pet-Friendly Patio

Bring your furry friends to enjoy the outdoor patio space with you. :dog:

reddit.com

24 Hours in Medford

reddit.com

Southern Oregon winery recommendations?

🧀 Self-Serve Snacks

Prepare for self-serve charcuterie or food carts; bring your own knife for baguettes if needed. :baguette_bread:

🍷 Wine Quality Varies

Palates differ; some find wines over-oaked, others praise specific varietals. :wine_glass:

reddit.com

Recommendations for visitors

Tips

from all over the internet

🚗 Easy Parking

Parking is generally straightforward and ample, making arrival hassle-free. :car:

🐶 Pet-Friendly Patio

Bring your furry friends to enjoy the outdoor patio space with you. :dog:

🧀 Self-Serve Snacks

Prepare for self-serve charcuterie or food carts; bring your own knife for baguettes if needed. :baguette_bread:

🍷 Wine Quality Varies

Palates differ; some find wines over-oaked, others praise specific varietals. :wine_glass:

👨‍👩‍👧‍👦 Family Welcome

Kids are welcome, and there's space to roam, making it suitable for family outings. :child:

What Travellers Say

4.5
(212 reviews)

Reviews Summary

RoxyAnn Winery offers a unique experience with its historic barn and scenic country setting, often praised for its welcoming atmosphere for families and pets. However, opinions on wine quality and service can be divided, with some visitors finding the wines over-oaked and service inconsistent, while others appreciate the generous pours and specific varietals. The self-serve food options add to its rustic charm but may not suit everyone's expectations for a full dining experience.

"I made a reservation for 10 in March, confirmed it the day before coming, and when we showed up 10 min early the guy in a t-shirt behind the bar said weren't in the books. While that ended up not being an issue (they were empty), it was not a great start.

The pours were enormous but the wine was bad. They had shuffleboard, board games, food carts, and a coffee shop. The old barn was the best part of the visit.

I know palates differ, but the wines were over oaked, heavy handed, and low quality. I dumped most of each tasting, as did many in my group. The unanimous least favorite wine tasting of the 6 we visited in the Rougue Valley / Applegate Valley."

Steven Melhorn

"What can I say about RoxyAnn that you don't already know. Great atmosphere, great service, and parking is easy. PLUS... their wines are delicious. The petite syrah is definitely my favorite!!! I love the history of the property and the fact that you can take your dogs and kids and enjoy wine and the world's best blue cheese (by Rogue Creamery) under the covered patio. The big grass area is a plus for us especially when the sun is out. Being a party rental company who runs our business out of our home office, I wasn't sure where to host my Grand Opening ribbon cutting ceremony and RoxyAnn was the perfect spot for us to celebrate. They were so accommodating! Thank you so much to the staff for always making us feel important and comfortable. Great wines and great staff."

Carrie Garcia-McPheeters

"My husband and I drove 2 hours out of the way to try their wine. We are from out of state and we were on a road trip. After reading the reviews, I suggested this winery for a nice relaxing tasting. Once we arrived were were notified that it was self-served. Okay, interesting. We were starving and wanted a beautiful meal with nice wine. We were notified that they do not have a kitchen but serve cold cuts and cheese. We bought some Gouda, whole baguette, and a spread. To my surprise, we had to cut the hard baguette on our own and the cheese with a plastic knife. After struggling to cut the bread. I asked, if I could have a better knife to cut it. It was provided. The bread was too hard to eat so I asked if it was possible to warm it up. It was tossed in a toaster and I had to get out. All in all, this was a different tasting. Having paper plates and plastic knives to cut your own bread is not ideal. My husband and I did not like any of the 5 wines we tried, which added to the burn. The staff asked us how was the wine. We told them we didn’t like any of them. They didn’t offer any additional recommendations.

We realized, if we rushed out of RoxyAnn — we could make it to a different winery. So we paid and left as soon as possible. I’m glad we did."

Kimberly Orellana

What People Like

Historic barn ambiance
Pet and family-friendly
Scenic country views

What People Dislike

Inconsistent wine quality
Variable service experiences
Self-serve food limitations

Frequently Asked Questions

🚇 🗺️ Getting There

RoxyAnn Winery is located in a country setting outside of Medford. Driving is the primary mode of transport. Visitors often mention it's worth a detour for the experience. Reddit

Yes, parking is generally easy and plentiful at the winery, making it convenient for visitors arriving by car. Reddit

RoxyAnn Hill is mentioned as a hiking spot, suggesting the winery is situated in an area with outdoor recreational opportunities. Reddit

🎫 🎫 Tickets & Entry

Reservations are recommended, especially for larger groups, though walk-ins may be accommodated if the winery isn't busy. One visitor noted a reservation issue, so confirming is wise. Reddit

Opening hours can vary, but it's often open on weekdays and weekends. It's best to check their official website or social media for the most current hours before your visit. Reddit

Typically, there isn't an entrance fee to visit the grounds, but wine tastings and food purchases will incur costs. Reddit

Yes, dogs are welcome on the patio and grounds, making it a great spot for pet owners to enjoy a tasting. Reddit

Absolutely, children are welcome at RoxyAnn Winery. The spacious grounds offer room for them to explore while adults enjoy their wine. Reddit

🍽️ 🍽️ Food & Dining

RoxyAnn Winery does not have a full kitchen. They typically offer self-serve charcuterie boards, cheese, and baguettes, or have food carts available. Reddit

Expect options like cheese, cold cuts, and baguettes. Some visitors have noted you might need to cut your own bread, so be prepared for a rustic experience. Reddit

While they offer food, it's generally best to check their policy on outside food. However, the focus is on enjoying their wine with their provided snacks. Reddit

Cheese and baguette options are usually available, which can cater to vegetarians. Confirm with staff upon arrival for specific offerings. Reddit

Some reviews mention a coffee shop on-site, adding another amenity for visitors to enjoy alongside wine and snacks. Reddit

🎫 🍷 Wine & Tastings

The tasting experience can be self-served or guided. Pours are often generous. However, wine quality is subjective; some find it over-oaked, while others praise specific varietals like Petite Sirah and Viognier. Reddit

Tasting fees can apply, and some visitors have noted being charged for additional tastes. It's advisable to inquire about tasting costs and policies beforehand. Reddit

Visitors have specifically recommended the Petite Sirah and Viognier. The Malbec and other reds have also received positive mentions. Reddit

Yes, you can purchase wine by the glass to enjoy on-site or by the bottle to take home. Reddit

While not explicitly detailed in all reviews, many wineries in the region offer wine clubs. It's worth inquiring directly if you're interested. Reddit

📸 📸 Photography

The historic barn, the expansive grassy areas, and the scenic countryside views offer excellent photo opportunities. Capture the rustic charm and the bucolic setting. Reddit

The picturesque setting with the barn and rolling hills makes it a potentially beautiful backdrop for engagement or wedding photos. Reddit

For Different Travelers

Tailored advice for your travel style

👨‍👩‍👧 Families with Kids

RoxyAnn Winery is a surprisingly family-friendly destination. The spacious outdoor grounds offer plenty of room for children to run and play, making it a more relaxed experience for parents. You'll often see families enjoying the open areas, especially when the weather is good. The winery is accommodating to younger visitors, allowing them to be part of the outing without issue. Reddit

While the focus is on wine, the availability of games like shuffleboard and board games, along with a coffee shop, provides additional entertainment options. The self-serve food, like cheese and baguettes, can also be manageable for kids. Just be prepared for the rustic nature of the food service, and perhaps bring some kid-friendly snacks if needed. Overall, it’s a good spot for a casual family outing where adults can enjoy wine while kids have space to be kids. Reddit

🐶 Pet Owners

RoxyAnn Winery is a fantastic choice for pet owners looking to enjoy a day out with their furry companions. The winery explicitly welcomes dogs, particularly on their outdoor patio and grounds. This means you don't have to leave your dog behind when you go for a wine tasting. It's a great opportunity for your pet to enjoy the fresh air and scenic surroundings alongside you. Reddit

Ensure your pet is well-behaved and kept on a leash while on the property. The expansive outdoor areas provide ample space for them to relax. It’s a common sight to see dogs enjoying the winery environment with their owners, contributing to the relaxed and welcoming atmosphere. Reddit

🚗 Day-Trippers & Road Trippers

If you're on a road trip through Southern Oregon, RoxyAnn Winery is often cited as a worthwhile stop. Visitors have mentioned driving out of their way specifically to experience it, suggesting it offers a unique charm. The scenic country setting and the historic barn provide a memorable backdrop that stands out from typical roadside attractions. Reddit

Be aware that the food and wine experience can be somewhat self-directed. While this can be part of its appeal for some, it's good to know in advance. If you're looking for a quick tasting or a relaxed afternoon break with a view, RoxyAnn can fit the bill, especially if you appreciate rustic ambiance and are open to a less formal service style. Reddit

Deep Dives

In-depth insights and expert knowledge

The RoxyAnn Winery Experience: Beyond the Pour

RoxyAnn Winery Hillcrest Orchard offers more than just wine tasting; it's an experience rooted in its historic setting. The renovated barn serves as the main tasting room, providing a rustic yet charming ambiance that many visitors find appealing. Beyond the barn, the property boasts expansive grassy areas and bucolic country views, making it a pleasant place to relax and soak in the scenery. This combination of history and natural beauty creates a unique atmosphere that sets it apart from more modern wineries. Reddit

Beyond the visual appeal, the winery provides amenities like shuffleboard and board games, adding a casual, fun element to the visit. There's also a coffee shop on-site, catering to a broader range of preferences. For those looking for a bite, food carts or self-serve charcuterie options are typically available, though the preparation might be more hands-on, such as cutting your own baguette. This blend of activities and amenities aims to create a well-rounded outing for guests. Reddit

While the atmosphere and setting are often praised, the wine quality is a point of varied opinion among visitors. Some find the wines to be over-oaked or not to their taste, while others highly recommend specific varietals like the Petite Sirah and Viognier. The service can also be inconsistent, with some guests experiencing abrasive interactions, while others commend the staff for their accommodation and attentiveness. It's an experience that seems to depend heavily on individual expectations and the specific day of the visit. Reddit

Navigating Food and Drink at RoxyAnn

When visiting RoxyAnn Winery, it's important to manage expectations regarding food. The winery does not operate a full kitchen, instead offering a more rustic approach to dining. Visitors can typically expect self-serve charcuterie boards, cheese selections, and baguettes. Some reviews highlight that you might need to cut your own bread, and the provided utensils might be basic, like plastic knives. This self-service aspect adds to the casual, country feel but requires a certain level of preparedness from guests. Reddit

For those seeking a more substantial meal, the presence of food carts on occasion can supplement the cheese and bread offerings. Additionally, the mention of a coffee shop on-site suggests that non-alcoholic beverage options are available. It's advisable to confirm the day's food offerings upon arrival, especially if a specific meal experience is desired. The focus remains on pairing these simpler fare options with their wines. Reddit

The wine tasting itself is a central part of the experience. While pours are often described as generous, the quality and taste of the wines are subjective. Some guests have expressed disappointment, finding the wines too heavy or over-oaked, while others have discovered favorites, particularly praising the Petite Sirah and Viognier. It's recommended to approach the tasting with an open mind and perhaps try a few different varietals to find what suits your palate best. Reddit

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