Black Barn Kitchen

Hidden gem!!!!! Highly recommend!!!!!!!…read moreThe historic charm & modern amenities make this a wonderful spot to stay or just visit & enjoy a cocktail and a bite. We were fortunate enough to stumble upon this unique, beautifully restored & maintained historic home/Inn, the first day we arrived in town. The moment we stepped in, we were welcomed by the owner (Becky) & manager (Charlie) who not only showed us a few of the beautiful guest rooms, but also shared the story of the McCullys house, which is quite interesting... just the original well on the property, alone. My hubby & I enjoyed lunch & a couple of cocktails in the main dining area on one of their soft velvet cozy, comfy loveseats, while looking out to the beautiful brick patio and outdoor fireplace. Their clam chowder is the best I have ever had!!! It's chuck full of clams (and some potato) with thyme. They have many signature cocktails to choose from. The gin&tonic was esp refreshing on a hot day. Justin, our server was wonderful & so much fun to chat with. We went back the following night, with friends for dinner & had another fabulous experience!!!! Thank you Charlie, Becky & Justin!!!!!

The McCully House just keeps getting better & better. First of all, it is absolutely beautiful…read moreinside and outside. Yesterday and every 4th Sunday of each month from 1PM to 3PM, a very talented group plays Celtic music. Kathryn & her team are incredibly warm & welcoming. The cocktails are delectable & there's a nice selection of wine. They offer an increasingly interesting array of food choices and fun things to do: Sit with friends in front of the indoor or outdoor fireplaces, play croquet or corn hole, in good weather gather with friends indoors or outdoors. Don't miss the indoor deep well! The rooms & suites for guests are simply gorgeous. This place is the beautiful heart of Jacksonville on your left on California Street as you are entering town driving in from Medford. Kathryn is a member of the Jacksonville Belles and Beaus Western & Victorian Society so you may see her in period attire from time to time. Whether you are local or an out-of-town visitor, this place is not to be missed. We'll see you there!

Holiday 2026

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Perfect Classic Rum Daiquiri and and Old Fashioned

The Restaurant at the Jacksonville Inn

4.1(38 reviews)

We had the greatest time at The Restaurant at the Jacksonville Inn. There are two menus -- one for…read morethe fancier restaurant and one for the Bistro. Some of us ordered off the bistro menu and others off of the other -- either way, everyone enjoyed our meals. Great cocktails and a fine wine selection. The service was excellent. I enjoyed the servers from Italy. They were engaging, entertaining, and took great care of us -- including giving us great recommendations for food and libations. We have a saying in our family -- excellent servers tell us the truth and bring us food. We were certainly not disappointed. See you in October!

Everything about this place was wonderful. The service was great. We were told about the family…read morefrom Italy who recently bought it. The food was excellent. We had fun tasting some white wine with who I think was the manager. We look forward to returning some time soon.

Bistro ceviche

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Outdoor patio

Bella Union

3.4(396 reviews)

This place looks small from the street, but when you get inside it's pretty huge, though much of…read morethe seating is outdoors (see photo of patio). The arbor they've grown over the patio seating area is really spectacular. The menu is extensive, specializing in Italian including pizza. They also had live music the night were here. I had the stuffed sole (see photo) which came with a side of pasta and grilled squash. It was really excellent, I don't often see sole on the menu and I love it! I should have gotten a photo or two of the desserts - they are huge and really delicious. Our server did a great job of handling our large group of 13 with separate checks, etc. Great expererience, I'd return in a heartbeat.

Stopped in for lunch and sat outback which was lovely. The patio was covered with a 100 year old…read morevine plant (can recall its name) that the waitress told us still had one bloom in the corner. It was such a beautiful flowered garden in the back. We started off with bread and butter. The butter was infused with garlic which was delicious however the bread could have been better. The crust really had no different texture than the inside. I was total the pizza was good as was the salad, neither did I sample. I had the turkey bacon wrap which was tasty. The French onion soup was good but needed more cheese. Our server was nice and friendly.

The fantastic mixologist!

Shrimp not cleaned.

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The outdoor seating is so sweet. A variety of yard art and plants to add a feeling of a secret garden.

Boomtown Saloon

3.3(35 reviews)

We were on a 45 min wait list for dinner so we decided to walk across the street and have a…read morecocktail. Best decision ever. The service was amazing and accommodating. The atmosphere was spectacular. Warm and cozy inside with the Christmas lights and season happening outside through the picture windows. Sat at the bar and had a great conversation with a local couple. Our drinks were wonderful and amazing. Mine was even custom as the bartender took the ingredients I wanted and made a really tasty drink for me. Made our special date night really over the top.

8 of my girlfriends and I were out for a girls' night in Jacksonville. One of my friends (our…read moredesignated driver) had her 8-week old infant with her. We walked in this place, and the bartender rudely told us to leave. We asked why, and she looked at us dumbfounded and said, "Because you can't have a baby in a bar! You all need to leave now!" We we're all shocked at how rude she was. It's not like we were going to buy the baby a beer? But, all of the girls started to walk out and I asked the bartender if I could just have a drink while they all waited outside. She said she wasn't going to serve me and that I needed to leave right then. There were a few other customers that stood up for us and told the bartender she was being rude. One couple even offered to buy us a round at another bar so our night wasn't ruined from her. Long story short, we won't be back just based on how rude the staff was.

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Jacksonville Inn

3.9(356 reviews)

Visiting from CA on business, so pleased we picked this place! Daniella, the owners grandchild…read moresat us, was just awesome, we were very happy she was going to be our server, as she told us a little history about the place and her family who now owns/runs it. Then this dude unexpectedly swooped in and took our order, wait a minute, we wanted Daniella! No complaints about our waiter, other than he could have told us to pass on the oysters, they were not good. We all ordered the filet, and WOW did it have some flavor! It melted in my mouth, was so juicy and flavorful! That brown gravy type of sauce was scrumptious! Cooked to perfection....did I mention Daniella came by many times to check on us? Good job girl, you realized our group vibed well with you, and even though the male waiter kind of took over, you still watched over us! Thank you. People, get in here and eat the filet, it is absolutely wonderful! I did see the owner Miriam out and about, sitting with customers, making all feel like family. Don't think I didn't notice that. Miriam/Daniella, I'm a former mystery shopper for similar restaurants, you 2 and the food scored very high! Thanks for making our dinner a memorable one, we will be back.

Wonderful dinner. Truly amazing food, service, presentation. I wish I could give it more stars. If…read morewe ever go back to this delightful little town near Ashland, we will dine there again.

Jacksonville Inn Bar

Fried chicken, mashed potatoes, gravy, and collard greens

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Bar area

The Butterfly Club

4.1(44 reviews)

5.0 mi

GREAT PLACE FOR SPECIAL OCCASIONS. This place is known both…read moreas the Butterfly Club and Bugsy's Steak House. The names have to do with the special ambiance and experience. You HAVE to make a reservation or you don't get through the door. The door actually takes you into a barbershop at Tinseltown and then (with a password) behind it, recreating a speakeasy experience from the days of Prohibition. And they ask you to dress up--no jeans. That's kind of fun, but it's really all about the food. INCREDIBLE FOOD. Four of us had 2 different beef steaks, rack of lamb and swordfish steak. ALL done perfectly and tasty, as well as various sides. No one regretted their choices. The service was impeccable--attentive but not intrusive. And then there were the deserts: the four of us shared 3 different deserts and all were to die for. I'm a longtime baker with varied experience here and in Europe and never had better deserts anywhere. Not a place for kids--no one under 21. Mocktails as well as wine and. cocktails. And fairly expensive but well worth it--we were celebrating a birthday and when they found out delivered the deserts with a huge wonderful sparkler. They have special event nights with live music and they also have burlesque nights--so ask. But you can go to just relax, enjoy and eat well.

Everything was great, except the food service was good, but the food was lousy for the price!! I…read morehave the New York steak and it was cool when I got it and tough as hell!! 40$also somebody told me that Tapp and Vine (the rest nest door)cooks the food is that true?

Barback

Mediterranean Spinach Salad

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Chocolate Molten Cake

Liquid Lounge

4.4(33 reviews)

15.3 mi

I'm going in a limb and saying these are the best cocktails in Ashland. No nonsense. Pure and…read moresimple. Served with a smile! The place has a nice vibe too. Good music. There's one piece of art that doesn't fit into the motif.... See if you can find it

I love this spot. Always good vibes, I enjoy the open front. I've had lots of fun with live music…read morehere.... Drinks are always tasty. one of the only bars I want to go to in downtown Ashland!

Gimlet

Espresso Martini with Mellelo Coffee

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Rogue Empress

Alchemy Restaurant & Bar

4.0(342 reviews)

15.2 mi

•$$$

This is an amazing restaurant ! Been coming here for years…read moreand it's only better every time! Very gourmet! Our fav Ashland restaurant

My husband, John, and I went to this restaurant for a date night. The evening was beautiful out on…read morethe front deck. A meandering deer even visited the garden while we enjoyed dinner! We really appreciated the delicious seasonal entrees. We finished our meal with the chocolate buttermilk cake that was garnished with fresh strawberries and jam. It was phenomenal! Our waitress was very kind and spoke with us about berry picking. The only downside is that this restaurant is fairly expensive.

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Margarita with house made Tajín

Elements Tapas

4.3(422 reviews)

4.6 mi

Awesome atmosphere. Perfect place for a date or small party. It has a cool lounge area where you…read morecan eat and drink, or tables and a bar. Foodwise, the combo clams and mussels in chorizo sauce is always a win. The scallops looked panned fried and were cooked perfectly. The bacon wrapped lamb was also very good but could use some sauce. The duck was tender and juicy. Also the beet salad was refreshing...gotta have some greens. Only downside is short staff but the one person handling the front house was on it.

I really enjoyed the food at Elements Tapas especially the bacon wrapped dates, peppers and the…read moreempanadas, which were absolutely delicious. The cocktails were well-made too! The asparagus and mahi dishes didn't quite hit the mark for me, but the variety and creativity on the menu were still impressive. Service was a little odd it started off really slow and then suddenly picked up and felt rushed toward the end. The restaurant itself is small and quiet, which I liked, but the tile floors are surprisingly slick definitely something to be cautious about, especially for older guests. Prices are on the higher side, though that seems to be the norm for most tapas places. Overall, it's a charming spot with tasty dishes and a cozy vibe just a few details away from being a perfect experience.

Ceviche*

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Steak Roulade

Moxie Brew

4.6(25 reviews)

8.0 mi

Kombucha is amazing here! Light and fresh flavors. The new…read morelounge is amazingly comfortable and welcoming.

Great atmosphere, fun selection or drinks and snacks Great…read morelocation. Tips for the chef - Bahn Mi - Ive never had one that didnt include jalapeño and lots of cilantro. The pickled vegetables had no vinegar flavor at all. And the bread was oiling on the bottom from toasting completely unnecessary. Most people would be happier with the classic soft baguette, jalapeño, cilantro, and truly pickled vegetables. It's a beautiful sandwich, but to really make it taste like a classic.Bahn Mi it means a lot of improvement.