36 Best Cocktail Bars near Cumberland

“This place is the definition of real food done right. Everything on the plate is fresh, intentional, and full of flavor-no filler, no fluff. You can actually taste the quality. It’s beautiful, flavorful food that hits differently. The kind of place that makes you want to slow down and enjoy each and every bite.“

“Went for Oyster Social/Happy Hour they do on Wednesdays after a local recommended I try…had a little bit of everything and some punch. I’m not easy to impress. It was DIVINE!!! Delicious fresh seafood, excellent quality, great drinks, just a very nice experience I wish I were local to attend every week! Highly recommend!“

“Before attending an evening with Phil Rosenthal, I decided to grab a quick bite to eat at Central Provisions. I walked over from my hotel and not having a reservation, I managed to snag a solo spot at the bar downstairs. By the time I left, there was not a seat to be had so I was very appreciative that I had the opportunity to dine here.

The service was impeccable-friendly and engaging without being overbearing, and the food came out quickly.

Despite wanting to try every single item on the menu, it was just me so I had to limit my options. I finally settled on the beet salad and the bone marrow toast. Both were absolutely phenomenal and well balanced.

For dessert, I could not resist trying the caramelized zucchini cake, and I did not regret it. It was a unique dessert that was not overly sweet and presented the flavors as well.

All in all a fantastic meal and a restaurant that I would absolutely frequent if I lived in the area or the next time I visit.“

“My favorite cocktail bar got more cozy. We love Portland Hunt and Alpine but have moved away from Portland but love returning for a white noise, green eyes and other cocktails. We heard they changed ownership and were pleasantly surprised of the cozy remodel, cute napkins and same great menu and service.“

“Great dive/ cocktail bar off the beaten path. Was recommended from a couple we’d met. And passing along the recommendation. Delicious espresso martini. One of the most amazing pretzels we’d ever had. And the Kraut dog, wow!!! Great place to stop by while on Portland“

“Just an excellent experience overall“

“A cute and welcoming bar on Congress, Jewel has a moody and ethereal feel with blue and pink lights, murals of a french riverside, and eclectic decorations.

The drinks are on a rotation and are usually a good mix of daring new drinks and classic crowd pleasers (usually centered around a theme such as Tarot, the Sailor Scouts, or other touchstones).

There is one bar area with 10 or so stools, with an additional couple of seating areas near the windows and edges.

They regularly host events like viewing nights, Karaoke, costume events and more.

All in all Jewel is a fun and laid back local bar, great for quiet conversation with friends.“

“What a great place to discover!! One of my new favorites! Loved the cool vibe, incredible food, and special cocktails! Can’t wait to go back!!“

“What a cool, unique spot to get drinks and desert. Highly recommend the mocha martini and the flourless torte. The espresso martini was good, but was very alcohol forward leaving me missing some of the classic espresso taste. The crème brûlée’s flavor was spot on, but unfortunately the sugar crust was a bit thick and didn’t shatter right. Overall a great little place!“

“Cozy and inviting dining rooms. The food was delicious, every plate from chicory salad, bread asparagus and the entrees! All were absolutely delicious. Just as important were the staff. So so friendly and happy. You can tell they all really like working here and value every detail. Would highly recommend this place for date night!“

“This place is such a hidden gem in Portland. You may be quick to pass it since it's connected to the Hyatt hotel, but don't - absolute top notch bar tenders and incredible cocktails. I have not eaten here but the food does look good as well. If you like old fashions and/or manhattans, be sure to check this place out. I come here at least once for a drink every time i am in Portland.“

“Just finished one of the BEST Italian meals ive ever had in my restaurant going life in a place id never have expected to and thats saying something being a 1st Generation Italian coming from NY ! ViA VECCHiA is Portland, Maine was absolutely 10/10 on everything they did! We started with Meatballs, Whipped Ricotta & Grilled Octopus. The meatballs reminded me of my mothers, the ricotta was tremendous with truffle honey & sesame breadsticks and the octopus was grilled perfectly. One dish was better than the next. We shared ravioli with as an entree and we never felt gross like we ate too much. The portion sizes were PERFECT. Wrapped the night off with a espresso infused cheesecake over salted caramel. Wow. Staff was incredibly accommodating, professional and polite. Service was excellent! If youre ever in Portland, ME you must go get a meal here!“

“"Prepare for a sweet symphony of flavors at Gross Confection Bar! This place is truly the icing on the cake when it comes to dessert destinations. From their decadent chocolate creations to their fruity delights, every bite is a spoonful of happiness. The staff are as warm as freshly baked cookies, always ready to sprinkle some extra sweetness on your experience. So, if you're craving a treat that's a cut above the rest, head to Gross Confection Bar and let the dessert magic unfold!"“

“Great coffee, cozy and welcoming atmosphere. Plus awesome book selection!“

“Great brunch alternative, especially if you tried to go to Becky’s and it was too wild there. Great menu and the coffee is exceptional. What really really set this place apart is that the Jam they make here might be the best jam I’ve ever had. It’s truly next level, tried to buy it, but they make it fresh here lol“

“The wife and I had an amazing time for my birthday. Dinner was perfect. Our bartender Mikey was attentive and entertaining. Highly recommend! 5 stars.“

“My partner and I loved this place! We just need a break from the usual Maine seafood fare, and this English pub/cocktail bar was perfect. My partner had the shepherd’s pie with HP sauce on the server’s recommendation and it was a great topping. The tangy sauce balanced the gaminess of the lamb perfectly. I had the French onion soup, with a deep, beefy broth and focaccia pieces instead of a big crouton. It was so good, I believe I now prefer it that way.

Don’t come here if you’re looking for quick in-and-out dining. It’s a perfect laid-back spot to linger and relax, completely unrushed. We’re big gin fans and tried two cocktails we’d never had before. Both were delicious. Great food, great drinks, and a refreshing alternative to the seafood-heavy menus around town. We’ll definitely be back next time we are in town.“

“Awesome drinks, cool music and fun environment! Small venue with great service. If you want food you can have a delicious hotdog or popcorn.
Not a dinner spot, but you want a delicious cocktail and great vibes, definitely worth the trip:)“

“Great food and atmosphere“

“Warm and comfortable, lovely wine, friendly staff, and tasty food truck offerings.“

“Great food made on the premises, including homemade desserts and sourdough bread. Try the charcuterie plate with several cheese, fruit, nuts, bread and a rotating sliced meat. Or the grilled shrimp or tuna, both yummy. Cocktails, wine, espresso -- choices galore. gotta love the espresso martini, even a decaf one! Jazz or blues background music, no headbanger stuff. Relax and enjoy...“

“Went during the day and got to sample 6 of their mixed drinks. The guy behind the bar told us the Boston Tea Party drink was selling out and wouldn’t return, which was too bad because it was the best one on the menu. Everything else, unfortunately, was just okay.

It was really nice they let us bring in outside food! And if you order food and eat there they will give you $2off your drink order.

Parking was easy. The staff were friendly. The space is really cool. They drinks were just alright.“

“Great venue, great staff. 10/10 would go every night!“

“This spot is only a month old and my first visit has this place added to our “must return” list. Happy hour oysters, frozen drinks on tap, and creative seafood sandwiches make it an instant hit. I ate everything so fast I don’t even have a picture.“

“We were there at the Regency for a 2 day conference and this was very convenient for us with a short lunch break. The food came fast and was very good. It was a beautiful day and very pleasant. The noise level was what I expected for a summer day in the Old Port with the background music blocking most noise.“

“Todd in the back lounge is the kindest, most talented bartender around. His cocktails are top notch and he is completely dedicated to his guests’ experience. We spend a lot of time at the Press Hotel and have personally witnessed him treating every guest with respect, class and above and beyond service.“

“This might be the best overall bourbon list I have ever seen at an establishment. Prices were reasonable as well. I just wished they opened earlier than 4pm. Burger next door at Rigby is 5 stars.“

“This place absolutely blew me away. For starters we tried the mussels with french fries and aioli dip, pumpkin bisque, and the maple oatmeal bread with maple brown butter. Every single bite was perfection. For our entrees, the mushroom tagliatelle, and veal ragù were rich, flavorful, and beautifully plated. We topped it all off with some Walnut Block wine, pure heaven!

It was my first time in Maine, and fell in love. The food, the flavors, the ambience, everything was incredible. Watching the chefs work in the open kitchen felt like being part of a live Netflix cooking show. I’m officially obsessed.“

“We had our wedding at Grace, and I’m still speechless when I think about it. The venue itself is so unique and absolutely stunning — it truly speaks for itself. But what made the experience even more special was the incredible team behind it. Kate and her staff went above and beyond to accommodate our large wedding and made the entire day smoother and even more beautiful than we could have ever imagined. Every detail was handled with care, and their professionalism and kindness did not go unnoticed — they made us feel supported from start to finish. I honestly wish we could do it all over again. If you're looking for a breathtaking venue with an exceptional team, Grace is the one. Cannot recommend enough!“

“Was there on Friday afternoon 12/27. A great atmosphere, a moody speakeasy vibe. The three bartenders were awesome!!“

“Had a wonderful family dinner here, young children included. Everything we ordered was delicious. We started with the garlic bread which didn't look like much and tasted much better than expected. Just wish it was served warm. The arroncini was crispy and cheesy and my mushroom bruschetta had my grandson, who doesn't like mushrooms, asking for more. The pizzas have a good balance of charred crust. Finished off with the cornbread cake with peach jam.“

“Quite possibly the best restaurant I have ever dined at. I was looking for something different to celebrate our anniversary and Regards was the place. Small plates to share is all they do. No more wishing you ordered what the other person did. They recommend 4-6 plates for 2 people and 4 was perfect for us. We started with diver caught scallop ceviche which had a nice acidic bite to it. Paired perfectly with the Motivator and LA Nights cocktails both wish are Mezcal and citrus. Our second course was grilled octopus in a spicy sauce. Never had octopus before but wanted to channel my inner Somebody Feed Phil Rosenthal and go do it. So glad we did it was very good. It's been 24 hrs and I am still thinking about that dish. Another round of cocktails. Dish three was the coffee rub fried chicken. At first feeling fancy we started with fork and knives but quickly humbled ourselves and ate with our hands. Everything was well flavored and cooked just right. Our last dish was the miso short ribs and greens. Again cooked to perfection. Sadly we were too full for desert I really wanted the tortilla blueberry ice cream. A reason to come back. Overall very impressed with Regards and we will be back. Thankfully it's only 2 miles from our house. If you are looking for something different to celebrate a special occasion or just splurge with friends this is the place to go to. 10/10 would recommend.“

“Fire pizza service everything about this place is awesome if you haven’t tried not tried it your losing out amazing food get some“

“Visited Saturday night. Delicious food at good prices. Great service. Relaxed atmosphere.“

“An absolute gem in the heart of the old port. The margaritas are the best in all of Portland and served by the friendliest / warmest locals around. Not enough space to talk about the divine cuisine. ¡Salud!“

“What an amazing experience. We would definitely recommend and will be back soon!“