23 Best Cocktail Bars near Windham

Red City Ale House Salad • $$
8 Main St, Windham

Customers` Favorites

Lobster blt Sandwich
Brisket Sandwich
4 Alarm Burger
Haddock Chowder
Fish and Chips
Mac and Cheese

“Great tasting food, fun, good service“

4.3 Superb112 Reviews
The Jewel Box Cocktail Bar • $
644 Congress St, Portland - 9.89 miles

Customers` Favorites

Mocktail of the Month
Leather Belt

“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.“

4.2 Good55 Reviews
Glass Lounge at the Hyatt Place Cocktail Bar • $$
433 Fore St, Portland - 10.11 miles

“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.“

5 Superb2 Reviews
The Knotted Apron French • $$$
496 Woodford St, Portland - 7.91 miles

Customers` Favorites

Caramelized Onion and Gruyere Tart
Chicken Liver Mousse
French Onion Tart
French Onion Soup
Chocolate Cake
Cheeseburger
Duck Confit
Profiteroles
Crab Cake
Focaccia

“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!“

4.9 Superb117 Reviews
Ocotillo Brunch and Events Breakfast • $$
211 Danforth St, Portland - 10.16 miles

Customers` Favorites

Bacon Jam and Cheese Taquitos
Lox & Avocado on Sourdough
Side Churro Sauce
Lox and Avocado
Sando Brisket
Brisket Hash
Mushroom Taco
Brisket Taco
The Salad
Churros

“Great brunch spot. The mimosas were delicious. Food was great! I recommend the huevos Ocotillo and Clark Street Eggs Benedict. Churros were an awesome choice for dessert! Busy atmosphere and super friendly and helpful bartender. We will definitely be back.“

4.7 Superb87 Reviews
Taj Indian Cuisine Indian • $$
333 Clarks Pond Pkwy Ste 6, South Portland - 9.57 miles

Customers` Favorites

Mix of Chicken Dishes Butter Chicken ADHA Chicken Tandoori Chicken from Buffet
Butter Chicken Dark Meat
Chicken Tikka Masala
Plain Mirchi Bajji 2
Paneer Tikka Masala
Chicken Curry Rice
Gobi 65 Chefs SPL
Plain White Rice
Gobi Manchuria V
Ghee Roast Dosa

“Went there for New Years Eve at the new location. They told us it was going be at least a 45 minute wait and we were ok with that. Host took our phone number and added us on the wait list on his tablet. Took a seat out by the host stand and waited. Another couple came in about 15 minutes after us, also a party of two, and the same host told them it was going be a wait and they took a seat next to us. Even though we had been there 15 minutes longer and greeted by same host with tablet, he forgot about us and seated them first. Even though we were waiting right next to them and he looked right at us when he came to tell them to follow him to a table. We finally just got a seat at the bar. We ordered appetizers, two rounds of drinks and dinner. Again told it was going be a wait because kitchen was backed up. That was fine. Got our drinks and appetizers. Then my girlfriend’s entrée finally came out but they forgot to bring mine! I thought it would be out in a few minutes, but after 1o more minutes waiting for my food I finally inquired, and they had somehow forgotten my entrée. They comp’d one round of drinks. Love the new location. Love the food. But we chose the wrong night to go! I’ve never gone out to eat and ordered the food and had them forget to bring my entrée out.. By the time I got my dinner my girlfriend was done with her food. Just asked them to bag it for take-away. Still tipped 20% as I’ve worked twenty years in resturants. Kind of disappointed with New Years Eve dinner. Took the night off early to go have a nice meal and they forgot my meal!“

4.5 Superb212 Reviews
7

Chaval

Chaval Spanish • $$$
58 Pine St, Portland - 9.89 miles

Customers` Favorites

Grilled Steak Frites
Local Greens Salad
Patatas Bravas
Pan Con Tomate
Spanish Sundae
Jamón Serrano
Deviled Eggs
Date Night
Duck Confit
The Burger

“Fabulous crafted cocktails! Great small plates! Wonderful staff!“

4.5 Superb148 Reviews
Salt Yard Cafe & Bar American • $$
285 Commercial St, Portland - 10.17 miles

Customers` Favorites

Salt Yard Breakfast Sandwich
Chorizo and Potato Skillet
Lemon Berry Yogurt Bowl
Cinnamon French Toast
Smoked Salmon Toast
Bacon Egg and Cheese
Sweet Potato Hash
Avocado Toast
Chai Waffle
Lobster Roll

“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“

4.5 Superb84 Reviews
Luna Rooftop Bar Bar • $$
285 Commercial St, Portland - 10.17 miles

Customers` Favorites

Pot Roast Sliders Coconut Fritters Charcuterie Board Burrata and Pot Stickers
Queen of the Coin Alcoholic Beverage
French Onion Dip & Chips
Oysters on the Half Shell
Korean BBQ Beef Sliders
Petite Lobster Rolls
Hummus and Pita
Truffle Fries
Apps at Luna
Purple Haze

“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.“

4.6 Superb192 Reviews
The Continental European • $$
170 Brighton Ave, Portland - 8.74 miles

Customers` Favorites

Grilled Chicken Sandwich
Shepherd's Pie with Lamb
Grilled Strip Steak
Crumpets and Scones
Boxy and Pub Salad
Banger \u0026 Mash
Chicken Schnitzel
Fish and Chips
Banger & Mash
Bread Pudding

“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.“

4.6 Superb169 Reviews
Three of Strong Spirits Distilleries • $$
35B Diamond St, Portland - 9.48 miles

“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.“

5 Superb20 Reviews
Bread and Olive Bar • $
935 Congress St, Portland - 9.41 miles

Customers` Favorites

Sourdough Grilled Cheese
Grilled Colossal Shrimp

“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...“

4.8 Superb33 Reviews
13

Novel

Novel Cafe • $
643 Congress St, Portland - 9.87 miles

Customers` Favorites

Raspberry Cordial

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

4.6 Superb94 Reviews
14

Inkwell

Inkwell Lounges • $$
119 Exchange St, Portland - 9.92 miles

Customers` Favorites

Lobster Roll

“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.“

4.7 Superb12 Reviews
UNION Restaurant New American • $$
390 Congress St, Portland - 9.9 miles

Customers` Favorites

Deconstructed Cheesecake
Salad of Autumn Greens
Lobster Eggs Benedict
Classic French Toast
Standard
Burger
Salad
Roll

“Had brunch at this restaurant and it was fantastic!! The atmosphere in the hotel is cute. It used to be the newspaper building, so they carried this theme through. They have vintage typewriters on the wall in the lobby, so cute. Our server, Anna, was so sweet and kind! Food was sooooooo good. I would highly recommend this place. This is off the beaten path in Portland, it’s not in the port area, but the walk is so pretty to get to it. You can go up to exchange street, with so many cute shops. Definitely worth the short walk, especially if you’re there on a Sunday and all the other brunch places by the port have 45 minute waits.“

4.1 Good144 Reviews
Sagamore Hill Lounge Bar • $
150 Park St, Portland - 9.9 miles

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

4.5 Superb24 Reviews
17

Grace

Grace American
15 Chestnut St, Portland - 9.84 miles

“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!“

4.4 Superb8 Reviews
Tipo Restaurant Italian • $$
182 Ocean Ave, Portland - 8.13 miles

Customers` Favorites

Spaghetti and Meatballs
Margherita Pizza Brunch
Fennel Sausage Pizza
Tipo Pepperoni Pizza
Local Greens Salad
Rigatoni Carbonara
New Yorker Pizza
Cauliflower Dip
Pizza Margherita
Beef Carpaccio

“service and food was fantastic. Thanks to Jess and the staff for helping us pull off a great rainy day adventure. Highlights: broccolini and fried mozzarella apps (two different things), the fennel sausage pizza, and the Margherita pizza. the campanelle pasta dish also got high marks at our table. Will be back.“

4.4 Superb69 Reviews
WXYZ Bar Portland Cocktail Bar •
379 Commercial St, Portland - 10.24 miles

“Absolutely love Aloft, first time staying at this hip Hotel on Commercial St , in Old Port, best walk in shower ever,,, perfect location. Front desk receptionists were over the top in being helpful. Priced right for winter season“

3.8 Good9 Reviews
Black Cow Burgers & Fries Hamburger • $
83 Exchange St, Portland - 9.99 miles

Customers` Favorites

Burger Chicken Sandwich and French Fries
Sour Cream and Onion Fries
Cheeseburgers and Fries
Mushroom Swiss Burger
Cheeseburger Sandwich
Fried Brussel Sprouts
Fried Brusselsprouts
Slushie Burger
Cheese Burger
Regular Fries

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

4.2 Good126 Reviews
21

REGARDS

REGARDS Seafood • $$$
547 Congress St, Portland - 9.88 miles

Customers` Favorites

Hamachi Yellowtail Collar
Caledonia Shrimp Taco
Avacado Salsa Macha
Grilled Mushrooms
Hiramasa Ceviche
Home-Baked Bread
Scallop Ceviche
Hamachi Collar
Shrimp Tacos
Seeded Bread

“REGARDS is an amazing restaurant with unique dishes that I have never seen before. Where else can you get hamachi collar? Everything we ordered, from the burrata with salsa verde and country bread to the tamale with macadamia mole was balanced, delicious, and special. I wish I had more time in Portland to eat there again. The staff is also very friendly and knowledgeable. I let them know that my wife was vegetarian when making the reservation and the hostess noted all the dishes that were vegetarian and what could be modified. A very beautiful place. I'm grateful that I knew about it“

4.2 Good156 Reviews
22

Lenora

Lenora Mexican • $$
2 Portland Sq Ste 100, Portland - 10.08 miles

Customers` Favorites

Oaxacan Hot Chicken Sandwich
Eggplant Milanesa
Seafood Tostadita
Chile Con Queso
Carnitas Tacos
Breakfast Taco
Baja Fish Taco
Tijuana Caesar
Migas Burrito
Chicken Tinga

“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!“

4.1 Good134 Reviews
Harbor Bistro + Terrace Seafood • $$$
468 Fore St, Portland - 10.11 miles

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

3.1 Average34 Reviews