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Best Restaurants with a Happy Hour in Westbrook, Portland / Maine

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29 restaurants available nearby

How are Featured results ranked

A photo of The Grill Room & Bar restaurant
1. The Grill Room & Bar
4.5
Awesome(1306)
$$$$
• Steakhouse • Portland
Booked 25 times today
Opened by local chef/owner Harding Lee Smith & located in the heart of the historic Old Port, The Grill Room & Bar, has been a staple in Portland's burgeoning food since 2008. An open kitchen concept featuring locally sourced french inspired plates makes this "urban steakhouse" a distinctive dining experience for any occasion. Enjoy Chef Entrees or the A la Carte Menu. In addition, The Grill Room Bar offers a generous variety of wine, local beer & handcrafted cocktails. Stop in from 4-6pm Tuesday - Saturday for Happy Hour Small Bites & Drinks. The patio is pet friendly and is available for seating on a weather dependent basis. The Grill Room is joined by Portland sister restaurants The Front Room & Corner Room & The Mountain Room & Last Run Room @ Sunday River Ski Resort... Walk-ins are welcome although reservations are highly recommended.Large parties are encouraged to call the restaurant directly @ 207 774 2333 or email thegrillroom@gmail.com for reservation needs.
A photo of Hunt & Alpine restaurant
2. Hunt & Alpine
4.9
Exceptional(13)
$$$$
• American • Portland
Booked 4 times today
Opened in 2013, Hunt & Alpine is a nationally recognized cocktail bar. We feature quality cocktails and spirits, paired with friendly service, a knowledgeable staff, and good food. For parties of 8 or more, please contact us directly at events@huntandalpineclub.com. We take limited reservations in order to best serve walk in guests, please stop by - we probably have a spot for you!
A photo of Magissa restaurant
3. Magissa
4.8
Exceptional(227)
$$$$
• Greek • Portland
Booked 22 times today
A taverna style Greek restaurant combining traditional preparations with local ingredients to create dishes that are authentically Greek and uniquely Portland, Maine.
A photo of Bird & Co. restaurant
4. Bird & Co.
4.8
Exceptional(403)
$$$$
• Mexican • Portland
Booked 23 times today
We are a neighborhood Taco and Margarita bar. We would love to feed you. Located in the middle of Woodfords Corner, tucked away on the Corner of Deering Ave. and Revere St. Our creative tacos and margaritas use the freshest ingredients and we have something on the menu for everyone. You deserve Tacos.
A photo of The Corner Room restaurant
5. The Corner Room
4.6
Exceptional(1022)
$$$$
• Italian • Portland
Booked 22 times today
Established at the top of Portland's Old Port since 2009, The Corner Room offers guests a convival & socialable atmosphere with exceptional service. A gathering spot where friends & families can share a snack or a meal. Enjoy seating at the taps, antipasti bar, or table service -all with views of the open kitchen. Head Chef Greg Wilson & Sous Chef Jason Macguire create staple dishes using local & Italian ingrediants with authentic techniques. The menu is pleasingly varied. Delight in the Bruschetta, Verduras, Procsciutto & Greens Pizza or Fettucini Bolognese to name a few - all served with a well rounded wine, spirit, & beer selection. Founded By Chef/Owner Harding Lee Smith, The Corner Room, is part of "The Rooms" Restaurant Group.Parties of 5 or more & guests with any questions are asked to call (207) 879 4747 during regular buisness hours & we will be happy to assist you. Please note that tables will be held for 10 minutes after reservation time.
A photo of The Front Room restaurant
6. The Front Room
4.7
Exceptional(555)
$$$$
• American • Portland
Booked 10 times today
Due to volume we are unable to accept reservations for Brunch. Tables are available on a walk-in basis. Reservations are available for Dinner. For parties over 6, please call 773-3366 during business hours to make reservations.Nestled atop Portland’s Munjoy Hill neighborhood, The Front Room, offers dishes & drinks with comfort in mind. A local Brunch destination, enjoy plates such as house-made Corned Beef Hash, Veggie Gnocchi, & Eggs Benedict. Pancakes & French Toast are always a go to. Serving a variety of Mimosas & Bloody Marys, local coffee & teas. Dinner at TFR is relaxed & pleasurable. Plates are made with local components & thoughtful recipes. Enjoy the Casco Bay Scallops, Braised Shortrib, Mushroom Toast, or neighborhood favorite Roasted Pork Loin with JJ's famous bacon jam. Serving a variety of local beer, wine, and cocktails to suit every taste- Come get Happy 4-6 !
A photo of Wharf Street Yacht Club restaurant
7. Wharf Street Yacht Club
5.0
Exceptional(2)
$$$$
• American • Portland
The Wharf Street Yacht Club offers a vibrant atmosphere perfect for unwinding and socializing. Our enticing happy hour features a delightful selection of mouthwatering bites, perfectly complemented by our expertly crafted cocktails. With a commitment to inclusivity and flavor, we also offer an array of delicious vegan options to ensure there's something for everyone. Whether you're here to enjoy a leisurely afternoon or to kick off an exciting evening, The Wharf Street Yacht Club is your ideal destination for great food, exceptional drinks, and memorable moments
A photo of The Armory Lounge, at The Portland Regency Hotel & Spa restaurant
8. The Armory Lounge, at The Portland Regency Hotel & Spa
4.6
Exceptional(32)
$$$$
• American • Portland
Booked 1 time today
The Armory Lounge in the Portland Regency Hotel & Spa is a popular bar and restaurant in downtown Portland’s Old Port district. Located in the lower lobby of the hotel, the Armory Lounge provides a cozy atmosphere for hotel guests, and is also considered one of the best bars in downtown Portland by locals. Known for its delicious and inventive cocktails, the Armory also has a wide variety of wine and beer, including several local Maine craft beers. Lunch and dinner options include small plates, soups and salads, sandwiches, fresh local seafood and hearty entrées, such as Fish and Chips and Baked Lazy Man’s Lobster.The Armory Lounge is primarily a walk in seating establishment. If you do not see availability online please come in and grab a seat! Seasonally we will serve in the Garden Cafe and not inside in the Armory Lounge.
A photo of Old Port Sea Grill restaurant
9. Old Port Sea Grill
new
4.4
Awesome(587)
$$$$
• Seafood • Portland
Booked 33 times today
The Old Port Sea Grill, located in the heart of the Old Port, serves fresh seafood prepared simply so that you can taste the flavor and quality of the product. We offer a selection of Maine oysters on the half shell, steamed Maine lobster - lazy style...we do the work for you, clam chowder and one of the best lobster rolls in Portland. Take in the city streets from our picture windows while relaxing with friends, entertaining business associates or watching our flat screen TVs. We have sixty four seats in our dining room and over fifty in our bar and lounge area. Our bar and lounge is open for walk-ins all day long. We always feature local micro brews on tap and have a specialty cocktail menu that changes seasonally. Be sure to check out our 500 gallon aquarium.
A photo of elizabeth restaurant
10. elizabeth
4.7
Exceptional(90)
$$$$
• French • Portland
Booked 16 times today
Elizabeth is an intimate French restaurant and wine bar tucked into Portland's historic Wharf Street. A cherry-red lacquered ceiling, burgundy and zinc bar, and warm candlelight evoke the romance of a Parisian cave à vin, creating an atmosphere that is glamorous, inviting, and quietly decadent.The seasonal menu celebrates Maine's finest ingredients through a distinctly French lens, with dishes such as Oeuf Mayo with smoked salmon caviar, Halibut en Béarnaise with white asparagus and Jonah crab, and Elizabeth's signature Chocolate Soufflé with house-spun hazelnut ice cream.The beverage program features inventive French-inspired cocktails, thoughtfully selected wines by the glass and bottle, and a curated selection of beer, cider, and nonalcoholic offerings.The culinary and beverage teams bring experience from acclaimed restaurants in Chicago and New York.Dollar oyster happy hour + $10 bubbles, Tues-Sat, 4p-5p.Parties of 7+ please email alex@elizabethwharfstreet.com.

See what locals rave about

From verified diners like you
From verified diners like you
  • Eric
    New Mexico •1 review
    5.0
    Dined 3 days ago
    The best experience i have had in a long time. The 48 Oz tommy was perfect for the table. Everything was great from apps to the drinks, flavor and profile was on point. The chef and service staff was amazing...
    More info
    The Grill Room & Bar$$$$• Steakhouse• Portland
    •
    4.5
  • KevinGold
    Greater Boston •10 reviews
    4.0
    Dined 7 days ago
    Great food food, wine, and service. Large portions and reasonable prices. Only negative: Too loud and noisy. Turn the volume down and invest in some effective baffling to absorb the cacophony.
    More info
    The Corner Room$$$$• Italian• Portland
    •
    4.6
  • Halli
    Greater Boston •2 reviews
    5.0
    Dined on Jun 29, 2026
    The "girl dinner" special on Mondays can't be beat! Highly recommend.
    More info
    Magissa$$$$• Greek• Portland
    •
    4.8
  • Gabby
    Dallas - Fort Worth •2 reviews
    5.0
    Dined on Jun 27, 2026
    AMAZING!! Totally totally recommend! You would be missing out if you didn’t come here on your visit to portland!
    More info
    Hunt & Alpine$$$$• American• Portland
    •
    4.9
  • Michael
    Dallas - Fort Worth •2 reviews
    5.0
    Dined on Mar 12, 2026
    Had a great time filled with delicious food and spot on drinks. Service was top notch.
    More info
    Wharf Street Yacht Club$$$$• American• Portland
    •
    5

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