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Restaurants near Deering Street Historic District

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106 restaurants available nearby

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A photo of Isa Bistro - Portland restaurant
1. Isa Bistro - Portland
4.9
Exceptional(2020)
€€€€
• Bistro • Portland
Booked 18 times today
Dinner 4-9pm, except closed on Tuesdays. Brunch 11:30-4pm Friday & Saturday. Isa is a small neighborhood bistro serving an eclectic and seasonally driven menu. A husband and wife duo. A 2023 James Beard nominated chef, Isaul Perez brings his experience cooking French and Italian food in NYC to life with a splash of his Mexican heritage. His wife Suzie is a certified sommelier and face of the front. They showcase local farms and purveyors, offer craft beers and house specialty cocktails. The dining room is cozy and quaint with an original black tin ceiling. INDOOR DINING - Reservations accepted up to 30 days out, for 1-8 guests. Large parties cannot be separated into multiple tables. **Indoor reservations cannot be moved outside upon arrival.** If you need to cancel, please do so before 12:30pm or a late cancellation/no show fee will apply. OUTDOOR DINING - Reservations are available DAY OF only for 1-6 guests as our private patio is weather permitting (not dog friendly).
A photo of Benny's restaurant
2. Benny's
4.7
Exceptional(120)
€€€€
• Italian • Portland
Booked 4 times today
Benny's is a Philly-inspired, Italian-American restaurant in Portland's Arts District, from the team behind Ramona's Sandwich Shop. Enjoy a signature cocktail at our 12-seat bar, or settle down at a table for a night of classic dishes such as Meatballs, Linguine and Clams, Chicken Parmesan, or Pretzel Garlic Knots. Younger guests can enjoy a Shirley Temple while snacking on Mozzarella Sticks and a bowl of Spaghetti. Our dining room is fit for date nights and celebratory evenings. Benny’s is all about balance—nostalgic, comforting dishes made with the best ingredients and some modern twists for creative fun.As a courtesy to all of our guests, we respectfully ask that parties adhere to the following dining timelines: 2 guests - 1.15 hrs3-4 guests 1.30 hrs4-6 guests 1.45 hrs
A photo of REGARDS restaurant
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3. REGARDS
4.5
Awesome(459)
€€€€
• Seafood • Portland
Booked 7 times today
Bringing some LA vibes to the northeast. REGARDS draws inspiration from the diverse food culture of Los Angeles. We highlight flavor profiles from Japan and Mexico with the freshest of Maine produce and products. The menu at REGARDS has bright, zippy ceviches and crudos, rich tamales, plump Argentinian shrimp tacos, along with mezcal cured hamachi collars, crab rice and grilled cabbage with caesar. Clarified lime margaritas with eucalyptus or our gin and sotol martinis with hibiscus pair with our adventurous menu. We pour natural wine and have a large selection of curated mezcals and tequilas.A place for us and for you. Might not make sense, but it sure is delicious. Across the street from Reny's. Nearby Maine College of Art, Portland Stage Company, State Theatre, Empire Comedy Club and Blue Jazz Club. **The 50 Best New Restaurants of 2022, Bon Appetit****Plate Magazine Chef's To Watch, 2023****Star Chef New England, 2023**
A photo of Top of the East - Westin Portland Harborview restaurant
4. Top of the East - Westin Portland Harborview
new
4.1
Excellent(3)
€€€€
• Bar / Lounge / Bottle Service • Portland
Booked 3 times today
Step up and away to the Top, and experience a classic cocktail sky lounge, infused with Maine heritage. Top of the East pays homage to our roots and the esteemed traditions of Maine by crafting an innovative menu that harmonizes local ingredients with a contemporary flair. Indulge your senses, sip thoughtfully, and immerse yourself in the unparalleled ambiance – you're at the TOP of Portland, Maine. Our kitchen is open until 10pm daily. Guests must be 21+.
A photo of C2-Congress Squared Restaurant restaurant
5. C2-Congress Squared Restaurant
new
3.9
Excellent(161)
€€€€
• Contemporary American • Portland
Booked 1 time today
Congress Squared Restaurant's cuisine is Contemporary American with an emphasis on New England ingredients and local favorites. The menu features New England sourced seafood. The bar is stocked with Maine Beers and Maine Spirits. The intimate dining room seats 70 guests and the bar accommodates an additional 20. Congress Squared welcomes walk-in guests nightly in the dining room and the bar. Best Happy Hour in Town! Seven days a week 4-6pm Happy Hour! The restaurant is on the street level of The Westin Portland Harborview Hotel.
A photo of Scales restaurant
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6. Scales
4.8
Exceptional(8077)
€€€€
• Seafood • Portland
Booked 103 times today
A traditional New England restaurant with modern touches, Scales is located on Maine Wharf next to the Casco Bay Ferry Terminal. Enjoy classic fried seafood as well as locally sourced land fare, while enjoying the view of a quintessential working Maine harbor. Bar seating is available for dinner service by reservation only. Please check with the host to inquire about bar seating.Our lounge is open for cocktails and raw bar beginning at 4:30pm, Sunday through Thursday, and 4:00pm on Fridays and Saturdays.We are only able to seat complete parties at this time. Please note: our patio reservations are weather dependent. If we need to make a change because of weather, we will call you on the day of your reservation to cancel or reschedule your booking.We offer complimentary valet parking during the time of your meal with us.
A photo of Street and Co. restaurant
7. Street and Co.
4.7
Exceptional(4047)
€€€€
• Seafood • Portland
Booked 72 times today
Street and Co. is a Mediterranean, bistro style, all-seafood restaurant with a dynamic atmosphere and 35 years of experience, located right in the heart of the Old Port. Our chefs focus on serving the freshest seafood and the best ingredients available from local purveyors, fishermen and organic farmers. They prepare a simple yet creative menu that highlights the ingredients. Our personalized wine list truly complements the cuisine, and we offer a classic full bar. We serve our full menu at the bar itself and feature a raw bar with a variety of local oysters. The bar is available to book the majority of the year but only available thru walk in for July/August. Our comfortable lounge is great place to get together for drinks and appetizers or to enjoy while waiting for a table. Al fresco dining is available thru walk-in only from Memorial Day through mid-October, depending on weather. We book the majority of the dining room but reserve a few tables for walk in as well.
A photo of Solo Italiano restaurant
8. Solo Italiano
4.6
Exceptional(3218)
€€€€
• Italian • Portland
Booked 16 times today
We currently offer in-house dining Tuesday through Sunday from 4:30-9:30pm (last seating at 9:00pm other than Friday and Saturday).Our restaurant features Paolo Laboa, international chef from Genova, Italy. His menu consists of simple, flavorful and authentic Northern Italian cuisine. This includes handmade pasta, crudo (raw fish), fresh pizza and an all-Italian wine list. Ingredients are sourced locally, from various Maine farms and from the Gulf of Maine, whenever possible.
A photo of David's Restaurant restaurant
9. David's Restaurant
4.7
Exceptional(4196)
€€€€
• Contemporary American • Portland
Booked 22 times today
A long established local favorite at the center of the historic arts district featuring eclectic decor,and an energetic atmosphere. David's offers broadly appealing menus that highlight familiar dishes with acreative twist. Open for lunch and dinner, showcasing delectable options for gluten free, vegetarian, and vegan diners. David’s is known for delicious meals, and warm and friendly service. It’s no wonder that Chef David was voted Portland's best chef in 2021 and chef of the year in 2012.
A photo of Mr. Tuna restaurant
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10. Mr. Tuna
4.7
Exceptional(217)
€€€€
• Sushi • Portland
Booked 20 times today
A casual sushi joint in Portland, ME specializing in sustainable, local seafood. Mr. Tuna includes a poppy, pastel-shaded 30 seat sushi bar and seasonal outdoor seating. Chef Jordan Rubin is hyper focused on quality, earning accolades including a James Beard Nominee for Best Chef: Northeast and Food & Wine Best New Chef in 2025. Mr. Tuna was named #6 Best Restaurant in the Country by Food & Wine and was honored with the Innovation Award from Gulf of Maine Research Institute for its commitment to responsible sourcing. The menu is built around super-fresh, seasonal seafood sourced straight from the Gulf of Maine, as the restaurant is just a short walk up from Portland's waterfront. Try the Tuna Tasting, a four-cut journey through local bluefin, or the Tuna de Tigre, a bright, ceviche-style blend of Peruvian and Thai flavors. Don't skip the classics- the hand rolls are what brought Mr. Tuna to fame in the early food cart days. Save room for a hot pressed ice cream Toastie for dessert!

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Dining near Deering Street Historic District at a glance

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Most popular restaurant

popular restaurant

Isa Bistro - Portland

4.9

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Exceptional reviews

Most popular cuisine

popular cuisine

Seafood

Average bill amount

€25 and under

See what locals rave about

From verified diners like you
From verified diners like you
  • Anne
    Maine •2 reviews
    5.0
    Dined 3 days ago
    We loved every single bite we took at Isa! Starting with the bread. Don't overlook the bread!! OMG, just amazing. The night we were there it was with a smoked chive butter. Delicious. The chicken tinga flautas were fabulous, as were our entrees of short rib ragu and tagliatelle bolognese. We feel so fortunate to be locals (Windham) knowing we will be able to return any time we like. Oh, and parking was easy. They have parking spots for the restaurant in the back. (We had an early reservation though, so getting those spots later in the evening may be harder. I don't know.) Bottomline, if you ever get the opportunity to go to Isa Bistro, jump on it!
    More info
    Isa Bistro - Portland$$$$• Bistro• Portland
    •
    4.9
  • Arthur
    New York State •1 review
    5.0
    Dined on 15 Oct 2026
    our server was great and the food was awesome would highly recommend!!
    More info
    C2-Congress Squared Restaurant$$$$• Contemporary American• Portland
    •
    3.9
  • KristineGold
    Greater Boston •24 reviews
    5.0
    Dined on 15 Oct 2026
    Outstanding service and the food is delicious. Incredible value and great food.
    More info
    Benny's$$$$• Italian• Portland
    •
    4.7
  • Michael
    San Francisco Bay Area •9 reviews
    5.0
    Dined on 14 Oct 2026
    Fantastic meal on a very impressive culinary level. Ingredients and creativity are well worth the trip to this spot. Ambience was very subdued chic and hip! A must experience
    More info
    REGARDS$$$$• Seafood• Portland
    •
    4.5
  • Karen
    Greater Boston •9 reviews
    5.0
    Dined on 13 Aug 2026
    Food was fantastic and service was superb! Would definitely recommend!
    More info
    Top of the East - Westin Portland Harborview$$$$• Bar / Lounge / Bottle Service• Portland
    •
    4.1

Discover best restaurants near Deering Street Historic District

Discover the charm of the Deering Street Historic District, a picturesque area that showcases Portland's rich history and culture. Where to Eat Near Deering Street Historic District? The dining scene near Deering Street is as eclectic as its historical backdrop. Enjoy cozy bistros offering contemporary menus influenced by French and Italian flavors, delectable handmade pastas, and vibrant American taverns filled with lively atmosphere. For a taste of Italy, indulge in authentic Northern Italian cuisine featuring house-made pizza and fresh seafood from local waters. Whether you're seeking casual dining or a festive night out, this neighborhood has something for everyone. Experience the perfect blend of comfort food and culinary creativity just steps away from history.

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