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Best Historic Restaurants in Parole

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10 restaurants available nearby

A photo of Rams Head Tavern - Annapolis restaurant
4.3
Awesome(1695)
Price: Moderate
• American • Annapolis
Booked 8 times today
For over 30 years, Rams Head has been an award-winning favorite serving creative tavern fare. Rams Head offers an outstanding happy hour, a legendary beer selection, and extraordinary live music 7 nights a week. Whether in one of the cozy dining rooms, the historic pub, or on the Wisteria-covered patio, you'll see why so many Annapolitans consider Rams Head their second home. .We do not accept reservations for outdoor dining. Have tickets to a show at Rams Head On Stage? If taking advantage of our FREE Premium On Stage Experience, please make note in the 'special request' section while making your reservation.
A photo of Acqua al 2 - Annapolis restaurant
4.7
Exceptional(863)
Price: Expensive
• Italian • Annapolis
Booked 43 times today
Located in the heart of Annapolis, Acqua al 2 offers an authentic Tuscan dining experience. Featuring a wide array of vegetarian pasta, hand-carved steaks, and fresh seafood, as well as an extensive Italian wine list, Acqua is perfect for a celebratory dinner, an intimate date night, or a low key get-together with friends.
A photo of The Choptank - Annapolis restaurant
4.7
Exceptional(1504)
Price: Expensive
• Seafood • Annapolis
Booked 60 times today
Local Chesapeake Seafood and Crabhouse featuring live entertainment, craft cocktails, carefully curated wine list, and the best scenic view of the Chesapeake in the region!
A photo of Ruth's Chris Steak House - Annapolis restaurant
4.5
Awesome(2888)
Price: Expensive
• Steakhouse • Annapolis
Booked 36 times today
Expect nothing less than an extraordinary meal and first-class service from one of the most outstanding prime steak houses in the world: Ruth's Chris Steak House. Among the most distinctive dining destinations in the area. At Ruth's Chris Steak House your service will always be first class-attentive but never fussy.
A photo of Iron Rooster restaurant
4.4
Awesome(1012)
Price: Moderate
• Breakfast • Annapolis
Booked 13 times today
Whether you're looking for breakfast all day, lunch, supper or drinks, at Iron Rooster you'll find a new twist on traditional comfort food, legendary hospitality, and a real sense of community. Join us every day for breakfast, lunch, supper and late-night drinks. Whenever you're here, you'll enjoy delicious food, a cold drink, and an extra helping of hospitality.
A photo of Cafe Normandie restaurant
4.4
Awesome(2609)
Price: Moderate
• French • Annapolis
Booked 21 times today
Consistently voted "Most Romantic" restaurant, Cafe Normandie combines French cuisine with local Maryland specialities. A family business, we have been located in Historic Annapolis for 35 years.
A photo of Fox's Den restaurant
4.7
Exceptional(316)
Price: Moderate
• Gastro Pub • Annapolis
Booked 4 times today
An american craft Gastropub concentrating on local and small batch beers, whiskey, spirits and hand crafted cocktails along with a brick oven menu with Wood Fired Pizza, shareable items, and small plates. *Please note for online wait listed reservations do have a 5-10 min time frame to arrive for your reservation to be sat*
A photo of Blackwall Hitch - Annapolis restaurant
4.4
Awesome(2494)
Price: Moderate
• American • Annapolis
Booked 26 times today
We can't wait for you to dine with us at Blackwall Hitch Annapolis! A dining experience blending the area’s finest in tastes & talents, Blackwall Hitch is a coastally inspired concept that creates a local connection. Here you’ll find seasonally driven and locally sourced food and spirits, great local music and the area’s friendliest staff and patrons. With each visit as you take in the local flavor, we guarantee you’ll be hooked in no time. Get hooked on the flavor.
A photo of O'Brien's Oyster Bar & Seafood Tavern restaurant
4.4
Awesome(452)
Price: Moderate
• Seafood • Annapolis
Booked 5 times today
We take pride in offering honest local Chesapeake cuisine in a comfortable setting. Our bar is legendary and well known in the boating and Naval Academy community. Our full menu is available until 10pm and we offer a late pub menu till closing. Check our calendar for after dinner music and entertainment.
A photo of Historic Inns of Annapolis - Drummers's Lot Pub restaurant
Price: Moderate
• American • Annapolis
Coming Soon!

See what locals rave about

From verified diners like you
From verified diners like you
  • Dwayne
    Baltimore / Maryland •1 review
    5.0
    Dined 1 day ago
    We visit Choptank often. It is our "go to" restaurant when we host guests. It is wonderful that Marco the manager always remembers us. He sees the reservation name and visits the table. The servers are always in a good mood and you feel welcomed. Our visit on the day after Valentines still served the Valentine limited menu. There was plenty to chose from. We started with Oysters that were wonderful. The only flaw in the meal was the stuffed baked potato was too salty. It was cold and rainy outside but the vibe inside was cozy. Highly recommend.
    More info
    The Choptank - AnnapolisPrice: Expensive• Seafood• Annapolis
    4.7
  • Jack
    Philadelphia County •6 reviews
    5.0
    Dined 3 days ago
    Dined for Valentine’s Day set menu. AMAZING!!! Did not feel like a typical Valentine’s Day restaurant production line - in and out ASAP to turn the tables over. Food was incredible. Plenty of time to enjoy the whole experience. Our server Alice was amazing.
    More info
    Acqua al 2 - AnnapolisPrice: Expensive• Italian• Annapolis
    4.7
  • Garry
    Baltimore / Maryland •1 review
    5.0
    Dined 3 days ago
    My husband and I don't get an opportunity to go out and eat often and I really wanted to try Ruth's Chris. So, for this Valentine's Day, we decided to go - and we're both glad we did. The service was excellent. They were very attentive, friendly and eager to serve. The food was very good and the atmosphere was very pleasant. I just have one concern, and that was the prices. Yes, the food and quality was excellent but I felt it was a bit too costly. We paid over $300, including tip for dinner for 2 people which also included (1) dessert and (2) glasses of wine - not a bottle. We were happy with having the opportunity to experience Ruth's Chris but we're not sure if or even when we'll go back. Thank you.
    More info
    Ruth's Chris Steak House - AnnapolisPrice: Expensive• Steakhouse• Annapolis
    4.5
  • Chip
    Jackson Hole / Wyoming •1 review
    5.0
    Dined on 8 Feb 2025
    We had dinner at Rams Head prior to a show we were attending as part of their Premium On Stage Experience which we now take advantage of every time we see a show there. The place was packed but the noise was manageable and our server John(Jon) was friendly, attentive and we were not rushed but made it to our seats 15 minutes before the start of the show. We were also seated next the fireplace which was a plus as it was cold and wet outside. Our meals were very good and as always the Copperhead Ale was excellent. My only criticism has to do with the cost of my meal. I ordered one of the dinner specials, the Drunkn Noodles and the dish was very good and had plenty of shrimp but it was also supposed to have lump crab meat. There was very little crab meat (no lump that I could find) and for the $26 cost I felt there should have been a lot more crab meat. All that said still and wonderful meal and show!
    More info
    Rams Head Tavern - AnnapolisPrice: Moderate• American• Annapolis
    4.3
  • Eleanor
    Washington, D.C. Area •2 reviews
    5.0
    Dined on 24 Dec 2024
    Rachel took wonderful care of us. The food was delicious and served very promptly. There was a mix up with our Open Table reservation but manager Robert promptly texted me the morning of to accommodate us at an earlier seating because of the holiday. Rachel was very hospitable and made sure we had everything we needed. From the cocktails, to the appetizer, to the entrees and desserts we took to go, an outstanding meal. It was the perfect Christmas Eve dinner for our little family. A well-deserved reputation as an excellent establishment.
    More info
    Iron RoosterPrice: Moderate• Breakfast• Annapolis
    4.4
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