Traveling to Annapolis: Things to do and Places to See

February 18, 2022

If you're looking for a fun weekend getaway, Annapolis, MD is the place to go! There are plenty of things to do and places to see in this charming coastal town. Here are some of our favorite recommendations:

1. Take a walk or bike ride along the beautiful waterfront path.

One of the greatest things Annapolis is known for is its beautiful waterfront. There's a paved path that runs along the harbor, making for a lovely walk or bike ride. In addition to walking and bike riding, there's plenty to do around the bay including kayaking, fishing, and crabbing.

If you are traveling to Annapolis, we recommend staying in one of the numerous hotels on the waterfront and trying a few of the delicious restaurants in the surrounding area.

2. Visit the Maryland State House and learn about the state's history.

If you are interested in historical facts, you'll enjoy visiting the Maryland State House. It's the oldest state capital building still in legislative use and has housed many important meetings throughout history. If you're a fan of American history, this is definitely worth taking time out of your day to visit.

3. Stop by one of the local breweries or wineries for a tasting tour.

Annapolis, MD has lots of great local breweries and wineries, each with its own unique flavor. We recommend stopping by Layton's Chance Vineyard and Winery, Crooked Crab Brewing Company, or the Annapolis Homebrew Emporium for a taste of what the area has to offer.

4. Enjoy a delicious seafood dinner at one of the many restaurants in town.

Like many east coast cities, Annapolis is known for its delicious seafood. There are plenty of great restaurants to choose from, but our favorite dining experience is at O'Leary's Seafood Restaurant. Positioned right on Maryland's waterfront, this beautiful restaurant is the perfect place to spend an evening enjoying delicious food and amazing views of the bay.

5. Shop till you drop at one of the cute boutiques or farmer's markets.

Throughout the town, there are plenty of charming boutiques and farmer's markets where you can find unique souvenirs or fresh produce. The Annapolis City Dock is a great place to start, with lots of different stores to explore. If you're looking for something more specific, the Maryland Avenue Arts District is home to many art galleries and local shops.

6. Catch a show at one of the theaters or concert venues.

If you're interested in seeing a show or concert during your time in Annapolis, there are a few great venues to pick from. Our favorite is Rams Head On Stage, which hosts numerous concerts throughout the year and has been voted one of the best music clubs by Rolling Stone Magazine. If you enjoy live theater performances and musicals, we recommend checking out the Annapolis Summer Garden Theatre or Maryland Hall for the Creative Arts.

7. Visit Quiet Waters Park

Bordered by the South River and Harness Creek, Quiet Waters Park is 350 acres of absolute natural beauty. It's the perfect spot for a relaxing day outdoors, with walking and biking trails, fishing spots, scenic views, and plenty of open space. If you are traveling with children, we highly recommend checking this place out.

8. Head to the beach

If you're looking for a day of relaxation and fun in the sun, head to one of Annapolis' nearby beaches. Our favorites are Sandy Point State Park or Mayo Beach, which offer swimming, fishing, kayaking, and windsurfing opportunities as well as beautiful views of the bay.

While you are in Annapolis, we recommend trying out as many of these things as you can. There is something for everyone in this charming east coast town, and we promise you won't be disappointed!


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