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Top 10 Things To Do In Annapolis
#1Small-Group Original Annapolis Seafood Crawl
Explore the historic harbor, colonial architecture, and luxury boat scene of Annapolis an Eastport on this tour of America's sailing capital. Eat seafood, di...
recommend100% of travelers recommend
Free Cancellation Free Cancellation
#2Small-Group Explore the Heart of Annapolis Tour
Discover the heart of waterfront Annapolis on this guided tour, taking in its colonial-era architecture, revolutionary sites, and maritime ambiance aboard a ...
recommend94% of travelers recommend
Free Cancellation Free Cancellation
#3Wine Tasting Tour of the Heritage Region
Join an expert guide for an immersive look at the award-winning cellars and world-class winemakers of the Heritage region on this fun-filled wine tasting tou...
Free Cancellation Free Cancellation
#4DC Hop On-Off Tour + Arlington Cemetery Tour + Water Taxi
Named "Washington's Best Tour" by the Washingtonian Magazine, the Old Town Trolley offers the most comprehensive tour of the Nation's Capitol. Sit ...
recommend86% of travelers recommend
Free Cancellation Free Cancellation
#5Washington, D.C. Day Trip from New York
Take a day trip out of the city to soak up the history and architecture of another East Coast metropolis—Washington, D.C. Check out the monuments and memoria...
recommend90% of travelers recommend
Free Cancellation Free Cancellation
#6Annapolis Plant Nite Crafts Event by Yaymaker
ItineraryPlant a Terrarium or Miniature Garden Wonderland with our local Annapolis Plant Nite Events hosted by Yaymaker. Plant Nite experience is a lot like ...
Free Cancellation Free Cancellation
#7Guided Monuments & Memorials Tour at Dusk
Your tour begins at the US Navy Memorial and loops around the National Mall, stopping at iconic landmarks and powerful tributes to key moments in American hi...
recommend94% of travelers recommend
Free Cancellation Free Cancellation
#8Best of DC – VIP Guided DC Bus Tour
Explore the halls of our nation’s history and see the memorials that pay tribute to early presidents, fallen soldiers, and inspired citizens. Your all-encomp...
recommend92% of travelers recommend
Free Cancellation Free Cancellation
#9See DC Today - Small Group Moonlight Tour
Discover our Nation’s Capital during this exceptionally comprehensive, 3 - hour, personalized, professionally guided tour. To enhance our tour you will view ...
recommend94% of travelers recommend
Free Cancellation Free Cancellation
#10Discover DC – Memorial Sightseeing Bus Tour
Start at the open plaza of the U.S. Navy Memorial and listen as your informative guide tells you about the significance of each feature, like the bronze stat...
recommend94% of travelers recommend
Free Cancellation Free Cancellation
Most Popular Booked Annapolis Hotels
Price for 1 night 2 adults*
Per night/room
Dec 18 - Dec 19
Hilton Garden Inn Annapolis Downtown
174 West Street, Annapolis, MDThis hotel features a restaurant, a fitness center, and a bar/lounge. Traveling on business? Take advantage of the 4 conference rooms, free WiFi in public areas, and valet parking. Dry cleaning, free newspapers, and wedding services are also on offer.
Per night/room
Dec 17 - Dec 18
Historic Inns of Annapolis
58 State Circle, Annapolis, MDThis hotel features a 24-hour fitness center and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A terrace, limo/town car service, and a garden are also on offer.
Per night/room
Dec 17 - Dec 18
The Westin Annapolis
100 Westgate Cir, Annapolis, MDA full-service spa, an indoor pool, and a restaurant are all featured at this Beaux Arts hotel. Traveling on business? Take advantage of the 24-hour business center, express check-in, and valet parking. You'll appreciate the health club, bar/lounge, and free newspapers.
Per night/room
Dec 22 - Dec 23
Comfort Inn Conference Center
4500 Crain Hwy, Bowie, MDThis hotel features a restaurant, a 24-hour fitness center, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.
Per night/room
Jan 12 - Jan 13
Graduate Annapolis
126 West St, Annapolis, MDThis hotel features a restaurant, a 24-hour fitness center, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Self parking, a terrace, and limo/town car service are also offered.
Per night/room
Jan 1 - Jan 2
Crowne Plaza Annapolis
173 Jennifer Rd, Annapolis, MDThis hotel features an indoor pool and a 24-hour fitness center. Business travelers can take advantage of the laundry service. Enjoy the spa tub and perks like free self parking.
Per night/room
Dec 22 - Dec 23
DoubleTree by Hilton Hotel Annapolis
210 Holiday Court, Annapolis, MDThis hotel features a restaurant, a 24-hour fitness center, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the seasonal outdoor pool and perks like free self parking and a free area shuttle.
Per night/room
Dec 22 - Dec 23
Best Western Annapolis
2520 Riva Rd, Annapolis, MDThis hotel features a 24-hour fitness center and a seasonal outdoor pool. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A computer station, laundry facilities, and free newspapers are also on offer.
Annapolis Activities
Places To Go In Annapolis
Welcome, traveler, to Annapolis. Your journey has landed you here, and new adventures are calling your name. Now that you’ve arrived, you can stay in the safety and comfort of your hotel and watch the world spin past…or you can embrace this new place you’ve come to. Learn its streets. Meet its people. Learn its history. Your hand is already on the doorknob, isn’t it?
Things to Do in Annapolis
You’ll not be wanting for things to do in Annapolis. Explore the downtown area in search of museums and boutiques…or that next delicious meal. What tickles your fancy? A delectable five-course supper at the restaurant you’ve been hearing about? Or perhaps you’d rather read the paper while sipping hot coffee at one of the cafes scattered throughout town. Take in a show at the theatre, or just walk along down the main thoroughfare, watching people wander past.
Why spend hours ruminating over what to do in Annapolis? Let the possibilities wash over you as you explore this new region. Move out on foot and get to know the area on a more personal level. Find that perfect souvenir at one of the smaller shops, or reinvent your entire artistic aesthetic at your new favorite gallery.
Is the wind whispering suggestions in your mind? Rent a car and take it out beyond city limits and into the wild blue yonder. Explore the smaller cities and towns past the border, and get to know the stories behind them. Visit a county fair and let childhood memories wash over you as cotton candy melts in your mouth. Sample hand-made jam at a stop on a forgotten highway, or let the hustle and bustle of modern life sweep you away as you lose yourself in the organized chaos of a modern metropolis. Your choices are endless—and so are the adventures to come.
When you book your journey with Travelocity, you’re never far from Annapolis attractions. After all, the money you save when you plan a trip with us is best spent along the way. Whether it’s the roar of the city you crave, or the quiet solitude that comes with a simpler getaway, everything you need to get started is right here.
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