Date Ideas in Chestertown, MD

  • TripBuzz discovered 101 different types of activities for couples in the Chestertown area, including Art Gallery (like Artists' Gallery), Marinas (like ROLPHS WHARF MARINA), Bowling (like Queen Anne's Bowling Centre) and Movie Theaters (like Chester 5 Theatres), and much more.
  • We discovered a total of 69 date ideas in or near Chestertown, Maryland, including 61 fun or romantic activities in nearby cities within 25 miles like Stevensville, Pasadena, Havre de Grace and Rock Hall.
  • TripBuzz discovered 101 different types of activities for couples in the Chestertown area, including Art Gallery (like Artists' Gallery), Marinas (like ROLPHS WHARF MARINA), Bowling (like Queen Anne's Bowling Centre) and Movie Theaters (like Chester 5 Theatres), and much more.
  • We discovered a total of 69 date ideas in or near Chestertown, Maryland, including 61 fun or romantic activities in nearby cities within 25 miles like Stevensville, Pasadena, Havre de Grace and Rock Hall.
Showing 121-130 of 520
27.9 Miles
83% 90 votes
Haunted Tours 16 Church Circle, Annapolis, MD 21401 MoreLess Info
Annapolis Tours & Crawls offers a variety of walking tours, pub crawls, and combinations of the two in the downtown Annapolis area. Offerings include a craft beer pub tour and a ghost tour.
27.9 Miles
86% 235 votes
122

Ego Alley

Landmarks Annapolis City Dock, Annapolis, MD MoreLess Info
Ego Alley, the commonly known nickname of the Annapolis City Dock, is known as such due to the stream of luxurious, extravagant yachts. A plaza is nearby allowing guests to sit and people watch while enjoying a snack.
27.9 Miles
94% 84 votes
Historic Homes 19 Maryland Ave., Annapolis, MD 21401 MoreLess Info
Arts and architecture of the 18th century is on display at Hammond-Harwood House. Take a tour to see exhibits like a gentlemen's study. Colonial guides are on hand to provide a more detailed account of the displays.
27.9 Miles
84% 171 votes
Gardens 186 Prince George St., Annapolis, MD MoreLess Info
Visitors to the William Paca Garden can enjoy serenity and beauty with a 45-minute tour, offered daily (fee applies). The two-acre garden is located at the Paca House, a restored 18th-century mansion reflecting the English country villas of the time.
27.9 Miles
100% 13 votes
Kayaking 311 3rd Street, Annapolis, MD 21403 MoreLess Info
With direct access to Spa Creek, Annapolis Canoe & Kayak offers visitors watercraft rentals to take out on the water. Visitors can rent kayaks and canoes for the day, as well as stand up paddle boards and power boats.
28.0 Miles
90% 386 votes
Landmarks 91 State Circle, Annapolis, MD 21401 MoreLess Info
Built in 1772, Maryland State House is the oldest operating state capitol in the country and features the largest wooden dome built in America without the use of nails. Guided tours of the capitol and the surrounding gardens are available.
28.1 Miles
88% 83 votes
127

B&A Trail

Bike Paths Annapolis, MD MoreLess Info
Known commonly as the B&A Trail, the official name is the Baltimore & Annapolis Trail. It is an established recreational greenway that follows the route of the old Baltimore & Annapolis Road from Glen Burnie to Annapolis.
28.1 Miles
36% 25 votes
128

Womanship

Sailing Annapolis, MD MoreLess Info
Since 1984, Womanship has been the first and leading sailing school that was designed completely by women for the teaching of women. In addition to instruction for couples, families, and corporate groups, there is a young course for girls in grades 7 through 12.
28.1 Miles
91% 34 votes
Farms & Ranches 2526 Proctor Lane, Parkville, MD MoreLess Info
Weber's Cedar Mill Farm is a farm that offers a gift shop, a country bakery, fresh fruits and vegetables, and pressed apple cider. The farm also sells homemade ice cream, pies, and fudge.
28.1 Miles
71% 7 votes
Parks 51 W Earleigh Heights Road, Severna Park, MD 21146 MoreLess Info
At the Baltimore & Annapolis Trail Park, travelers can hike or ride their bike from Boulters Way in Annapolis all the way to Glen Burnie, Maryland. Numerous picnic tables are accessible along the way.
Showing 121-130 of 520
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