
Chesapeake Country - Upper
From North East to Kent Island

Take your time experiencing the special beauty of this tidewater region with its pristine waterways and vibrant historic waterfront villages.
- Drive the upper part of the Chesapeake Country Scenic Byway
- Hike to the Turkey Point Lighthouse at Elk Neck State Park
- Paddle or kayak the North East Creek with Bay Venture Outfitters
- Bike, hike, run, walk on the newly completed Ben Cardin C&D Canal Trail
- Stroll through the Victorian historic district and enjoy waterfront dining in Chesapeake City
- Visit a farm, taste wines and meet animals, while sipping wine at Broken Spoke Winery
- Enjoy the grounds, gardens, nature trails and waterfront at the Mount Harmon Plantation
- Savor wine and taste grass-fed beef at Crow Vineyard & Winery
- Get up close views of waterfowl, eagles, osprey, shorebirds and songbirds from the comfort of your vehicle at Chesapeake Farms
- Partake in a craft brew on a working farm at Patriot Acres Farm Brewery
- Stroll the trails at the Chesapeake Bay Environmental Center
- Bike the Cross Island Trail
- Dine on Maryland crab at a Kent Narrows restaurant
Open for summer adventure
(*Note* Please contact the business directly for more information on their listed packages, deals, booking questions, or other inquiries.)
Rock Hall
Now Through Nov 1, 2023
Book any two-night stay Monday through Wednesday and receive your third night half-off. Offer does not include holidays and is subject to availability. If booking online, offer will be applied following your initial confirmation. Reservation dates must be consecutive and in the same room. […]
Chestertown
Now Through Dec 17, 2023
Get ready for the ultimate date night experience! Escape the city and come to Maryland’s Eastern Shore to enjoy luxurious accommodations in an idyllic country setting, as well as wine tasting, dinner for two, and more! Save $50 on this package! […]
Chestertown
Now Through Mar 30, 2023
Stay two nights and receive 15% off the rate or any 3 consecutive nights and receive 50% off your third night plus a bottle of bubbly. As the new year begins, take time for yourselves relax and reconnect at the Brampton. Let us take care of you! Valid thru March 30, 2023 on new reservations only […]
Berlin
Now Through Nov 30, 2023
Guests staying with us at least seven nights at our participating resorts can receive 25% off their stay using promo code VACATION when they book. Extend your stay and enjoy more days exploring your Sunnier Side with these savings all year! […]
Timonium
Apr 15, 2023 Through Dec 2, 2023
Free admission between 9am - 2pm at 2023 CRAFTS GALORE! Events (Apr 15, May 13, June 10, Sept 16, Oct 21, Nov 11, Dec 2). […]
Baltimore
Now Through May 31, 2023
Early Bird Ticket Special (until May 31) - $180.00 This will be the lowest ticket price for the 2023 season and will only last until May 31st Ticket prices include all Eventbrite fees. […]
Conrad's Crabs & Seafood Market
Parkville
Jan 1, 1970 Through Jan 1, 1970
Join the Captain's Club to earn points on every visit at Conrad's Crabs Parkville. Crabs, fresh fish, prepared foods, and MORE! Earn a $5 reward just for signing up today and receive a special gift on your birthday! Simply download the app, choose Conrad's Parkville as the location and start earning […]
Frederick
Now Through May 30, 2023
Any movie, all day, any showtime on Tuesdays is only $7. […]
Baltimore
Now Through Dec 28, 2023
Every Tuesday, all wines priced at $40 and under, are half off ! […]