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Chesapeake City

Nestled along the C&D Canal, Chesapeake City is a charming waterfront town in Maryland. Stroll along the picturesque streets lined with colorful shops and cozy cafes. Take a leisurely bike ride on the nearby scenic trails, or hop on a boat tour to explore the historic canal. It's the perfect spot for a relaxing getaway!

Recommendations

Culture4.5/5

C & D Canal Museum

Dive into history at the C & D Canal Museum in Chesapeake City! This quirky gem showcases the fascinating tale of the Chesapeake and Delaware Canal, with engaging exhibits, vintage artifacts, and stunning views. Perfect for families and history buffs, it's a delightful pitstop. Don't forget to snap a selfie by the canal's edge—memories await!

Outdoor3.7/5

Chesapeake city park

Landmark4.6/5

Chesapeake City Bridge

The Chesapeake City Bridge, an architectural marvel spanning the C&D Canal, offers breathtaking views of the waterway and surrounding landscape, making it a must-visit landmark for photographers and nature lovers alike.

Culture4.5/5

Chesapeake City United Methodist Charge @ Trinity

Nestled in charming Chesapeake City, the Trinity United Methodist Church invites travelers to experience warmth and community. With its classic architecture and delightful gatherings, this welcoming charge offers a serene getaway from the daily hustle. Join Sunday services, enjoy lively events, and soak in the friendly vibes—it's the perfect pitstop for a heartwarming dose of fellowship!

Outdoor4.7/5

Pell Gardens Park

Eat$$4.3/5

The Bayard House Restaurant

Eat$$4.2/5

Tap Room Inc

Eat$$$4.5/5

Schaefer's Canal House

Welcome to Schaefer's Canal House, a hidden gem nestled on Bank Street in Chesapeake City! This charming waterfront eatery offers a delightful mix of delicious seafood and breathtaking views of the canal. Savor the succulent crab cakes, sip on local craft brews, and be enchanted by the picturesque scenery. A must-visit spot for foodies and adventurers alike!

Eat4.4/5

Bohemia Manor Farm

Eat$$$4.5/5

Chesapeake Inn Restaurant & Marina

Stays

Stay4.6/5

Ship Watch Inn

Nestled along the scenic Chesapeake & Delaware Canal, Ship Watch Inn offers charming accommodations and breathtaking waterfront views, making it a perfect getaway for relaxation and exploration in the heart of Chesapeake City.

Stay4.6/5

Inn at the Canal

Nestled along the charming Chesapeake City waterfront, the Inn at the Canal offers stunning views, elegant rooms, and a rich history, making it a perfect retreat for relaxation and romantic getaways.

Stay4.5/5

The Blue Anchor Inn

Nestled along the charming Bohemia Avenue, The Blue Max Inn is a delightful escape for travelers seeking comfort and whimsy! With cozy rooms that exude warmth and a quirky vibe, it's perfect for a weekend getaway. Indulge in their scrumptious breakfast and explore nearby Chesapeake City’s scenic waterfront—this picturesque inn promises an unforgettable stay!

Things To Do
Provided by

5/5

Barbados Half Day Coastal Sightseeing Private Tour

Ride in comfort while exploring Barbados from coast to coast with a courteous, honest, friendly and well informed driver/guide. Travelers will be able to take photos at their various stops, purchase souvenirs if needed. Enjoy locally made beverages such as rum punch, beers and rum of their choice, at a rum shop stop. They will also enjoy an appetizing local lunch along the coast in rural Barbados. Additionally, spending time at the beach swimming, sun tanning or relaxing is optional. Travelers can also customize their own itinerary with the assistance of the driver/guide if needed who will ensure that their interest is realized on the day.

$220.00

Funfull FunPass - Delmarva

Unlock a year of unlimited fun with Funfull’s Delmarva FunPass! This isn’t just a discount—it’s your family’s ticket to adventure all year long. With one low price, you’ll enjoy daily visits to dozens of the best local attractions, including Altitude Trampoline Park, bowling alleys, mini golf, play centers, arcades, and more. And to make it even better, every FunPass comes with one free movie ticket each month, redeemable at Regal Cinemas—an extra $150+ value over the year! Traveling? Your FunPass goes with you. Your membership isn’t limited to Maryland’s Eastern Shore. As Funfull rapidly expands across the United States, your pass is accepted at hundreds of partner locations nationwide. That means whether you’re at home or on vacation, you’ll always have access to family fun—without paying extra. Why pay full price for one visit when you can unlock a full year of fun for less than the cost of a family night out? Join Funfull today and start making memories that last all year long.

$199.99

168 h

250th Celebrate: NYC,Niagara Falls,D.C & Boston 7 Day Small Group

Explore America’s most iconic cities and landmarks in one unforgettable journey—perfectly timed for the United States 250th Anniversary celebration. Experience an exciting 7-day East Coast adventure with Jupiter Legend, featuring New York City, Philadelphia, Washington D.C., Niagara Falls, and Boston! Enjoy iconic sights, city tours, shopping, and unforgettable moments, all with our professional service and care. *Travel in Comfort – New vehicles equipped with onboard Wi-Fi and charging ports. *Stress-Free Small Group Experience – Enjoy a premium journey with no more than 12 guests. *Stay with Character – Handpicked hotels that reflect local culture and charm. *Daily Travel Guidebook – A handy pre-trip booklet to help you understand each day’s highlights. *Tailored Travel Video Clips – Personalized video materials to capture your journey. *Award-Winning Guides – Led by top-tier guides recognized in professional tour competitions.

$2,370.00

3 h

Northern Delaware Holiday Lights Tour

Enjoy a private 3-hour holiday lights tour through Northern Delaware’s most festive neighborhoods in a luxury stretch limo (0–10 guests) or party bus (11–29 guests). Your experience begins at the Wilmington Riverfront, where sparkling waterfront lights set the tone for the night. For an additional fee, you may choose a custom pickup or drop-off location anywhere in New Castle County. Your professional chauffeur will guide you through beautifully decorated areas of Bear, Pike Creek, Wilmington, and North Wilmington, featuring 5–8 curated residential light displays. Inside the vehicle, enjoy holiday music (or stream your own), cozy lighting, and BYOB-friendly wet bar service. Tours include ~3 hours from pickup to final drop-off. Extra time and additional stops must be pre-booked. Tickets are non-refundable unless Trip Insurance is added, allowing changes up to 12 hours before the tour. For tours on Dec 5–6, Rockwood Park’s drive-through display may be included.

$256.30

8760 h

Funfull Family Package Delmarva

Unlock a year of unlimited fun with Funfull’s Delmarva FunPass! This isn’t just a discount—it’s your family’s ticket to adventure all year long. With one low price, you’ll enjoy daily visits to dozens of the best local attractions, including Altitude Trampoline Park, bowling alleys, mini golf, play centers, arcades, and more. And to make it even better, every FunPass comes with one free movie ticket each month, redeemable at Regal Cinemas or Cinemark! Traveling? Your FunPass goes with you. Your membership isn’t limited to Delmarva. As Funfull rapidly expands across the United States, your pass is accepted at thousands of partner locations nationwide. That means whether you’re at home or on vacation, you’ll always have access to family fun—without paying extra. Why pay full price for one visit when you can unlock a full year of fun? Join Funfull today and start making memories that last all year long.