Chesapeake City, MD

Travel Guide

Aerial panorama of Chesapeake City Maryland historic fishing town on the Chesapeake Delaware canal with private boats docked in the marina and the Chesapeake City Bridge over the back creek
Autumn Sunset at the Chesapeake City Bridge, Maryland, USA, Chesapeake City, Maryland
Homes on the Chesapeake Bay, in North Beach, Maryland. Sunny day, blue sky.
Hemingway Pier Next to the Bay Bridge outside of Annapolis Maryland at Sunset
chesapeake bay bridge with calm inlet at sunset
Quality Inn Newark - Wilmington

Quality Inn Newark - Wilmington

2.5 out of 5
65 Geoffrey Dr Newark DE
The price is AED 259 per night from May 25 to May 26
AED 259
AED 287 total
25 May - 26 May
includes taxes & fees
Book a stay at this business-friendly hotel in Newark. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Christiana Mall and Hale-Byrnes ...
5.6/10 (1,003 reviews)
Good place to stay

Reviewed on 14 May 2026

Quality Inn Newark - Wilmington
Sonesta Select Newark Christiana Mall

Sonesta Select Newark Christiana Mall

3 out of 5
48 Geoffrey Dr Newark DE
The price is AED 340 per night from May 18 to May 19
AED 340
AED 378 total
18 May - 19 May
includes taxes & fees
Stay at this hotel in Newark. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.6/10 Good! (1,233 reviews)
Indoor pool

Reviewed on 15 May 2026

Sonesta Select Newark Christiana Mall
Great Wolf Lodge Perryville

Great Wolf Lodge Perryville

2 out of 5
1240 Chesapeke Overlook Parkway Perryville MD
The price is AED 657 per night from May 17 to May 18
AED 657
AED 736 total
17 May - 18 May
includes taxes & fees
Stay at this hotel in Perryville. Enjoy free WiFi, 4 restaurants, and water park access (surcharge). Popular attractions Hollywood Casino and Garrett Island ...
8.8/10 Excellent! (215 reviews)
Clean night and a good time for the children

Reviewed on 5 May 2026

Great Wolf Lodge Perryville
See all 574 properties in Chesapeake City
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤water views!!!

Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤water views!!!

Chesapeake City MD
Stay at this vacation home in Chesapeake City. Enjoy free WiFi, laundry facilities, and patios. Popular attractions South Chesapeake City Historic District and ...
9.8/10 Exceptional! (6 reviews)
Large Beautiful Home
We rented Hook, Wine & Sinker for our family to stay in during the weekend of our son's wedding in Chesapeake City, MD. The home is absolutely beautiful, very clean, spacious, and one of the best rentals that I've stayed in with VRBO.

Reviewed on 16 June 2025

Hook Wine & Sinker~sleeps 14 to 16 🚤 includes slip at Inn 🚤water views!!!
Historic Chesapeake City Stay

Historic Chesapeake City Stay

Chesapeake City MD
Stay at this cabin in Chesapeake City. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Chesapeake City Bridge and The Pell Gardens are ...
9/10 Wonderful! (21 reviews)
The rental was perfect for what we needed. The bed and living room furniture were very comfortable and the kitchen well stocked. The host was quick to respond to questions I had. I will definitely see if this rental if available the next time I’m in the area.

Reviewed on 26 April 2026

Historic Chesapeake City Stay
Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows

Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows

Chesapeake City MD
Stay at this vacation home in Chesapeake City. Enjoy a beach locale, laundry facilities, and patios. Popular attractions Bohemia Vista Marina and Two Rivers ...
10/10 Exceptional! (57 reviews)
Great property...sizeable and everyone had enough space to retreat to their own rooms. Good communication via phone from the host, but it would have been nice to have emailed instructions to refer back to during and at the end of our stay so we would know a wifi password and what was expected when ...

Reviewed on 30 October 2025

Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows
See all properties in Chesapeake City
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Popular places to visit

APRIL 27, 2023, OXFORD, EASTERN SHORE MARYLAND - USA - aerial view of small Chesepeake Bay fishing town, Oxford, MD

Chesapeake Inn Marina

Explore the waterfront in Chesapeake City with a trip to Chesapeake Inn Marina. Stroll along the marina or experience the area's museums.

Chesapeake Inn Marina

Bohemia Vista Marina

5/5(2 reviews)

Explore the waterfront in Chesapeake City with a trip to Bohemia Vista Marina. While in this family-friendly area, you can savor the top-notch restaurants.

Bohemia Vista Marina

C and D Canal Museum

3/5(1 review)

You can spend time exploring the galleries in C and D Canal Museum during your trip to Chesapeake City. While you're here, you can savor the top-notch restaurants.

C and D Canal Museum

Chesapeake City Park

Chesapeake City Park is just one of the places to see in Chesapeake City, so why not enjoy the other things to explore during your travels? Stroll along the marina or experience the area's museums.

Chesapeake City Park

Bohemia Bay Yacht Harbour

Explore the waterfront in Chesapeake City with a trip to Bohemia Bay Yacht Harbour. Amble around the area's marina or experience its museums.

Bohemia Bay Yacht Harbour

Chesapeake City Docks

Explore the waterfront in Chesapeake City with a trip to Chesapeake City Docks. Amble around the area's marina or experience its museums.

Chesapeake City Docks