Cheap flights from Dorchester County
Many airlines offer flexible change policies
Earn BONUS+ rewardsOpens in a new window on top of your airline points
Enjoy exclusive promotions on the ebookers app!
Origin airport IATA code | ESN |
Featured Hotels near Dorchester County
The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks
Woolford
During your stay at this holiday home, you'll be close to Woods Island. An arcade/games room is available. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.
10/10 Exceptional! (7 reviews)
Perfect for family fun!
"This house is huge and has lots of different indoor and outdoor gathering spaces so the kids and adults in our group of three families didn’t have to be on top of each other in one living space the whole time. Big firepit area and huge lawn were great, and we enjoyed the kayaks and canoe. There’s ..."
Reviewed on 4 Jul 2024
Waterfront Cottage in Beautiful Hoopers Island
Fishing Creek
During your stay at this cottage, you'll be close to P. L. Jones Marina. The cottage offers free WiFi and a kitchen.
10/10 Exceptional! (66 reviews)
we loved the wild location
"the Hoopers Island area is amazingly wild and beautiful. we loved the Harriet Tubman visitors center just a short trip away, and the Blackwater Refuge just incredibly beautiful. the winter birds! we learned so much about the history and culture of the lower islands.the house is more cabin style, ..."
Reviewed on 13 Jan 2025
Inn at Perry Cabin
308 Watkins Ln, St. Michaels, MD
The price is €398 per night from 7 Apr to 8 Apr
€398
includes taxes & fees
7 Apr - 8 Apr
Our customers tell us that they can't get enough of the helpful staff at Inn at Perry Cabin. During your stay, you're just a quick walk from Perry Cabin Park. Features include free WiFi in public areas and free valet parking, plus 2 bars. This property offers pet-friendly amenities, such as food and water bowls.
9.4/10 Exceptional! (337 reviews)
"From the welcoming to departure, everything was perfect. The staff was responsive, friendly and knowledgeable. The property was first rate and convenient to local shops. Plan on returning."
Reviewed on 26 Mar 2025
Save an average of 15% on thousands of hotels when you're signed in
Holiday Inn Express Cambridge by IHG
2715 Ocean Gtwy, Cambridge, MD
The price is €118 per night from 27 Apr to 28 Apr
€118
includes taxes & fees
27 Apr - 28 Apr
Our customers tell us that they can't get enough of the helpful staff at Holiday Inn Express Cambridge by IHG. During your stay, you're just a quick walk from Bay Country Shop. You'll find features such as free breakfast, free WiFi in public areas and free self-parking.
8.8/10 Excellent! (686 reviews)
"I booked my reservation ahead of time so check in was quick the staff was nice and friendly and the room was nice and clean the bed 🛏 was very comfortable."
Reviewed on 31 Mar 2025
Hyatt Regency Chesapeake Bay
100 Heron Blvd, Cambridge, MD
The price is €250 per night from 6 May to 7 May
€250
includes taxes & fees
6 May - 7 May
Our customers tell us that they can't get enough of the pool at Hyatt Regency Chesapeake Bay. During your stay, you'll be within walking distance of Bay Country Shop. Enjoy features like free WiFi in public areas and free self-parking, plus 2 outdoor pools. This property offers pet-friendly amenities, such as food and water bowls.
8.6/10 Excellent! (1,001 reviews)
"."
Reviewed on 1 Apr 2025
St Michaels Inn
1228 S Talbot Street, St. Michaels, MD
The price is €120 per night from 5 May to 6 May
€120
includes taxes & fees
5 May - 6 May
Our customers tell us that they can't get enough of the helpful staff at St Michaels Inn. During your stay, you'll be within walking distance of St. Michaels Winery. You'll find features such as free breakfast, free WiFi in public areas and free self-parking.
8/10 Very Good! (1,002 reviews)
"The room was clean. It was quiet. Breakfast was disappointing"
Reviewed on 1 Apr 2025
Don't see what you're looking for?
See all available properties in Dorchester County
View all propertiesLowest 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.
More to explore for Dorchester County
Flights from Cities near Dorchester County
Top flight origins
Flights from Other Cities
Most Popular Routes from null
Most Popular Routes from
Top Trending
Hotels
Farmstay RomaniaLa Concha Renaissance San Juan ResortChalets County CorkRanches CaliforniaApartments VancouverFarmstay Fès-MeknèsHotels in Downtown Washington D.C.Bozdag Ski Resort hotelsB&B ZoeterwoudeHotel H15 Luxury Palace - Destigo HotelsHostels GlentiesLIT Millennium Theatre hotelsInishowen Gateway HotelKillarney Royal HotelMajestic Colonial Punta Cana - All InclusiveSt. Joseph's Catholic Church hotels
Flights
Packages
Fare, taxes & fees: Fares were found on ebookers.com and are updated daily. They include all taxes and fees, except baggage fees.
Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a £25.00 / 45.00 Euro service fee charged by ebookers, plus any airline fare and tax increase that may be applicable.
Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.