Dorchester County Vacation Packages 2026 from $357

Search vacation packages deals in Dorchester County's top destinations

Cambridge

Vacations

Dorchester County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

InterContinental Washington D.C. - The Wharf by IHG

The Wharf

Save 100% on your flight

$357

per person

Feb 27 - Mar 2

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Baltimore (BWI)

This smoke-free hotel features a full-service spa, a marina, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Unwind with a drink at one of the 3 bars/lounges and enjoy perks like a free area shuttle.

Embassy Suites by Hilton Washington D.C. – Convention Center

Downtown Washington D.C.

Save 100% on your flight

$568

per person

Feb 27 - Mar 2

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Baltimore (BWI)

This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the express check-out, laundry service, and valet parking. Enjoy the free cooked-to-order breakfast each morning.

Sofitel Washington DC Lafayette Square

Downtown Washington D.C.

Save 100% on your flight

$1,044

per person

Mar 11 - Mar 17

found 23 hours ago

Roundtrip flight included

Dallas (DAL) to Baltimore (BWI)

A restaurant and a bar/lounge are featured at this hotel. Families will appreciate the onsite laundry facilities and in-room childcare. WiFi in public areas is free.

Hotel Arboretum

Northeast

Save 100% on your flight

$592

per person

Mar 14 - Mar 20

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Baltimore (BWI)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast and free WiFi. Traveling on business? Take advantage of the 4 onsite conference rooms. A gym is on site, and self parking and a 24-hour front desk are also offered.

Eurostars Saint Gregory Dupont Circle Georgetown

Downtown Washington D.C.

Save 100% on your flight

$866

per person

Mar 14 - Mar 20

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Baltimore (BWI)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the express check-out, laundry service, and valet parking. A terrace, a lobby fireplace, and a computer station are also on offer.

Top Dorchester County hotels deals

Hyatt Regency Chesapeake Bay

100 Heron Blvd Cambridge MD

Free Cancellation

Reserve now, pay when you stay

$176 nightly

$200 total

Jan 1 - Jan 2, 2026

Total with taxes and fees

This smoke-free resort features a private beach, a golf course, and a full-service spa. Bring the family and enjoy the children's club, mini golf, and children's pool. Enjoy the 2 outdoor pools and perks like free self parking and free WiFi.

On private beach

Pool

Comfort Inn & Suites Cambridge

2936 Ocean Gtwy Cambridge MD

Free Cancellation

Reserve now, pay when you stay

$105 nightly

$117 total

Dec 28 - Dec 29

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

Cambridge Inn

2831 Ocean Gateway Cambridge MD

Free Cancellation

Reserve now, pay when you stay

$76 nightly

$85 total

Dec 28 - Dec 29

Total with taxes and fees

A restaurant, free self parking, and express check-out are among this hotel's amenities. WiFi in public areas is free. Laundry facilities are provided for your convenience.

Pet friendly

Parking included

Days Inn & Suites by Wyndham Cambridge

2917 Ocean Gateway Cambridge MD

Free Cancellation

Reserve now, pay when you stay

$71 nightly

$79 total

Dec 22 - Dec 23

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and onsite conference space. Enjoy the seasonal outdoor pool and conveniences like a 24-hour front desk and laundry facilities.

Pool

Breakfast included

Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Cambridge MD

Get rates

This cottage features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28

Cambridge MD

Get rates

This vacation home features an outdoor pool and a hot tub. There's fun for all ages with a playground and an arcade/game room, and barbecue grills are available on site. Laundry facilities are provided for your convenience.

Pool

Hot Tub

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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.

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Frequently asked questions

How much are vacation packages to Dorchester County?

Travelocity has package deals to Dorchester County, as well as flights and hotels, starting from as low as $357. With all that extra cash, you could book some popular tours or perhaps even add on a couple of extra days to your adventure.

Where can I get the best vacation package deals for Dorchester County?

You can lock in sensational Dorchester County package deals with Travelocity. Choose from 400 airlines and 1,000,000 worldwide properties and turn those travel dreams into a reality.

Why should I purchase my Dorchester County vacation package via Travelocity?

We've got destinations and experiences to suit every kind of traveler, top-notch service and support available 24/7. On top of that, we'll match any better price you happen to find with our Price Match Guarantee.

Can I save on my Dorchester County car rental if I combine it with my hotel or flight?

Bundling your bookings into a Dorchester County vacation package will certainly save you money. You can combine a car and flight; a flight, car and hotel; or a hotel and car. You won't find a better way to explore the greater Dorchester County region than from behind the wheel of your own rental car. You can also add activities and experiences to your Travelocity package.

Which airport is best for Dorchester County?

Ronald Reagan Washington National Airport (DCA) is a popular option for those flying to Dorchester County. Baltimore Washington Intl. Thurgood Marshall Airport (BWI) and Salisbury - Ocean City Wicomico Regional Airport (SBY) also welcome many of the region's flights.

What is there to do in Dorchester County?

A diverse and lively destination, Dorchester County boasts some excellent sights and attractions. Layton's Chance Vineyard and Winery and Elliott Island are among the most renowned here.