Deals on vacations and trips to Dorchester County

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A marina with several boats docked, a building with a sign, and trees in the background.

Cambridge

Vacations
Cambridge

Dorchester County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Columbia East-Jessup by IHG

Holiday Inn Columbia East-Jessup by IHG

3 out of 5
Save 100% on your flight
Price was $335, price is now $237 per person
$237
per person
Dec 2 - Dec 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Enjoy the seasonal outdoor pool and perks like free self parking.
Club Quarters Hotel White House, Washington DC

Club Quarters Hotel White House, Washington DC

3 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $1,194, price is now $734 per person
$734
per person
Oct 13 - Oct 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
A 24-hour gym is featured at this hotel, along with free WiFi in public areas and a communal living room. Business travelers can take advantage of the business center. Express check-in, express check-out, and a computer station are also on offer.
Pendry Baltimore

Pendry Baltimore

5 out of 5
Fells Point
Save 100% on your flight
Price was $1,266, price is now $836 per person
$836
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
This hotel features 2 bars/lounges, a poolside bar, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.
Phoenix Park Hotel

Phoenix Park Hotel

3.5 out of 5
Northwest
Save 100% on your flight
Price was $1,143, price is now $776 per person
$776
per person
Oct 26 - Oct 31
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a 24-hour business center, and express check-out are also offered.
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 out of 5
Historic District
Price was $599, price is now $424 per person
$424
per person
Nov 13 - Nov 16
found 7 hours ago
Roundtrip flight included
Charlotte (CLT) to Baltimore (BWI)
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. A terrace, limo/town car service, and a garden are also on offer.

Top Dorchester County hotels deals

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4 out of 5
100 Heron Blvd Cambridge MD
Free Cancellation
Reserve now, pay when you stay
$252 nightly
The price is $286 total per night
$286 total
Sep 29 - Sep 30
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
Days Inn & Suites by Wyndham Cambridge

Days Inn & Suites by Wyndham Cambridge

2.5 out of 5
2917 Ocean Gateway Cambridge MD
$77 nightly
The price is $85 total per night
$85 total
Sep 10 - Sep 11
Total with taxes and fees
The hotel doesn't skimp on freebies - guests receive free continental breakfast 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
Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

2.5 out of 5
2936 Ocean Gtwy Cambridge MD
$115 nightly
The price is $128 total per night
$128 total
Sep 28 - Sep 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

Cambridge Inn

2 out of 5
2831 Ocean Gateway Cambridge MD
$75 nightly
The price is $83 total per night
$83 total
Sep 9 - Sep 10
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
Private 2 Acre Waterfront Family Retreat with Pool & Pier

Private 2 Acre Waterfront Family Retreat with Pool & Pier

Cambridge MD
Get rates
An outdoor pool is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Pool
Kitchen
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4 out of 5
4165 Mears Ave Chesapeake Beach MD
Free Cancellation
Reserve now, pay when you stay
$162 nightly
The price is $180 total per night
$180 total
Oct 8 - Oct 9
Total with taxes and fees
A marina, 2 restaurants, and an indoor pool are all featured at this smoke-free hotel. Make the most of the 24-hour gym and seasonal outdoor pool, and relax with drinks at one of the 2 bars/lounges.
Pool
Spa
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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.

Stay near popular Dorchester County attractions

A modern building with large glass windows, a metal roof, and a small tree in the foreground.

Harriet Tubman Underground Railroad National Historical Park

9.6/10 (95 reviews)
You can spend time studying the exhibits at Harriet Tubman Underground Railroad National Historical Park in Madison. While you're in the area, stroll along the riverfront.
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Photos of local treasures

Browse Dorchester County vacation photos for more inspiration

A lighthouse on a pier with a red roof and white walls, surrounded by calm water.
A lighthouse on a pier with seagulls.
A small building with a sign reading "Emily's Produce".
A visitor center with a sign for the Harriet Tubman Underground Railroad Visitor Center, surrounded by a grassy area and a stone wall.
A wooden pier extending into a body of water during sunset.

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 $237. 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.

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