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.
Hotel Hive

Hotel Hive

3.5 out of 5
Northwest
Save 100% on your flight
Price was $705, price is now $437 per person
$437
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
This hotel features a restaurant, a rooftop terrace, and a bar/lounge. WiFi in public areas is free. A terrace and luggage storage are also provided.
Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Save 100% on your flight
Price was $1,268, price is now $694 per person
$694
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
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 $952, price is now $564 per person
$564
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

5 out of 5
The Wharf
Save 100% on your flight
Price was $1,311, price is now $802 per person
$802
per person
Oct 30 - Nov 4
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Glover Park Hotel Georgetown

Glover Park Hotel Georgetown

4 out of 5
Northwest
Save 100% on your flight
Price was $914, price is now $575 per person
$575
per person
Nov 2 - Nov 7
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
This aparthotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a terrace, and a snack bar/deli are also offered.

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
$282 nightly
The price is $320 total per night
$320 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
Free Cancellation
Reserve now, pay when you stay
$64 nightly
The price is $71 total per night
$71 total
Sep 20 - Sep 21
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
Free Cancellation
$116 nightly
The price is $129 total per night
$129 total
Sep 23 - Sep 24
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
Free Cancellation
Reserve now, pay when you stay
$75 nightly
The price is $83 total per night
$83 total
Sep 21 - Sep 22
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
$132 nightly
The price is $146 total per night
$146 total
Oct 18 - Oct 19
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 a sign reading "Harriet Tubman Underground Railroad Visitor Center".

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.
See properties

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 $437. 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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