A stone church with a pointed steeple and arched windows.

Talbot County Vacations & Trips from $197

Book a Hotel + Flight or Car together to unlock savings

Plan, book, travel with confidence
Better together
Save up to $2,000 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Your Talbot County Vacation

Leave the planning up to us with a Talbot County vacation package. With everything arranged before you leave, the only thing left for you to do is sit back, relax and experience this destination's countless delights. During your trip to Talbot County, you'll want to tick off a few of its leading cities. A must-see? Easton. Whether you plan to travel on a budget or in the lap of luxury, Expedia are here to help you tailor-make your next Talbot County vacation.

Top destinations in Talbot County

A lighthouse on stilts with a green roof, surrounded by water and greenery.

The Latest Talbot County Vacation Packages

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

Feb 5 - Feb 9
Holiday Inn Columbia East-Jessup by IHG + Flight
Jessup
4 nights
3.0 star property
8.8/10 - Excellent (1,002 reviews)
"Too expensive"
Reviewed November 11, 2026
Roundtrip • Atlanta (ATL) - Baltimore (BWI)
ATL - IAD • Nonstop IAD - ATL • Nonstop
~~$323~~
$197
per traveler
found 1 day ago
Holiday Inn Columbia East-Jessup by IHG
Jan 12 - Jan 17
Sheraton Baltimore North Hotel + Flight
Towson
5 nights
3.5 star property
8.4/10 - Very good (1,000 reviews)
"You pay for parking and thats is a disgrace after paying to enjoy the property the apple 🍎 al mo whatever was very good ,had a 😃 smile on my face. If infrastructures tax money supposed to take care of infrastructures then the 3rd floor room 303 needs its HVAC system looked at on the roof the bed was comfortable the AC WAS great the breakfast was good and I must add every problem i brought to attention was settled so I have no complaints"
Reviewed November 10, 2026
Roundtrip • Atlanta (ATL) - Baltimore (BWI)
ATL - BWI • Nonstop BWI - ATL • Nonstop
Save 100% on your flight
~~$566~~
$336
per traveler
found 22 hours ago
Sheraton Baltimore North Hotel
Jan 12 - Jan 17
Harbor free indoor parking + Flight
Downtown Baltimore
5 nights
4.0 star property
Roundtrip • Atlanta (ATL) - Baltimore (BWI)
ATL - BWI • Nonstop BWI - ATL • Nonstop
Save 100% on your flight
~~$718~~
$438
per traveler
found 22 hours ago
Harbor free indoor parking
Jan 27 - Feb 2
Eurostars Saint Gregory Dupont Circle Georgetown + Flight
Downtown Washington D.C.
6 nights
4.0 star property
8.6/10 - Excellent (1,008 reviews)
"I really enjoyed my stay at this hotel. It was an easy place to navigate from they had restaurants in a bar on the property. The staff was very kind and I love my room in the space we were in. I would absolutely stay here again."
Reviewed November 11, 2026
Roundtrip • Atlanta (ATL) - Baltimore (BWI)
ATL - BWI • Nonstop IAD - ATL • Nonstop
~~$833~~
$528
per traveler
found 1 day ago
Eurostars Saint Gregory Dupont Circle Georgetown
Feb 4 - Feb 7
Pendry Baltimore + Flight
Fells Point
3 nights
5.0 star property
9.4/10 - Exceptional (1,000 reviews)
Roundtrip • Atlanta (ATL) - Baltimore (BWI)
ATL - BWI • Nonstop BWI - ATL • Nonstop
~~$1,013~~
$664
per traveler
found 1 day ago
Pendry Baltimore

Discover the most popular places to visit in Talbot County

Chesapeake Bay Maritime Museum

9.4/10 (91 reviews)

You can study the exhibits at Chesapeake Bay Maritime Museum, a museum with a storied past, during your trip to St. Michaels. Stroll along the waterfront or experience the area's museums.

See properties