Talbot County Vacations & Trips from $271
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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
The Latest Talbot County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Kellogg Conference Hotel at Gallaudet University
Northeast
$271
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
8.4/10 Very Good! (1,006 reviews)
Our stay was good. Didn't expect the hold fee. The highlight was the infused water!!!! Soooo refreshing coming in from DC heat.
Reviewed on Aug 12, 2026
Hotel Burg
Leesburg's Old and Historic District
$1,039
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Boston (BOS) to Baltimore (BWI)
9.6/10 Exceptional! (105 reviews)
Everything was excellent with our stay at Hotel Burg, the staff was helpful and attentive, the room was clean and well furnished, the lounge and roof top bar had a great ambiance and excellent menu. We are excited to return again!
Reviewed on Aug 10, 2026
Find the Best Talbot County Vacation Packages
Talbot County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Baltimore Washington Intl. Thurgood Marshall Airport (BWI) |
Top Sights | Bill Burton Fishing Pier State Park, Pickering Creek Audubon Center and Wye Oak State Park |
Talbot County Hotel Deals
St Michaels Inn
1228 S Talbot Street St. Michaels MD
Fully refundableReserve now, pay when you stay
$85 nightly
$94 total
Aug 31 - Sep 1
Total with taxes and fees
8.2/10 Very Good! (1,003 reviews)
"Front desk were so personable, helpful and kind to give wonderful suggestions"
Reviewed on Aug 13, 2026
Inn at Perry Cabin
308 Watkins Ln St. Michaels MD
$720 nightly
$792 total
Aug 19 - Aug 20
Total with taxes and fees
The Tidewater Inn
101 E Dover St Easton MD
Fully refundableReserve now, pay when you stay
$152 nightly
$167 total
Aug 16 - Aug 17
Total with taxes and fees
8.8/10 Excellent! (909 reviews)
"This is a lovely hotel in the heart of Easton. The location was perfect for walking to all the shops and restaurants. We were able to lock up our bikes in one of the two racks we saw on the property. I was even offered the use of a shed if I was worried about leaving them outside, which I wasn't. ..."
Reviewed on Aug 11, 2026
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 Talbot County attractions
Photo by Louise Johnson
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.
St. Michaels Marina
Explore the waterfront in St. Michaels with a trip to St. Michaels Marina.
Saint Michaels Village
You can search for that perfect souvenir at Saint Michaels Village during your trip to St. Michaels. Stroll along this romantic area's waterfront, or simply enjoy its seafood restaurants.
St. Michaels Winery
8.6/10 (91 reviews)
You can enjoy a tasting or tour at St. Michaels Winery during your travels to St. Michaels. Discover the seafood restaurants and its museums while you're in the area.
Avalon Theatre
9.0/10 (37 reviews)
You can make plans for a show at Avalon Theatre during your trip to Easton. Experience the festivals and museums in this family-friendly area.
Wye Landing
8.0/10 (1 review)
Explore the waterfront in Wye Mills with a trip to Wye Landing. Discover the seafood restaurants and its festivals while you're in the area.
Talbot County Visitor Center
9.2/10 (21 reviews)
After visiting Talbot County Visitor Center, make a plan to see the other sights and activities in Easton. Experience the festivals and museums in this family-friendly area.
1879 Hooper Straight Lighthouse
After visiting 1879 Hooper Straight Lighthouse, make a plan to see the other sights and activities in St. Michaels.
What to do in Talbot County
Chesapeake Beach: Sunset Sailing Cruise with Snacks
$114
per adult
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
