Talbot County Vacations & Trips from $297
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to $1,045 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.
The Latest Talbot County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Hotel Arboretum
Northeast
Save 100% on your flight
Price was $460, price is now $297 per person
$297
per person
Dec 19 - Dec 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Washington (WAS)
8/10 Very Good! (1,015 reviews)
It's a good hotel but far from the city's attractions.
Reviewed on Sep 28, 2025
SIXTY DC
Downtown Washington D.C.
Save 100% on your flight
Price was $1,104, price is now $628 per person
$628
per person
Nov 3 - Nov 8
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Washington (WAS)
9.8/10 Exceptional! (55 reviews)
Details. This place had high end features.
Reviewed on Sep 12, 2025
Historic Inns of Annapolis
Historic District
Save 100% on your flight
Price was $661, price is now $426 per person
$426
per person
Nov 6 - Nov 9
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) to Baltimore (BWI)
9/10 Wonderful! (1,825 reviews)
This pet "freindly" hotel has a ridiculously high cost for having our dog stay with us. The parking is very inconvenient as you have to park at a parking garage and walk back to the property. Room was very small.
Reviewed on Sep 29, 2025
Talbot County Hotel Deals
St Michaels Inn
1228 S Talbot Street, St. Michaels, MD
Fully refundable
$92 nightly
The price is $102 total per night from Oct 7 to Oct 8
$102 total
Oct 7 - Oct 8
Total with taxes and fees
8/10 Very Good! (1,001 reviews)
"When it takes two tries to get the room key to"
Reviewed on Sep 16, 2025
The Wildset
209 N Talbot St, St. Michaels, MD
Fully refundableReserve now, pay when you stay
$239 nightly
The price is $263 total per night from Oct 6 to Oct 7
$263 total
Oct 6 - Oct 7
Total with taxes and fees
9.6/10 Exceptional! (382 reviews)
"Absolutely perfect in all regards. A property to visit again and again!"
Reviewed on Sep 23, 2025
Inn at Perry Cabin
308 Watkins Ln, St. Michaels, MD
$589 nightly
The price is $648 total per night from Oct 22 to Oct 23
$648 total
Oct 22 - Oct 23
Total with taxes and fees
9.4/10 Exceptional! (364 reviews)
"Nice place to stay. Thru can’t do enough for you to make your stay comfortable and enjoyable Rooms are beautiful and clean"
Reviewed on Sep 11, 2025
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.
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Other vacations you might like
- Top cities in Talbot County
- Vacations and getaways similar to Talbot County
- Best vacation destinations by month
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
