Talbot County Vacations & Trips from $201

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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.
Hotel Arboretum
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Omni Shoreham Hotel

Find the Best Talbot County Vacation Packages

Talbot County Hotel Deals

St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street, St. Michaels, MD
Fully refundable
$99 nightly
The price is $109 total per night from Sep 1 to Sep 2
$109 total
Sep 1 - Sep 2
Total includes taxes and fees
8/10 Very Good! (1,005 reviews)
"The staff was very pleasant and accommodating. They greet with a smile and did everything possible to make our stay a good one. The breakfast was very nice. We loved the outside area with tables and seating so we could eat there etc. Parking was free and easy. The room was nice. decent size ..."

Reviewed on Aug 11, 2025

St Michaels Inn
The Wildset

The Wildset

2.5 out of 5
209 N Talbot St, St. Michaels, MD
Fully refundableReserve now, pay when you stay
$217 nightly
The price is $239 total per night from Aug 18 to Aug 19
$239 total
Aug 18 - Aug 19
Total includes taxes and fees
9.6/10 Exceptional! (354 reviews)
"Great location and the rooms are nice. Walls are very, very thin and there is no elevator;the rooms are across the street; parking is somewhat limited too."

Reviewed on Aug 7, 2025

The Wildset
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln, St. Michaels, MD
$566 nightly
The price is $622 total per night from Sep 2 to Sep 3
$622 total
Sep 2 - Sep 3
Total includes taxes and fees
9.4/10 Exceptional! (358 reviews)
"Love the cozy vibe & beautiful landscape"

Reviewed on Aug 8, 2025

Inn at Perry Cabin
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.