Talbot County Vacations & Trips

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Top destinations in Talbot County

A waterfront street lined with trees and a white building with a balcony.
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Bozman

Bozman

Talbot County Hotel Deals

St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
The price is ₩104,897 per night from Nov 17 to Nov 18
₩104,897
₩115,386 total
Nov 17 - Nov 18
includes taxes & fees
St Michaels Inn
Baymont by Wyndham Easton

Baymont by Wyndham Easton

2.5 out of 5
8523 Ocean Gtwy Easton MD
The price is ₩107,427 per night from Nov 19 to Nov 20
₩107,427
₩118,169 total
Nov 19 - Nov 20
includes taxes & fees
Baymont by Wyndham Easton
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln St. Michaels MD
The price is ₩613,600 per night from Dec 7 to Dec 8
₩613,600
₩674,960 total
Dec 7 - Dec 8
includes taxes & fees
9.6/10 Exceptional! (407 reviews)
"Beautiful property but rooms in need of some updates. (Dirty carpets, moldy curtains). Beds very comfortable!For $1200 a night with no amenities, it was a disappointment but was a fun trip!"

Reviewed on Oct 18, 2026

Inn at Perry Cabin
See all 1,566 properties in Talbot County
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.

Frequently asked questions

How much does a Talbot County vacation package cost?
The most affordable Talbot County package is , so your dream trip can become a reality — without burning a hole in your pocket. Combine flights, hotels and car rentals to custom build a package that fits you.
How do I get a cheap travel package to Talbot County?
If you love bargains, bundle your bookings into a Talbot County vacation package. Whether you're searching for flights, hotels, day tours or rental cars, you can book everything in one place. You'll have endless choice at your fingertips too. Expedia has more than 550 airlines and 1,000,000 properties across the globe to choose from. Fly with who you prefer, stay in a place you like and save your hard-earned money — now that's the perfect getaway!
What are the top hotels in Talbot County?
For hotels in St. Michaels with friendly service and cozy beds, you can't beat Best Western Plus Easton Inn & Suites and Days Inn by Wyndham Easton. If you're visiting Easton as well, you'll get a solid night's sleep at Quality Inn or St Michaels Inn.
How far in advance should I book my Talbot County vacation?
Your best bet is to book early. Airlines generally advertise flight tickets nearly 12 months in advance, and this is when you can land some of the lowest prices. Just been told you should take all your vacation days in a few weeks? That's fine too — Expedia are never short on fantastic deals to send you on the getaway of your dreams, at a price you can afford.
What does an Expedia Talbot County travel package include?
It's up to you! You can choose from a variety of Talbot County bundles, such as a rental car, hotel and flight. You can also book a hotel with a flight, or a flight with a rental car. Once you've made your booking, you can add the fun stuff like activities and experiences. Whatever your ideal Talbot County escape looks like, you're sure to save!
What should I know before booking a Talbot County travel package?
So many places to travel to, so many things to experience. With a travel package, you'll be able to cross more of them off your list. Combine your flights, hotels and rental cars and land big savings.
Can I choose my airline with a Talbot County Expedia vacation package?
Yes, you can. Expedia has access to more than 550 airline partners across the globe, so fly with the carrier that suits your travel preferences.
If I'm not able to travel, can I cancel my Talbot County vacation package?
You can cancel your Talbot County booking if your plans have been upended. Whether you'll be charged a fee or not depends on your airline, hotel or car rental company. You may be able to cancel or change free of charge if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.

Stay near popular Talbot County attractions

A lighthouse on stilts with a green roof, surrounded by water and greenery.
Photo by Louise Johnson
Open 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.
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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.