Talbot County Holidays

Photo by Lin R

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Top destinations in Talbot County

Aerial panorama of shipyard and lighthouse in St. Michaels harbor in Maryland in the Chesapeake Bay
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St. Michaels

St. Michaels
The western entrance of the historic picturesque small town of Easton, MD, center of Talbot County. A landmark with coat of arms is erected on US route 50 that says welcome to Easton.
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Easton

Easton

Top hotels in Talbot County

Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln St. Michaels MD
The price is S$841 per night from 28 May to 29 May
S$841
28 May - 29 May
includes taxes & fees
9.6/10 Exceptional! (383 reviews)
Beautiful property and fantastic room with a water view.

Reviewed on 7 May, 2026

Inn at Perry Cabin
The Wildset

The Wildset

2.5 out of 5
209 N Talbot St St. Michaels MD
Fully refundableReserve now, pay when you stay
The price is S$347 per night from 27 May to 28 May
S$347
27 May - 28 May
includes taxes & fees
9.8/10 Exceptional! (441 reviews)
Wonderful rooms and many amenities.

Reviewed on 7 May, 2026

The Wildset
Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites

2.5 out of 5
8708 Alicia Drive Easton MD
Fully refundableReserve now, pay when you stay
The price is S$152 per night from 11 May to 12 May
S$152
11 May - 12 May
includes taxes & fees
9.2/10 Wonderful! (1,008 reviews)
Breakfast menu has a good variety and is fresh. They have hot food including eggs, bacon, sausage, waffles, coffee, tea, and then cereal, oatmeal, fruit, yogurt, bagels and breads, juices, peanut butter, jelly, honey. My only problem is that i am lactose intolerant.

Reviewed on 8 May, 2026

Best Western Plus Easton Inn & Suites
See all 1,558 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 holiday 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 holiday 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 cosy 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 holiday?
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 holiday 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 holiday 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 holiday 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.