Talbot County Holidays

Photo by Lin R

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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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St. Michaels

St. Michaels
A red sign with the words "Welcome to Easton" and "Main Street Maryland Community" on it.
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Easton

Easton

Top hotels in Talbot County

St Michaels Inn

St Michaels Inn

2.5 out of 5
1228 S Talbot Street St. Michaels MD
Fully refundableReserve now, pay when you stay
The price is €101 per night from 14 Jul to 15 Jul
€101
14 Jul - 15 Jul
includes taxes & fees
8.2/10 Very good! (1,000 reviews)
"Short weekend trip, everything was good."

Reviewed on 29 Jun 2026

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
The price is €259 per night from 28 Jul to 29 Jul
€259
28 Jul - 29 Jul
includes taxes & fees
9.8/10 Exceptional! (466 reviews)
"We loved everything about this place from the friendly staff, to the comfy bed, the yummy breakfast, happy hour at the Ruse, and the complimentary bikes! We only wish we had remembered about the s’mores at the fire pit! We will definitely recommend to our family and friends!"

Reviewed on 25 Jun 2026

The Wildset
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln St. Michaels MD
The price is €693 per night from 12 Jul to 13 Jul
€693
12 Jul - 13 Jul
includes taxes & fees
9.6/10 Exceptional! (391 reviews)
"Staff were awesome, location is awesome. Best place to stay in St. Michael's."

Reviewed on 27 Jun 2026

Inn at Perry Cabin
See all 1,549 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.

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

9.4/5 (91 reviews)
You can study the exhibits at Chesapeake Bay Maritime Museum, a museum with a storied past, during your travels to St. Michaels. Stroll along the waterfront or experience the area's museums.
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What to do in Talbot County

Chesapeake Beach: Guided Walking Tour to The Cliffs

Chesapeake Beach: Guided Walking Tour to The Cliffs

€35
per adult
Chesapeake Beach: Guided Walking Tour to The Cliffs
North Beach Scenic - Guided Walking Tour

North Beach Scenic - Guided Walking Tour

€35
per adult
North Beach Scenic - Guided Walking Tour
Epiphany

2 Hour Chesapeake Day Sail on Catamaran Epiphany

€211
per adult
2 Hour Chesapeake Day Sail on Catamaran Epiphany
See all activities in Talbot County
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.