Talbot County Vacation Packages

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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 Talbot County Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Westin DC Downtown

The Westin DC Downtown

Downtown Washington D.C.
CA $656
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
8.8/10 Excellent! (1,006 reviews)
The Poppy Georgetown

The Poppy Georgetown

Northwest
CA $1,876
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
9.4/10 Exceptional! (589 reviews)
The LINE Hotel DC

The LINE Hotel DC

Northwest
CA $658
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
8.6/10 Excellent! (1,006 reviews)
Furnished Apartments

Furnished Apartments

Ashton Heights
CA $890
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
9/10 Wonderful! (4 reviews)
Location is excellent. Walking distance to pretty much everything you need. Space was very comfortable, clean, and the bed was excellent for sleeping. Lots of light and windows. Host was helpful and able to accommodate my schedule needs too.

Reviewed on Apr 1, 2025

Four Seasons Hotel Washington DC

Four Seasons Hotel Washington DC

Northwest
CA $3,606
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.6/10 Exceptional! (203 reviews)

Talbot County Hotel Deals

St Michaels Inn

St Michaels Inn

1228 S Talbot Street St. Michaels MD
Fully refundableReserve now, pay when you stay
CA $118
CA $130 total
Aug 31 - Sep 1
includes taxes & fees
St Michaels Inn
Inn at Perry Cabin

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD
CA $691
CA $760 total
Sep 7 - Sep 8
includes taxes & fees
Inn at Perry Cabin
The Tidewater Inn

The Tidewater Inn

101 E Dover St Easton MD
Fully refundableReserve now, pay when you stay
CA $231
CA $254 total
Aug 16 - Aug 17
includes taxes & fees
8.8/10 Excellent! (909 reviews)
"This is a lovely hotel in the heart of Easton. The location was perfect for walking to all the shops and restaurants. We were able to lock up our bikes in one of the two racks we saw on the property. I was even offered the use of a shed if I was worried about leaving them outside, which I wasn't. ..."

Reviewed on Aug 11, 2026

The Tidewater Inn
See all 1,556 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 CA $656, 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

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.
See properties
A marina with several sailboats docked in calm waters.

St. Michaels Marina

Explore the waterfront in St. Michaels with a trip to St. Michaels Marina.
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A white wooden house with a brown door and a small window.

Saint Michaels Village

You can search for that perfect souvenir at Saint Michaels Village during your trip to St. Michaels. Stroll along this romantic area's waterfront, or simply enjoy its seafood restaurants.
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St. Michaels Winery

8.6/10 (91 reviews)
You can enjoy a tasting or tour at St. Michaels Winery during your travels to St. Michaels. Discover the seafood restaurants and its museums while you're in the area.
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Avalon Theatre

9.0/10 (37 reviews)
You can make plans for a show at Avalon Theatre during your trip to Easton. Experience the festivals and museums in this family-friendly area.
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Wye Landing

8.0/10 (1 review)
Explore the waterfront in Wye Mills with a trip to Wye Landing. Discover the seafood restaurants and its festivals while you're in the area.
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Talbot County Visitor Center

9.2/10 (21 reviews)
After visiting Talbot County Visitor Center, make a plan to see the other sights and activities in Easton. Experience the festivals and museums in this family-friendly area.
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1879 Hooper Straight Lighthouse

After visiting 1879 Hooper Straight Lighthouse, make a plan to see the other sights and activities in St. Michaels.
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What to do in Talbot County

Picture 2 for Activity Chesapeake Beach: Guided Walking Tour to The Cliffs

Chesapeake Beach: Guided Walking Tour to The Cliffs

CA $58
per adult
Chesapeake Beach: Guided Walking Tour to The Cliffs
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.