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.
Club Quarters Hotel White House, Washington DC

Club Quarters Hotel White House, Washington DC

Downtown Washington D.C.
CA $529
per person
Nov 20 - Nov 22
found 10 hours ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
9/10 Wonderful! (2,041 reviews)
The room was clean and big enough to have space. The staff was professional and welcoming The location is perfect to experience the downtown area. I loved that the metro was right next door.

Reviewed on Aug 31, 2026

Hotel Burg

Hotel Burg

Leesburg's Old and Historic District
CA $2,321
per person
Oct 8 - Oct 12
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
9.6/10 Exceptional! (112 reviews)
Great property and the staff is fantastic.!!

Reviewed on Aug 30, 2026

Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

Downtown Washington D.C.
CA $1,220
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Baltimore (BWI)
8.6/10 Excellent! (1,011 reviews)
Eaton DC

Eaton DC

Downtown Washington D.C.
CA $1,280
per person
Oct 21 - Oct 25
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Baltimore (BWI)
9.2/10 Wonderful! (1,620 reviews)
The property is in a great location convenient to restaurant options and it’s in the center of downtown. Had an air conditioning issue that was fixed immediately.

Reviewed on Aug 31, 2026

Pendry Baltimore

Pendry Baltimore

Fells Point
CA $1,619
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (1,008 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 $122
CA $134 total
Sep 3 - Sep 4
includes taxes & fees
8/10 Very good! (1,014 reviews)
"Exterior of hotel and property are under much-needed renovations. Areas of property could use some basic maintenance. Pool and surrounding area were nice. The interior of the inn appears to have been recently updated. Rooms were very clean and comfortable. Did not eat breakfast at the inn, so I can't ..."

Reviewed on Aug 31, 2026

St Michaels Inn
Inn at Perry Cabin

Inn at Perry Cabin

308 Watkins Ln St. Michaels MD
CA $795
CA $874 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 $237
CA $260 total
Sep 9 - Sep 10
includes taxes & fees
8.8/10 Excellent! (913 reviews)
"We had a lovely stay at Tidewater Inn centrally located in downtown Easton within walking distance of charming shops and delicious restaurants. Our room was spacious and light filled. The bathroom was small but adequate. We ate at the restaurant in the hotel (Hunters Tavern) and had a fabulous meal. ..."

Reviewed on Aug 23, 2026

The Tidewater Inn
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 CA $529, 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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Academy of the Arts

8.6/10 (13 reviews)
You can spend an afternoon studying the exhibits at Academy of the Arts in Easton. Experience the festivals and museums in this family-friendly area.
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Oxford Museum

8.2/10 (25 reviews)
You can spend an afternoon browsing the exhibits at Oxford Museum during your trip to Oxford. Stroll along the riverfront or discover the sunsets in this family-friendly area.
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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 $57
per adult
Chesapeake Beach: Guided Walking Tour to The Cliffs
Epiphany

2 Hour Chesapeake Day Sail on Catamaran Epiphany

CA $339
per adult
2 Hour Chesapeake Day Sail on Catamaran Epiphany
St Michaels: 2-Hour Chesapeake Bay Sail on Lady Patty

St Michaels: 2-Hour Chesapeake Bay Sail on Lady Patty

CA $220
per adult
St Michaels: 2-Hour Chesapeake Bay Sail on Lady Patty
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.