Talbot County Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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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.
Omni Shoreham Hotel

Omni Shoreham Hotel

4 out of 5
Northwest
Price was CA $976, price is now CA $732 per person
CA $732
per person
Sep 21 - Sep 23
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Baltimore (BWI)
9/10 Wonderful! (2,363 reviews)
The food was great, The room was greatly sized. But the closet in the room had a moldy smell. Which over came the room.

Reviewed on Jun 30, 2026

Entire House 1BD King Bed near Downtown

Entire House 1BD King Bed near Downtown

3 out of 5
Hollins Market
Price was CA $1,356, price is now CA $1,013 per person
CA $1,013
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
8/10 Very good! (13 reviews)
Had to contact host.she first said I didn't have a reservation then asked for a copy of my id. Ridiculous!

Reviewed on Jun 14, 2026

Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

5 out of 5
Downtown Washington D.C.
Price was CA $1,392, price is now CA $1,040 per person
CA $1,040
per person
Sep 5 - Sep 9
found 15 hours ago
Roundtrip non-stop flight included
Calgary (YYC) to Baltimore (BWI)
9/10 Wonderful! (1,203 reviews)
Every staff member we interacted with seemed completely disinterested in the guests. The woman at the front desk put us in one of the absolute worst rooms and didn’t explain how to reach the room which was on the second floor behind some doors that looked like big brown swinging kitchen doors. My husband and I were celebrating our 30th anniversary and wanted to go someplace special - we were so disappointed in the Sofitel DC experience. We will never go there again!

Reviewed on Jun 28, 2026

The Inn at Henderson's Wharf, an Ascend Collection Hotel

The Inn at Henderson's Wharf, an Ascend Collection Hotel

3 out of 5
Fells Point
Price was CA $2,172, price is now CA $1,625 per person
CA $1,625
per person
Sep 14 - Sep 20
found 11 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
9.2/10 Wonderful! (818 reviews)
Great to see Eric and the crew again! Always a great stay here! We’ll be back!

Reviewed on Jun 29, 2026

Motel 6 Laurel, DC - Washington Northeast

Motel 6 Laurel, DC - Washington Northeast

2 out of 5
Maryland City
Price was CA $1,289, price is now CA $979 per person
CA $979
per person
Sep 14 - Sep 20
found 11 hours ago
Roundtrip non-stop flight included
Winnipeg (YWG) to Baltimore (BWI)
7.8/10 Good! (1,780 reviews)
I made a mistake putting my name on the reservation wrong and nobody helped me so I lost my money

Reviewed on Jun 26, 2026

Talbot County Hotel Deals

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 CA $127 per night from Jul 8 to Jul 9
CA $127
CA $139 total
Jul 8 - Jul 9
includes taxes & fees
8.2/10 Very good! (1,000 reviews)
"Short weekend trip, everything was good."

Reviewed on Jun 29, 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 CA $353 per night from Jul 28 to Jul 29
CA $353
CA $420 total
Jul 28 - Jul 29
includes taxes & fees
9.8/10 Exceptional! (467 reviews)
"The Wildset is extremely walkable to downtown Saint Michael’s and the Chesapeake Bay Maritime Museum. The grounds are charming and the evening s’mores were delicious. The staff was attentive and friendly and our rooms were spotless and excellent"

Reviewed on Jun 30, 2026

The Wildset
Inn at Perry Cabin

Inn at Perry Cabin

5 out of 5
308 Watkins Ln St. Michaels MD
The price is CA $946 per night from Jul 23 to Jul 24
CA $946
CA $1,040 total
Jul 23 - Jul 24
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 Jun 27, 2026

Inn at Perry Cabin
See all 1,554 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Talbot County vacation package cost?
The most affordable Talbot County package is CA $732, 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.
See properties

What to do in Talbot County

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
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.