Eastern Shore All inclusive Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Flight and All inclusive hotel deals in Eastern Shore

Price found within the past 48 hours. Click for updated prices.
The LINE Hotel DC

The LINE Hotel DC

Northwest
CA $1,065
per person
Oct 4 - Oct 9
found 24 hours ago
Roundtrip flight included
Ottawa (YOW) to Baltimore (BWI)
8.6/10 Excellent! (1,006 reviews)
InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

Southwest
CA $2,462
per person
Oct 3 - Oct 9
found 1 hour ago
Roundtrip flight included
Ottawa (YOW) to Baltimore (BWI)
9.4/10 Exceptional! (1,215 reviews)
We had a wonderful stay at the InterContinental. The hotel is in a great location. We enjoyed being on the Wharf. The river view was wonderful, and there are many great restaurants within walking distance.

Reviewed on Aug 18, 2026

Hotel Burg

Hotel Burg

Leesburg's Old and Historic District
CA $2,104
per person
Oct 8 - Oct 12
found 18 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
9.6/10 Exceptional! (105 reviews)
The Mayflower Hotel, Autograph Collection

The Mayflower Hotel, Autograph Collection

Downtown Washington D.C.
CA $1,240
per person
Nov 2 - Nov 6
found 6 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
8.8/10 Excellent! (1,001 reviews)
The stay was fabulous. The property was beautiful and the location was perfect.

Reviewed on Aug 17, 2026

Fairmont Washington, D.C., Georgetown

Fairmont Washington, D.C., Georgetown

Northwest
CA $1,671
per person
Oct 4 - Oct 9
found 24 hours ago
Roundtrip flight included
Ottawa (YOW) to Baltimore (BWI)
9.6/10 Exceptional! (1,003 reviews)
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5* All inclusive holidays in Eastern Shore

Price found within the past 48 hours. Click for updated prices.
Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

Downtown Washington D.C.
CA $1,054
per person
Oct 29 - Nov 1
found 3 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to Baltimore (BWI)
9/10 Wonderful! (1,235 reviews)
InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

Southwest
CA $2,462
per person
Oct 3 - Oct 9
found 1 hour ago
Roundtrip flight included
Ottawa (YOW) to Baltimore (BWI)
9.4/10 Exceptional! (1,215 reviews)
We had a wonderful stay at the InterContinental. The hotel is in a great location. We enjoyed being on the Wharf. The river view was wonderful, and there are many great restaurants within walking distance.

Reviewed on Aug 18, 2026

Fairmont Washington, D.C., Georgetown

Fairmont Washington, D.C., Georgetown

Northwest
CA $1,671
per person
Oct 4 - Oct 9
found 24 hours ago
Roundtrip flight included
Ottawa (YOW) to Baltimore (BWI)
9.6/10 Exceptional! (1,003 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Eastern Shore
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3 Night All inclusive holidays in Eastern Shore

Price found within the past 48 hours. Click for updated prices.
The LINE Hotel DC

The LINE Hotel DC

Northwest
CA $793
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
8.6/10 Excellent! (1,006 reviews)
Hotel Burg

Hotel Burg

Leesburg's Old and Historic District
CA $1,843
per person
Oct 8 - Oct 11
found 12 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
9.6/10 Exceptional! (105 reviews)
Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

Downtown Washington D.C.
CA $1,019
per person
Oct 9 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9/10 Wonderful! (1,235 reviews)
Don't see what you're looking for?
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4 Night All inclusive holidays in Eastern Shore

Price found within the past 48 hours. Click for updated prices.
Phoenix Park Hotel

Phoenix Park Hotel

Northwest
CA $1,000
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (2,183 reviews)
InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

Southwest
CA $1,756
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (1,215 reviews)
We had a wonderful stay at the InterContinental. The hotel is in a great location. We enjoyed being on the Wharf. The river view was wonderful, and there are many great restaurants within walking distance.

Reviewed on Aug 18, 2026

Hotel Burg

Hotel Burg

Leesburg's Old and Historic District
CA $2,104
per person
Oct 8 - Oct 12
found 18 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Baltimore (BWI)
9.6/10 Exceptional! (105 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Eastern Shore
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Embark on an unforgettable all-inclusive trip to Eastern Shore including airfare with Expedia

What are some benefits of booking an all-inclusive vacation?

When you opt for an all-inclusive vacation to Eastern Shore, you can have everything you want to do planned out in advance. That means you get to simply coast through your vacation knowing exactly what's coming next. Plus, this helps you get a final tally on the costs beforehand, so it's much easier on your budget.

Can I book all-inclusive packages with airfare and meals?

Yes, all-inclusive vacation packages are readily available for Eastern Shore, and you can search for them simply by using the search filter for all-inclusivity. When you book your flight along with your accommodations, you may even find some savings, with the potential to save up to 27.

Why should I book Eastern Shore vacations that are all inclusive and adults only?

Adults-only stays in Eastern Shore are good for travellers who are looking to relax in laid-back and easygoing surroundings. Everyone in the area will be looking to do much of the same without any kids to worry about, so you can truly take in some time for yourself in pampered bliss. Plus, you can filter for adults-only stays specifically in your search, so they're easy to find.

Can I book all-inclusive packages?

Yes, all-inclusive packages are fairly standard in Eastern Shore. You can easily find all-inclusive options by using the search filters, but that's just the beginning. If you're booking at the last minute, you may even find additional discounts as properties try to fill their last remaining spots for cheap vacations that are all inclusive.

Can I book cheap all-inclusive trips to Eastern Shore?

If you're looking to save, you'll find a wide range of prices available, ranging from CA $793. By booking your accommodations and flight together, you may be able to enjoy savings of up to 27. Be sure to sort your search results by price to list the cheapest options first.

What should I look for when booking a 5-star all-inclusive vacation in Eastern Shore?

If you've implemented the 5-star filter when searching for your all-inclusive vacation in Eastern Shore, there are a few factors to keep an eye out for. Spa access is particularly popular, as it's one of the best features you'll find in luxury accommodation options. Additionally, you should consider opting for an infinity pool and a luxury suite, especially if you're travelling with a relatively large group.

What should I consider when booking Eastern Shore vacation packages that are all inclusive for the family?

The most important thing to consider for all-inclusive family vacations to Eastern Shore is what your family is interested in. If your kids need access to a pool, you'll want to implement the search filter for that amenity. Kids' clubs can also be perfect for your family, as can babysitting services if the adults in your group plan on enjoying Eastern Shore's nightlife.

How can I find the best deals on all-inclusive vacations in Eastern Shore?

You can always sort your search results by price to automatically put the cheapest options at the top of your search while still considering all your implemented search filters.

Can I book an all-inclusive package that is fully refundable?

Yes, reservations that are fully refundable are available on some all-inclusive packages in . You can explore each package's cancellation policy in the policy section of their page, where you'll learn exactly how you can qualify. Sometimes, nothing is required to qualify.

Why should I book an all-inclusive vacation with Expedia?

Booking with Expedia makes it easy to find the ultimate all-inclusive vacation package. By offering accommodations and flights together, all-inclusive packages are easy for us to create and for you to enjoy. With benefits like being fully refundable and flexible dates on some packages, you can enjoy a more stree-free booking process. Expedia Rewards members can take that even further with the possibility of additional discounts.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.