Eastern Shore All inclusive Vacations

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Flight and All inclusive hotel deals in Eastern Shore

Price found within the past 48 hours. Click for updated prices.
Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

Downtown Washington D.C.
CA $782
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Baltimore (BWI)
8.6/10 Excellent! (1,002 reviews)
Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

Downtown Washington D.C.
Save 100% on your flight
CA $1,034
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Baltimore (BWI)
9/10 Wonderful! (1,260 reviews)
Lyle Washington D.C.

Lyle Washington D.C.

Northwest
Save 100% on your flight
CA $932
per person
Nov 9 - Nov 13
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (1,645 reviews)
Nice location.

Reviewed on Oct 1, 2026

Arlo Washington DC

Arlo Washington DC

Northwest
CA $815
per person
Nov 10 - Nov 14
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (2,095 reviews)
We love the room as the city lights were beautiful to look at as we relaxed. No complaints, the breakfast was big and delicious. Love that hotel was close to the Metro and we were able to take the train to go sightseeing. Checking in and checking out was easy.

Reviewed on Oct 3, 2026

The Watergate Hotel

The Watergate Hotel

Northwest
Save 100% on your flight
CA $1,090
per person
Nov 10 - Nov 14
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
8.8/10 Excellent! (1,190 reviews)
Everything was great. My only suggestion is that - sadly the pastry nook is closed. There isnt an option for a coffee bar complimentary. I had to get coffee from the restaurant for my partner when he was sick- I bought two coffees so he would not have to make a trip and it was over $20 for a couple of coffees (I got one). I was like - this is kinda silly. And parking valet is the only option if not on the street parking and that is $65 a night. So it was wonderful but - it would be great if those little things were complimentary. The food was good at the restaurant. Not great but good. The best thing besides the view from our room - was the staff is very good. Everyone is VERY good. Maybe I could say - they are great. The lady who checked us in - the cleaning team- anyone I asked for anything - the doormen (doorpeople) - the people in the restaurant and bars. Very good staff. The hotel is a little "dated" but I hope it stays kinda retro because it is a historic hotel. I just hope they somehow do something even if they have to add $20 a night to the rooms - to have the valet parking be free and give the visitors a free coffee barn downstairs. My room only had one coffee cup and no milk so making coffee in the room did not work.

Reviewed on Sep 29, 2026

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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.
Save 100% on your flight
CA $1,034
per person
Dec 22 - Dec 27
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Baltimore (BWI)
9/10 Wonderful! (1,260 reviews)
The Watergate Hotel

The Watergate Hotel

Northwest
Save 100% on your flight
CA $1,090
per person
Nov 10 - Nov 14
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
8.8/10 Excellent! (1,190 reviews)
Everything was great. My only suggestion is that - sadly the pastry nook is closed. There isnt an option for a coffee bar complimentary. I had to get coffee from the restaurant for my partner when he was sick- I bought two coffees so he would not have to make a trip and it was over $20 for a couple of coffees (I got one). I was like - this is kinda silly. And parking valet is the only option if not on the street parking and that is $65 a night. So it was wonderful but - it would be great if those little things were complimentary. The food was good at the restaurant. Not great but good. The best thing besides the view from our room - was the staff is very good. Everyone is VERY good. Maybe I could say - they are great. The lady who checked us in - the cleaning team- anyone I asked for anything - the doormen (doorpeople) - the people in the restaurant and bars. Very good staff. The hotel is a little "dated" but I hope it stays kinda retro because it is a historic hotel. I just hope they somehow do something even if they have to add $20 a night to the rooms - to have the valet parking be free and give the visitors a free coffee barn downstairs. My room only had one coffee cup and no milk so making coffee in the room did not work.

Reviewed on Sep 29, 2026

Fairmont Washington, D.C., Georgetown

Fairmont Washington, D.C., Georgetown

Northwest
Save 100% on your flight
CA $1,504
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTZ) to Baltimore (BWI)
9.6/10 Exceptional! (1,007 reviews)
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3 Night All inclusive holidays in Eastern Shore

Price found within the past 48 hours. Click for updated prices.
Convention center Indoor free parking

Convention center Indoor free parking

Downtown Baltimore
CA $554
per person
Nov 21 - Nov 24
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
No reviews
Sofitel Washington DC Lafayette Square

Sofitel Washington DC Lafayette Square

Downtown Washington D.C.
CA $765
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
9/10 Wonderful! (1,260 reviews)
Eurostars Saint Gregory Dupont Circle Georgetown

Eurostars Saint Gregory Dupont Circle Georgetown

Downtown Washington D.C.
CA $603
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Baltimore (BWI)
8.6/10 Excellent! (1,002 reviews)
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4 Night All inclusive holidays in Eastern Shore

Price found within the past 48 hours. Click for updated prices.
Crowne Plaza Crystal City-Washington, D.C. by IHG

Crowne Plaza Crystal City-Washington, D.C. by IHG

Crystal City
Save 100% on your flight
CA $811
per person
Nov 10 - Nov 14
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
8.2/10 Very good! (1,002 reviews)
Lyle Washington D.C.

Lyle Washington D.C.

Northwest
Save 100% on your flight
CA $932
per person
Nov 9 - Nov 13
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (1,645 reviews)
Nice location.

Reviewed on Oct 1, 2026

InterContinental Washington D.C. - The Wharf by IHG

InterContinental Washington D.C. - The Wharf by IHG

The Wharf
Save 100% on your flight
CA $1,608
per person
Nov 10 - Nov 14
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Baltimore (BWI)
9.4/10 Exceptional! (1,228 reviews)
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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 24.

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 $554. By booking your accommodations and flight together, you may be able to enjoy savings of up to 24. 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.

More vacations you might like

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