Eastern Shore of Virginia All inclusive Vacations

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Flight and All inclusive hotel deals in Eastern Shore of Virginia

Price found within the past 48 hours. Click for updated prices.
Hilton Vacation Club Beachwoods Kitty Hawk

Hilton Vacation Club Beachwoods Kitty Hawk

Sea Scape
CA $898
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8.6/10 Excellent! (1,015 reviews)
This property was a disappointment compared to other Hilton Vacation Resorts we have stayed at for several reasons: 1. The accessible room I reserved was not available for first two nights. They waived the resort fee but put us in small non-accessible room with a tub (not walk in shower) and no grab bars etc. When we finally got moved to the room we booked it was much bigger and what I expected with issues. See below. 2. The kitchen, while having nice counter tops and cabinets was sparcely provisioned. No mixing bowls, no mixer, no grater, and only 4 of everything (plates, utensils, etc.) The spoons and forks were for baby/salad. 3. No gas grills for grilling on property, just charcoal. 4. TV is satellite and gives you no names of channels or program names. You can not click to auto advance channels. You have to use a chart to determine channels. Figuring out how to adjust volume was difficult. 5. Had to search internet to determine how to get Samsung dishwasher to start. It was stuck in lock and would not start without special reset. 6. Showed up at pool at 10:45 AM on a Saturday and the gate was padlocked. No explanation. Other families waiting to. No one at aquatics office. Went to front desk and they said they thought there was a thunder warning, but did not know for sure, and could not contact anyone to explain. Pool eventually opened about 15 minutes later without explanation.

Reviewed on Sep 14, 2026

The Sanderling

The Sanderling

CA $1,460
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8.8/10 Excellent! (579 reviews)
Cypress River Inn & Spa

Cypress River Inn & Spa

CA $2,350
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Salisbury (SBY)
9.2/10 Wonderful! (5 reviews)
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5* All inclusive holidays in Eastern Shore of Virginia

Price found within the past 48 hours. Click for updated prices.
Cypress River Inn & Spa

Cypress River Inn & Spa

CA $2,350
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Salisbury (SBY)
9.2/10 Wonderful! (5 reviews)
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3 Night All inclusive holidays in Eastern Shore of Virginia

Price found within the past 48 hours. Click for updated prices.
Hilton Vacation Club Beachwoods Kitty Hawk

Hilton Vacation Club Beachwoods Kitty Hawk

Sea Scape
CA $898
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8.6/10 Excellent! (1,015 reviews)
This property was a disappointment compared to other Hilton Vacation Resorts we have stayed at for several reasons: 1. The accessible room I reserved was not available for first two nights. They waived the resort fee but put us in small non-accessible room with a tub (not walk in shower) and no grab bars etc. When we finally got moved to the room we booked it was much bigger and what I expected with issues. See below. 2. The kitchen, while having nice counter tops and cabinets was sparcely provisioned. No mixing bowls, no mixer, no grater, and only 4 of everything (plates, utensils, etc.) The spoons and forks were for baby/salad. 3. No gas grills for grilling on property, just charcoal. 4. TV is satellite and gives you no names of channels or program names. You can not click to auto advance channels. You have to use a chart to determine channels. Figuring out how to adjust volume was difficult. 5. Had to search internet to determine how to get Samsung dishwasher to start. It was stuck in lock and would not start without special reset. 6. Showed up at pool at 10:45 AM on a Saturday and the gate was padlocked. No explanation. Other families waiting to. No one at aquatics office. Went to front desk and they said they thought there was a thunder warning, but did not know for sure, and could not contact anyone to explain. Pool eventually opened about 15 minutes later without explanation.

Reviewed on Sep 14, 2026

The Sanderling

The Sanderling

CA $1,460
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Norfolk (ORF)
8.8/10 Excellent! (579 reviews)
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4 Night All inclusive holidays in Eastern Shore of Virginia

Price found within the past 48 hours. Click for updated prices.
Motel 6 Pocomoke City, MD

Motel 6 Pocomoke City, MD

CA $1,854
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Salisbury (SBY)
5.2/10 (507 reviews)
Parking was aa bit of a problem. Parking spaces weren't assigned to any room number.

Reviewed on Sep 6, 2026

Studio 6 Suites Pocomoke City, MD

Studio 6 Suites Pocomoke City, MD

CA $1,876
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Salisbury (SBY)
7.4/10 Good! (81 reviews)
It's a place to sleep.. about the only good thing I can say.. I've stayed here 2 different times now this summer and it's been the same..2nd time was the worst... oh.. and bring some air freshener your gonna need it

Reviewed on Sep 17, 2026

Gillis Grier Bed & Breakfast

Gillis Grier Bed & Breakfast

CA $2,158
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip flight included
Calgary (YYC) to Salisbury (SBY)
10/10 Exceptional! (197 reviews)
Friendly and accommodating hosts, centrally located, well appointed, great company with other guests and plenty of space for interaction with them or alone moments. Well done!

Reviewed on Sep 14, 2026

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Embark on an unforgettable all-inclusive trip to Eastern Shore of Virginia 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 of Virginia, 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 of Virginia, 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 3.

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

Adults-only stays in Eastern Shore of Virginia 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 of Virginia. 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 of Virginia?

If you're looking to save, you'll find a wide range of prices available, ranging from CA $898. By booking your accommodations and flight together, you may be able to enjoy savings of up to 3. 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 of Virginia?

If you've implemented the 5-star filter when searching for your all-inclusive vacation in Eastern Shore of Virginia, 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 of Virginia vacation packages that are all inclusive for the family?

The most important thing to consider for all-inclusive family vacations to Eastern Shore of Virginia 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 of Virginia's nightlife.

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

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.