Picketts Harbor Vacation Packages

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Top Holiday Package Deals in Picketts Harbor

Price found within the past 48 hours. Click for updated prices.
TRU by Hilton Chesapeake, VA

TRU by Hilton Chesapeake, VA

2.5 out of 5
Greenbrier
Price was CA $1,691, price is now CA $1,206 per person
CA $1,206
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Norfolk (ORF)
8.6/10 Excellent! (413 reviews)
We come to the area 3 times a year for a hockey tournament and this was the first at Tru. The parking was super convenient and always had available spots and was well lit. The room was very small which could be expected. The water pressure was very low so it was difficult to take a quick shower due to that. Fair selection for breakfast but were trying too much with eggs; scrambled eggs would have been fine. The staff always looked mad to be there and annoyed when I noticed some guests asking requests. I would not stay here again.

Reviewed on Apr 12, 2026

Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Price was CA $4,286, price is now CA $2,990 per person
CA $2,990
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Norfolk (ORF)
8.6/10 Excellent! (1,003 reviews)
All staff were extremely friendly and polite and willing to help

Reviewed on Apr 14, 2026

Holiday Inn & Suites Virginia Beach North Beach by IHG

Holiday Inn & Suites Virginia Beach North Beach by IHG

3 out of 5
Northeast Virginia Beach
Price was CA $3,189, price is now CA $2,321 per person
CA $2,321
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Norfolk (ORF)
8/10 Very Good! (1,341 reviews)
For the most part we loved it. But the pool could have been cleaned better.

Reviewed on Apr 14, 2026

Breakers Resort Inn

Breakers Resort Inn

2 out of 5
Northeast Virginia Beach
Price was CA $2,738, price is now CA $2,025 per person
CA $2,025
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Norfolk (ORF)
7.6/10 Good! (283 reviews)
Everything about this hotel needs upgraded. The sofa and chairs are very old. I've stayed in this hotel 3 or 4 times a year when a family owned the hotel. It got bought about 3 years ago. No upgrades were done in at least 10 years. The hotel closes in the winter. I was hoping it was for improvement, but no. I stay here because its familiar. I like the queen suit with the kitchen and murphy bed. But after staying this last time, I'm really disappointed. It took two days to get a working microwave. Some of the lights were out. I reported the issues and the girl at the desk couldn't have cared less. Come on Breakers, do better. For the same money there are better places to stay.

Reviewed on Oct 30, 2025

Oceans 2700

Oceans 2700

2.5 out of 5
Northeast Virginia Beach
Price was CA $1,771, price is now CA $1,414 per person
CA $1,414
per person
Jul 1 - Jul 8
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Norfolk (ORF)
7.8/10 Good! (1,669 reviews)
Parking was easy, check in was easy. Room was nice. Would stay again.

Reviewed on Apr 17, 2026

Where to stay in Picketts Harbor

Find the best Picketts Harbor areas and neighborhoods for the activities you enjoy most. Learn more about Picketts Harbor
Aerial view Fredericksburg Virginia with Circuit Court building , historic business district, Baptist church, Chatham bridge over Rappahannock River

Historic Downtown Cape Charles

1 out of top 10 points of interest in this area

If you're spending some time in Historic Downtown Cape Charles, Cape Charles Beach and Central Park are top sights worth seeing.

Find hotels in Historic Downtown Cape Charles

Picketts Harbor Hotel Deals

Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway

Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway

Cape Charles VA
10/10 Exceptional! (66 reviews)
100% awesome place! The house is a modern beach mansion, still has that “new house” smell. The location can’t be beat, right on your private beach. We will be back for sure. This place is a gem. Watching movies in the theater room was an added over the top bonus. Thank you!

Reviewed on Mar 18, 2026

Get rates
Coastal Bliss: 3500 sqft Beachfront Haven, Steps Away from Your Private Beach - Your Ultimate Cape Charles Getaway
Shore Stay Suites

Shore Stay Suites

2 out of 5
26406 Lankford Hwy Cape Charles VA
Fully refundableReserve now, pay when you stay
The price is CA $142 per night from Apr 19 to Apr 20
CA $142
CA $159 total
Apr 19 - Apr 20
includes taxes & fees
8.4/10 Very Good! (661 reviews)
.

Reviewed on Apr 2, 2026

Shore Stay Suites
The Captains Quarters located in Cape Charles, VA offers breathtaking views.

The Captains Quarters located in Cape Charles, VA offers breathtaking views.

Cape Charles VA
The price is CA $343 per night from Apr 29 to Apr 30
CA $343
CA $489 total
Apr 29 - Apr 30
includes taxes & fees
9.8/10 Exceptional! (45 reviews)
Lovely little place. We really enjoyed the deck and the proximity to downtown.

Reviewed on Apr 2, 2026

The Captains Quarters located in Cape Charles, VA offers breathtaking views.
See all 384 properties in Picketts Harbor
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.
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All Inclusive Vacations
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Frequently asked questions

How much does a Picketts Harbor vacation package cost?
Chart your own course with our Picketts Harbor vacation packages, which start from just CA $1,206. Choose the flights and hotels that fit your travel plans. Then, add on some tours or activities for a one-of-a-kind escape.
How do I get a cheap travel package to Picketts Harbor?
Imagine all the thrilling things you could do in Picketts Harbor with a wad of extra cash in your wallet. Watch your savings stack up when you combine your hotel and flights into a Picketts Harbor vacation package. You have plenty of choice when you book your trip with Expedia too. In fact, you can choose from more than 550 air carriers and 1,000,000 properties around the globe. Whether you're heading away with the entire family or traveling with someone special, planning a getaway to Picketts Harbor is better with a package.
Where should I stay in Picketts Harbor?
A vacation in Picketts Harbor isn't complete without a visit to Kiptopeke State Park. Why not choose a hotel near this popular attraction?
What are the top hotels in Picketts Harbor?
Whether you plan to stay for just one night or a week in Picketts Harbor, you'll get a wonderful night's rest at Coastal Bliss: 3500 Sqft Beachfront Haven. This option is the first choice for plenty of travelers.
How far in advance should I book my Picketts Harbor vacation?
Savvy travelers will likely want to book early. You can normally start comparing international airfares on Expedia up to a year before your intended flight. If you've left things to the last minute, don't worry. Budget prices occasionally appear in the last weeks before departure.
What does an Expedia Picketts Harbor travel package include?
Expedia has all you need to plan your Picketts Harbor getaway, but how you structure your package depends on you. Choose from any combination of hotels, rental cars and flights. After some tours or activities to fill in your time? Once you've made your booking, you can add them on too. No matter your budget, there's a package deal to meet your needs.
What should I know before booking a Picketts Harbor travel package?
When you book your hotels, flights and car rentals together, you'll score great discounts. Whether you're organizing a beach escape in a villa or would rather stay in a luxurious city hotel, Expedia can make it happen for less.
Can I choose my airline with a Picketts Harbor Expedia vacation package?
Yes, the choice is yours. Expedia has access to more than 550 airlines worldwide, so you can tailor your Picketts Harbor getaway according to your travel preferences.
If I'm not able to travel, can I cancel my Picketts Harbor vacation package?
Don't stress if you're rethinking your Picketts Harbor vacation package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We totally understand life can sometimes throw you a curveball, so head to our Customer Service Portal if that happens. When you're ready to make changes, we're ready to help.

Discover the most popular places to visit in Picketts Harbor

Afternoon Shadows at Cape Charles Beach

Cape Charles Beach

Why not spend a carefree afternoon at Cape Charles Beach during your travels in Cape Charles? Wander the parks or discover the sunsets in this relaxing area.

Cape Charles Beach

Eyre Hall

You can learn about the history of Cape Charles with a trip to Eyre Hall. Wander the beautiful beaches in this relaxing area.

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