Picketts Harbor Vacations from $495

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Your Picketts Harbor Vacation

Take all the stress out of organizing your next getaway by booking a Picketts Harbor vacation package. Take in the sounds and sights of this appealing neighborhood and experience what it has to offer. Make time for some sightseeing during your trip to Picketts Harbor. Nearby Kiptopeke State Park and John Custis Tomb are on the itineraries of many travelers. Don't just dream it — make it happen! Reserve your ideal Picketts Harbor vacation with Expedia and get to where you're going your way.

The Latest Picketts Harbor Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Boardwalk Resort and Villas

Boardwalk Resort and Villas

3 out of 5
Northeast Virginia Beach
Save 100% on your flight
Price was $896, price is now $495 per person
$495
per person
May 15 - May 20
found 9 hours ago
Roundtrip flight included
Hartford (BDL) to Norfolk (ORF)
8.6/10 Excellent! (1,003 reviews)
Everything is wonderful! Beautiful area Quiet nice area and the staff are wonderful!

Reviewed on Apr 9, 2026

Sea Ranch Resort

Sea Ranch Resort

3 out of 5
Save 100% on your flight
Price was $1,389, price is now $858 per person
$858
per person
Jul 5 - Jul 11
found 1 day ago
Roundtrip flight included
New York (NYC) to Norfolk (ORF)
8.6/10 Excellent! (1,001 reviews)
Sofa was quite old and uncomfortable. Adequate common area. Nice indoor pool

Reviewed on Apr 10, 2026

Pamlico Station Edgecamp

Pamlico Station Edgecamp

2 out of 5
South Rodanthe
Save 100% on your flight
Price was $2,137, price is now $1,366 per person
$1,366
per person
Jul 5 - Jul 11
found 1 day ago
Roundtrip flight included
New York (NYC) to Norfolk (ORF)
9.4/10 Exceptional! (27 reviews)
We came out for our anniversary and had a wonderful time! The sauna and cold plunges were being repaired, which was disappointing, but understandable to service them in the off season. It was quiet and very relaxing and our text to the concierge was very quick!

Reviewed on Mar 30, 2026

John Yancey Oceanfront Inn

John Yancey Oceanfront Inn

2 out of 5
Save 100% on your flight
Price was $1,573, price is now $1,006 per person
$1,006
per person
Jul 5 - Jul 11
found 1 day ago
Roundtrip flight included
New York (NYC) to Norfolk (ORF)
9/10 Wonderful! (1,865 reviews)
This is our second time staying at John Yancy. Its nothing fancy but it has a great breakfast with a beautiful gazebo to eat at if you choose. Staff is nice. My biggest complaint was the wifi connection at night. It kept buffering or disconnecting which made it frustrating with little ones.

Reviewed on Apr 9, 2026

Ocean 27

Ocean 27

2.5 out of 5
Northeast Virginia Beach
Save 100% on your flight
Price was $2,393, price is now $1,622 per person
$1,622
per person
Jun 23 - Jun 27
just found
Roundtrip non-stop flight included
Hartford (BDL) to Norfolk (ORF)
6.4/10 (1,059 reviews)
Close to beach. Ground level beach access rooms. Grounds need to be picked-up a bit. Centrally located along boardwalk.

Reviewed on Oct 13, 2025

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
$116 nightly
The price is $129 total per night from Apr 13 to Apr 14
$129 total
Apr 13 - Apr 14
Total with taxes and 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
$314 nightly
The price is $357 total per night from Apr 13 to Apr 14
$357 total
Apr 13 - Apr 14
Total with taxes and fees
9.8/10 Exceptional! (43 reviews)
Relaxing and quiet

Reviewed on Mar 22, 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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Beach Vacations
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Discover the most popular places to visit in Picketts Harbor

Afternoon Shadows at Cape Charles Beach

Cape Charles Beach

4.5/5(31 reviews)

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
Concrete Ships at Kiptopeke State Park

Kiptopeke State Park

4/5(27 reviews)

You can take time to visit Kiptopeke State Park during your travels to Cape Charles. Wander the beautiful beaches in this relaxing area.

Kiptopeke State Park
Sun Star Near Beacon at Assateague Lighthouse-Chincoteague NWR

Eastern Shore of Virginia National Wildlife Refuge

4.5/5(14 reviews)

Explore the great outdoors at Eastern Shore of Virginia National Wildlife Refuge, a lovely green space in Cape Charles. Wander the beautiful beaches in this relaxing area.

Eastern Shore of Virginia National Wildlife Refuge
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.