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Your Hampton Roads Vacation

Choose a vacation package to Hampton Roads and make planning your adventure a breeze. With the finer details organized before you leave, you can focus on enjoying every second in this amazing destination. With so much to do and see on a trip to Hampton Roads, it can be difficult to know where to begin. Kick off your travels in Norfolk - Virginia Beach at Virginia Beach Town Center and Veterans United Home Loans Amphitheater at Virginia Beach — two much-loved attractions here. Another city to add to your itinerary is Newport News. Be sure not to miss Hampton Coliseum and Patrick Henry Mall. Start packing your bags, because your Hampton Roads vacation is just clicks away with Expedia.

The Latest Hampton Roads vacation packages

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

John Yancey Oceanfront Inn

$682

per person

Dec 28 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Norfolk (ORF)

9.2/10 Wonderful! (1,955 reviews)

The Commonwealth

Downtown Richmond

$962

per person

Jan 7 - Jan 12

found 1 day ago

Roundtrip flight included

San Juan (SJU) to Richmond (RIC)

8.8/10 Excellent! (1,419 reviews)

The Historic Cavalier Hotel and Beach Club, Autograph Collection

Northeast Virginia Beach

$1,567

per person

Dec 28 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Norfolk (ORF)

9.4/10 Exceptional! (410 reviews)

Ocean Pines Resort

$776

per person

Dec 28 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Norfolk (ORF)

8.2/10 Very Good! (165 reviews)

Perfect location and enjoyable stay

Reviewed on Oct 11, 2026

The Inn at Four Eleven York

West Freemason

$1,158

per person

Dec 28 - Jan 2

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Norfolk (ORF)

10/10 Exceptional! (114 reviews)

We stayed for our honeymoon before embarking on our cruise to Bermuda out of Norfolk. The port was very close to the Inn. The Inn is beautiful and so romantic. The area around the Inn had several options for dining. The walkable area was so romantic with its old architecture and cobblestone streets. I would love to come and stay longer and experience their restaurants and the city of Norfolk. I would highly recommend the Inn to anyone wanting a place that is not a big box type hotel. If you want charm and romance this place is for you!!!!

Reviewed on Oct 20, 2026

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Where to stay in Hampton Roads

Find the best Hampton Roads areas and neighborhoods for the activities you enjoy most. Learn more about Hampton Roads

A sandy beach with gentle waves, a clear blue sky, and houses along the shore.

Sandbridge

1 out of top 10 points of interest in this area

Somewhat remote and less crowded than the main resort strip, Sandbridge offers a 4.5-mile stretch of oceanfront with lifeguard-protected waters. Nearby, find Little Island Park and easy access to shopping and dining centers at Red Mill and Courthouse.

Stay near popular Hampton Roads attractions

A busy pedestrian area with a statue of a figure holding a trident, surrounded by people.

Virginia Beach Boardwalk

9.2/10 (12,441 reviews)

Soak up the atmosphere as you stroll along this oceanfront strip, the heart of Virginia Beach’s dining and entertainment scene.

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Hampton Roads Hotel Deals

Vacation Village At Williamsburg

4870 Longhill Road Williamsburg VA

Fully refundableReserve now, pay when you stay

$124 nightly

$141 total

Nov 10 - Nov 11

Total with taxes and fees

8.8/10 Excellent! (3,028 reviews)

"Check in was easy. Property was convenient to attractions and shopping."

Reviewed on Oct 27, 2026

Hilton Vacation Club The Historic Powhatan Williamsburg

3601 Ironbound Rd Williamsburg VA

Fully refundableReserve now, pay when you stay

$92 nightly

$105 total

Nov 3 - Nov 4

Total with taxes and fees

9.2/10 Wonderful! (4,009 reviews)

"Everything was almost perfect. If you’re older and can’t physically pack your luggage up and down steps . You probably want to request a ground floor suite. Also no visitor parking .Your assigned spots. Visitors have to parked behind you."

Reviewed on Oct 27, 2026

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

1101 Atlantic Ave Virginia Beach VA

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See all 14,292 properties in Hampton Roads

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.