Hampton Roads Vacation Packages 2026 from $414

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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

$414

per person

Nov 12 - Nov 16

found 19 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Norfolk (ORF)

9.2/10 Wonderful! (1,924 reviews)

Westgate Historic Williamsburg Resort

Midtown

$717

per person

Nov 6 - Nov 9

found 5 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Richmond (RIC)

8.6/10 Excellent! (1,000 reviews)

The first room I was booked into had a truly terrible smell — bad enough to ask for a room change. The staff was very cooperative, but they moved me into a pretty musty smelling room with a broken AC/HVAC and a very loud portable AC/filtration unit. I’ve stayed there multiple times in the past and always had great experiences. But after this, not sure I can bring myself to go back.

Reviewed on Sep 20, 2026

Williamsburg Woodlands Hotel & Suites, an official Colonial Williamsburg Hotel

Colonial Williamsburg

$474

per person

Dec 10 - Dec 14

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Richmond (RIC)

8.8/10 Excellent! (1,941 reviews)

Sea Ranch Resort

$440

per person

Nov 12 - Nov 16

found 20 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Norfolk (ORF)

8.4/10 Very Good! (1,001 reviews)

We loved the view. Our room a/c and refrigerator worked well. The carpet needed replacement and you could not see out of one of the windows.

Reviewed on Sep 20, 2026

The Inn at Four Eleven York

West Freemason

Save 100% on your flight

$502

per person

Nov 6 - Nov 8

found 4 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Norfolk (ORF)

10/10 Exceptional! (113 reviews)

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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 night scene with a tower and a prominent tree against a starry sky.

Northeast Virginia Beach

2 out of top 10 points of interest in this area

While visiting Northeast Virginia Beach, you might make a stop by sights like First Landing State Park and Neptune Statue.

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.

A lighthouse with alternating black and white stripes, a wooden boardwalk, and a grassy field.

South Nags Head

If you're spending some time in South Nags Head, Bodie Island Lighthouse and Oregon Inlet Fishing Center are top sights worth seeing.

A lighthouse at dusk with the sun setting over a coastal landscape.

Whalehead Beach

While visiting Whalehead Beach, you might make a stop by sights like Currituck Beach and Corolla Beach.

An aerial view of a historic estate with a symmetrical garden, a central building with a tower, and surrounding residential areas.

Colonial Williamsburg

If you're spending some time in Colonial Williamsburg, Governor's Palace and Golden Horseshoe Golf Club are top sights worth seeing.

Stay near popular Hampton Roads attractions

A boardwalk with benches, a hotel, and a clear blue sky.

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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A roller coaster, a building labeled 'Griffon Gifts', and a building with 'Manuscripts' signage.

Busch Gardens Williamsburg

9.2/10 (3,983 reviews)

Enjoy the excitement at Busch Gardens Williamsburg and see why people love this amusement park in Williamsburg. Experience the entertainment choices or attend a sporting event in this family-friendly area.

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A wooden pier extending into the ocean with waves lapping at its base.

Sandbridge Beach

8.8/10 (3,889 reviews)

Escape to this quiet, family-friendly beach to enjoy fishing, strolling, dining on fresh seafood or simply relaxing on the sand.

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A historic brick building with arched windows and a brick pathway.

College of William and Mary

9.2/10 (1,819 reviews)

Explore the campus of College of William and Mary, during your trip to Williamsburg. Amble around the area's picturesque gardens or attend a sporting event.

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A modern building with reflective glass windows, a sign reading "HALL C", and a paved walkway with greenery and bollards.

Virginia Beach Convention Center

8.4/10 (2,839 reviews)

Learn about the events happening at Virginia Beach Convention Center during your trip to Virginia Beach. Experience the great live music or attend a sporting event in this walkable area.

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A waterfront restaurant with outdoor seating and a view of the marina.

Waterside District

8.4/10 (135 reviews)

A riverside district with restaurants, bars and nightclubs stands beside a scenic park and promenade with cycle and running lanes.

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Veterans United Home Loans Amphitheater at Virginia Beach

8.0/10 (2,133 reviews)

You can enjoy a show at Veterans United Home Loans Amphitheater at Virginia Beach during your stay in Virginia Beach. Experience the acclaimed theater scene and great live music in this walkable area.

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Hampton Roads Hotel Deals

Hilton Vacation Club The Historic Powhatan Williamsburg

3601 Ironbound Rd Williamsburg VA

Fully refundableReserve now, pay when you stay

$92 nightly

$105 total

Sep 24 - Sep 25

Total with taxes and fees

9.2/10 Wonderful! (3,869 reviews)

"Love love this property. The rooms were clean and they had a full kitchen which I loved. The weather was rainy so we were not able to enjoy the pool or the grounds. But overall it was excellent."

Reviewed on Sep 23, 2026

Vacation Village At Williamsburg

4870 Longhill Road Williamsburg VA

Fully refundableReserve now, pay when you stay

$130 nightly

$148 total

Oct 13 - Oct 14

Total with taxes and fees

8.8/10 Excellent! (2,916 reviews)

"It was the best But the pool was very cold so no pool for me"

Reviewed on Sep 23, 2026

Wyndham Virginia Beach Oceanfront

5700 Atlantic Ave Virginia Beach VA

Fully refundableReserve now, pay when you stay

$82 nightly

$96 total

Oct 4 - Oct 5

Total with taxes and fees

7.8/10 Good! (1,972 reviews)

"The hotel and room were really nice, decent price and everyone was so friendly, the desk clerk, the maintenance workers, the sweet ladies in the restaurant, even the other guests. Definitely would stay again!!"

Reviewed on Sep 23, 2026

See all 14,296 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.