Mountain Vacations in Hampton Roads 2026

Photo by Arjun Gupta

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Flight and Mountain hotel deals in Hampton Roads

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

Kingsmill Resort

Kingsmill

CA $1,447

per person

Jul 25 - Jul 31

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Richmond (RIC)

8.8/10 Excellent! (1,002 reviews)

The resort staff amazing and the resort is beautiful! Rooms little outdated but clean!

Reviewed on May 18, 2026

Sanderling Resort Residences

CA $4,602

per person

Jul 18 - Jul 23

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Norfolk (ORF)

No reviews

Ocean Sands Resort, Oceanfront, Virginia Beach by Vacatia

Northeast Virginia Beach

CA $1,701

per person

Aug 6 - Aug 11

found 6 hours ago

Roundtrip flight included

Winnipeg (YWG) to Norfolk (ORF)

8.2/10 Very Good! (1,269 reviews)

Had plenty room great staff

Reviewed on May 18, 2026

The Sanderling

CA $2,689

per person

Jul 18 - Jul 23

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Norfolk (ORF)

8.8/10 Excellent! (538 reviews)

Jet spa was nice and warm on a cooler spring weekend but the jets were not working. Pool was clean but cool. The Lifesaving Station food was good and the wait staff was great! Fireplace in our room did not work and despite notifying staff on Friday evening when we arrived, no one ever came to work on it by the time we left Sunday at lunch time. The resort hosted a fairly large (200 guest?) wedding Saturday, and there was a lot of trash left all over Sunday morning.

Reviewed on May 17, 2026

Hilton Vacation Club Beachwoods Kitty Hawk

Sea Scape

CA $1,861

per person

Jul 18 - Jul 23

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Norfolk (ORF)

8.6/10 Excellent! (1,009 reviews)

We enjoyed the bingo and crafts. The kitchen was well organized. Plenty of sleeping room.

Reviewed on May 17, 2026

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3 Night Mountain holidays in Hampton Roads

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

King’s Creek Resort by Spinnaker

CA $1,125

per person

Jul 11 - Jul 14

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Richmond (RIC)

8.8/10 Excellent! (160 reviews)

The Kings Creek resort is beautiful, clean, comfortable, and conveniently close to the major area attractions. I would definitely stay there again for any trip to the Williamsburg VA area.

Reviewed on May 18, 2026

Kingsmill Resort

Kingsmill

CA $1,128

per person

Jul 11 - Jul 14

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Richmond (RIC)

8.8/10 Excellent! (1,002 reviews)

The resort staff amazing and the resort is beautiful! Rooms little outdated but clean!

Reviewed on May 18, 2026

Water Front Delight On The Bay 3 Bedroom Home by RedAwning

Willoughby Spit

CA $2,131

per person

Jul 11 - Jul 14

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Norfolk (ORF)

No reviews

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4 Night Mountain holidays in Hampton Roads

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

Budget Inn Norfolk Va

Willoughby Spit

CA $860

per person

Aug 6 - Aug 10

found 8 hours ago

Roundtrip flight included

Winnipeg (YWG) to Norfolk (ORF)

6/10 (500 reviews)

They charged an extra $4 beyond the Expedia site quoted pay-at-hotel $8 additional fee . So the extra fee at the hotel is actually $12, not $8. False advertising!

Reviewed on May 14, 2026