The Best Ski Hotels in Chesapeake Bay from ₩71,811 in 2025

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Top Chesapeake Bay Ski Hotels

Two cozy cabins with balconies, nestled among tall pine trees.

"Clean cabin and nice staff members. I didn't like that we didn't have the pillows and the comforters ( but got informed about it before the trip ). Our cabin was by the railway so it was super loud, I couldn't sleep. The bathroom is not connected to the cabin ( and I also knew about it before coming to the place). My husband said the men's bathroom smelled absolutely horrible. "

₩145,463 total

includes taxes & fees

Sep 1 - Sep 2

Swimmers can enjoy a refreshing dip in the pool surrounded by a tiled wall.

"Nice place to stay "

₩96,322 total

includes taxes & fees

Sep 2 - Sep 3

Stately brick building with a central entrance and columns, situated near a serene water feature.

"Very well put together was very impressed with all they had me and my family will definitely be back."

₩164,184 total

includes taxes & fees

Sep 3 - Sep 4

Welcome to Holiday Inn Express, featuring a covered entrance with a clear path to the entrance.

"I appreciated the friendliness of the staff and the quality of the property"

₩126,864 total

includes taxes & fees

Sep 1 - Sep 2

Relax in this inviting room with a large bed, desk, and TV.

"good stay "

₩83,198 total

includes taxes & fees

Aug 26 - Aug 27

Welcome to the Marriott Vacation Club, where beautifully manicured gardens and a charming entrance set the tone for a relaxing stay.

"The units were close to the recreations areas available at the site. The rooms were beautiful and very comfortable to stay in. I rested very well."

₩140,825 total

includes taxes & fees

Sep 1 - Sep 2

Relax in this spacious living area with a high ceiling, chandelier, and large window.

"For the price of rooms in Williamsburg, this was great. Our bed was comfy, the shower was great, the staff was great and was one of the only hotels I found with a continental breakfast. We would definitely stay there again."

₩106,931 total

includes taxes & fees

Aug 19 - Aug 20