The Best 4 Star Hotels in Upper Hooper Island, MD from ￥44,929

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Upper Hooper Island 4 Star Hotels

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Upper Hooper Island 4-star hotels

An indoor swimming pool with lounge chairs and tables, large windows, and a high wooden ceiling.

A marina with boats docked, a large building with a tower in the background, and a dock extending into the water.

A spacious dining area with multiple tables and chairs, high ceilings with exposed beams, and a brick wall.

A spacious dining area with high ceilings, large windows, and modern chandeliers.

1. Hyatt Regency Chesapeake Bay

Cambridge

Taewook

￥32,905

￥44,929 total

includes taxes & fees

Sep 3 - Sep 4

A multi-story residential building with a covered porch and a red umbrella.

A modern kitchen with grey cabinets, stainless steel appliances, and a central island.

A marina with docked boats, a building with balconies, and a clear sky.

A marina with boats docked, a large building with a white facade, and a clear blue sky.

2. Walk to Dtwn: Waterfront Eastern Shore Townhome!

Cambridge

Save an average of 15% on thousands of hotels when you're signed in

Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Upper Hooper Island.

Swanendele Inn at St. Mary's Maryland

49946 Airedele Rd Ridge MD

￥50,853

￥56,447 total

Sep 13 - Sep 14

includes taxes & fees

Still don't see what you're looking for?

See all properties in Upper Hooper Island.

You can also use these popular filters to refine your search.

Pool Spa Hot tub Breakfast included Waterpark

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.

Top Upper Hooper Island Hotel Reviews

Hyatt Regency Chesapeake Bay

10/10 Excellent

"Excellent well-maintained rooms with new ceiling fan. Summer amenities are geared to families and include mini golf, multiple pools indoors & outdoors, day spa, convenience shop with coffee , pool tables (although not as well maintained as other areas of the property), walking paths, and a regulationgolf course. Families can be quite boisterous; we will opt for calmer winter months in future."