Chesapeake Bay Tours and Activities

USS Wisconsin BB-64 showing a marina
Virginia which includes a high-rise building, modern architecture and a city
Peabody Institute of the John Hopkins University
Norfolk Botanical Garden showing a park, a pond and landscape views
USS Wisconsin BB-64 which includes a bay or harbour and military items

Plan a trip to see Chesapeake Bay

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was NZ$1,468, price is now NZ$990 per person
NZ$990
per person
10 May - 12 May
found 1 day ago
Return flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (2,923 reviews)
Great location. Great service. Great value. Regular beds were great. Pull out coach was fair. We were three men staying here. The only thing poor was the buffet breakfast. If you like all you can eat buffets then it was fine however quality of food was fair and coffee options were fair. We ended up eating at local diners because they were more intimate and the food quality was much better. Overall, I would stay here again.

Reviewed on 14 Mar 2026

Anaheim Discovery Inn & Suites

Anaheim Discovery Inn & Suites

2 out of 5
Anaheim Resort
Price was NZ$3,119, price is now NZ$1,928 per person
NZ$1,928
per person
28 May - 4 June
found 14 hours ago
Return direct flight included
Auckland (AKL) to Los Angeles (LAX)
8.6/10 Excellent! (1,503 reviews)
Staff is wonderful. 12 minute safe passage walk to Disney property.

Reviewed on 14 Mar 2026

Castle Inn and Suites

Castle Inn and Suites

3.5 out of 5
Anaheim Resort
Price was NZ$3,410, price is now NZ$2,356 per person
NZ$2,356
per person
28 May - 4 June
found 14 hours ago
Return direct flight included
Auckland (AKL) to Los Angeles (LAX)
9/10 Wonderful! (1,009 reviews)
The hotel was clean and in walking distance to Disney Land. It was comfortable but I wish it had a pool and it was a bit more updated.

Reviewed on 9 Mar 2026

Popular places to visit

Horse Island

Commune with nature and explore the great outdoors at Horse Island during your travels in Machipongo. Take in the museums while you're in the area.

Horse Island

Gwynn's Island Musuem

You can spend an afternoon studying the exhibits at Gwynn's Island Musuem in Piankatank. Amble around the area's marina or experience its festivals.

Gwynn's Island Musuem

Chatham Vineyards

You can enjoy a tasting or tour at Chatham Vineyards during your travels to Machipongo. Wander the beaches or discover the area's sunrises.

Chatham Vineyards

Bethel Beach Natural Area Preserve

Explore the great outdoors at Bethel Beach Natural Area Preserve, a lovely green space in Onemo.

Bethel Beach Natural Area Preserve

Hungars Beach

Why not spend a lazy afternoon at Hungars Beach during your trip to Eastville?

Hungars Beach

Holly Point Nature Park

Explore the great outdoors at Holly Point Nature Park, a lovely green space in Pine Top. Wander the marina in this relaxing area.

Holly Point Nature Park

Top Chesapeake Bay Hotel & Accommodation Deals

Perfect Cozy Vacation Rental on the Eastern Shore

Perfect Cozy Vacation Rental on the Eastern Shore

Cape Charles VA
Perfect Cozy Vacation Rental on the Eastern Shore
Shore Stay Suites

Shore Stay Suites

2 out of 5
26406 Lankford Hwy Cape Charles VA
Shore Stay Suites
Warner Hall

Warner Hall

3 out of 5
4750 Warner Hall Road Gloucester VA
Warner Hall
Comfort Suites Airport

Comfort Suites Airport

2.5 out of 5
12570 Jefferson Ave Newport News VA
Comfort Suites Airport
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)

3 out of 5
1801 Atlantic Ave Virginia Beach VA
Country Inn & Suites by Radisson, Virginia Beach (Oceanfront)
Cottage on a Private Island in the York River

Cottage on a Private Island in the York River

Gloucester Point VA
Cottage on a Private Island in the York River
King’s Creek Resort by Spinnaker

King’s Creek Resort by Spinnaker

4.5 out of 5
191 Cottage Cove Lane Williamsburg VA
King’s Creek Resort by Spinnaker
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel

3 out of 5
1101 Atlantic Ave Virginia Beach VA
Surfbreak Virginia Beach Oceanfront, an Ascend Collection Hotel
Embassy Suites by Hilton Hampton Convention Center

Embassy Suites by Hilton Hampton Convention Center

3.5 out of 5
1700 Coliseum Drive Hampton VA
Embassy Suites by Hilton Hampton Convention Center
See all 6,867 properties in Chesapeake Bay
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.

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