Sherwood Holidays
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Sherwood Holiday
Our pick of the best Sherwood Hotel Deals
Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND
Sherwood
10/10 Exceptional! (37 reviews)
What a spectacular home!! We all loved our stay and took advantage of the beautiful heated pool, dock, fire pit and playground. In the evening the pool table, ping pong and foosball were enjoyed by all. Stunning views, beautiful furnishings and comfortable bedding. Hopefully we will have occasion ...
Reviewed on 20 Oct 2025
6BR Waterfront Estate | Private Dock, Firepit, Screened Porch & Beach Access
Sherwood
9.8/10 Exceptional! (19 reviews)
We didn't use the pool - it was too cold for it in October
Reviewed on 21 Oct 2025
Historic Inns of Annapolis
58 State Circle, Annapolis, MD
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,881 reviews)
It was a clean room
Reviewed on 8 Nov 2025
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.
More holiday ideas
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
