Sherwood, MD
Travel Guide

Visit Sherwood

Historic Inns of Annapolis
58 State Circle Annapolis MD
The price is ¥16,720 per night from Jun 14 to Jun 15
¥16,720
¥24,544 total
Jun 14 - Jun 15
includes taxes & fees
Book a stay at this historic hotel in Annapolis. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,864 reviews)
"A great place in the heart of Annapolis! It’s very historic and a great atmosphere. My only gripe was that the bathroom windows didn’t open which made the bathroom way too and humid after showering but other than that, it was great!"
Reviewed on Jun 6, 2026

DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
The price is ¥17,311 per night from Jun 10 to Jun 11
¥17,311
¥19,735 total
Jun 10 - Jun 11
includes taxes & fees
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the restaurant and the ...
8.8/10 Excellent! (1,012 reviews)
"Great location, large clean rooms, nice bar/restaurant on property and it’s iw warm out, don’t forget you swimsuit, beautiful pool!"
Reviewed on Jun 7, 2026

Hyatt Regency Chesapeake Bay
100 Heron Blvd Cambridge MD
The price is ¥41,547 per night from Jun 10 to Jun 11
¥41,547
¥54,802 total
Jun 10 - Jun 11
includes taxes & fees
Book a stay at this beach resort in Cambridge. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,005 reviews)
"Excellant job"
Reviewed on Jun 1, 2026
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.

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!
Annapolis MD
Stay at this vacation home in Annapolis. Enjoy free WiFi, laundry facilities, and patios. Popular attractions John Smith House and Tose Family Tennis Center ...
10/10 Exceptional! (247 reviews)
"John (owner) was amazing! Quick response, provided excellent information!"
Reviewed on May 31, 2026

Grace Creek Cottage, Minutes to St. Michaels, Pool, Dock
Bozman MD
Stay at this cottage in Bozman. Enjoy air conditioning. Popular attractions Neavitt Park and Back Creek Park are located nearby.

Private Pool & Stunning Bay Views on Kent Island
Stevensville MD
Stay at this vacation home in Stevensville. Enjoy free WiFi, private pools, and a garden. Popular attractions Matapeake State Park and Romancoke Wharf County ...
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.
Popular places to visit
Back Creek Community Park
Back Creek Community Park is just one of the places to see in Sherwood, so why not enjoy the other things to explore during your travels? Wander the marina or discover the area's sunsets.
Goat Island
Commune with nature and explore the great outdoors at Goat Island during your travels in Sherwood. Wander the marina or discover the area's sunsets.
- U.S. Naval Academy
- Chesapeake Bay
- Chesapeake Bay Bridge
- Westfield Annapolis Mall
- Sandy Point State Park
- Blackwater National Wildlife Refuge
- Maryland State House
- Navy-Marine Corps Memorial Stadium
- Northern Chesapeake Bay
- Maryland Quiet Waters Park
- Annapolis Maritime Museum
- Harriet Tubman Underground Railroad National Historical Park
- Chesapeake Beach Water Park


