Sherwood, MD
Travel Guide

Visit Sherwood

Historic Inns of Annapolis
58 State Circle Annapolis MD
$167 nightly
The price is $190 total per night from May 25 to May 26
$190 total
May 25 - May 26
Total with taxes and 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! (1,851 reviews)
Staff were great! Very friendly. Setting is terrific. We loved our king bed room. Thanks!
Reviewed on May 8, 2026

Crowne Plaza Annapolis by IHG
173 Jennifer Rd Annapolis MD
Fully refundable
$110 nightly
The price is $125 total per night from May 24 to May 25
$125 total
May 24 - May 25
Total with taxes and fees
Book a stay at this business-friendly hotel in Annapolis. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.8/10 Excellent! (1,004 reviews)
Do not accept a room facing the highway side. Road noise is terrible.
Reviewed on May 6, 2026

Sonesta ES Suites Annapolis
170 Admiral Cochrane Dr Edgewater MD
$107 nightly
The price is $122 total per night from May 26 to May 27
$122 total
May 26 - May 27
Total with taxes and fees
Book a stay at this business-friendly hotel in Parole. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (1,009 reviews)
It was very impressive...the room was perfect and the staff wa s super helpful and friendly
Reviewed on May 8, 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.

Chesapeake Houseboat Getaway on Kent Island, Maryland
Stevensville MD
Stay at this houseboat in Stevensville. Enjoy patios, an in-room coffeemaker, and in-room fireplaces. Popular attractions Romancoke Wharf County Park and Matapeake ...
10/10 Exceptional! (53 reviews)
Absolutely Lovely, Julia was very sweet and the home had everything you could have thought of or forgotten to bring.
Reviewed on Apr 13, 2026

Relaxing Waterfront Cottage Near St Michaels, Maryland
Wittman MD
Stay at this cottage in Wittman. Enjoy free WiFi, private pools, and laundry facilities. Our guests praise the property condition in our reviews. Popular attractions ...
9.8/10 Exceptional! (243 reviews)
Delightful, well-kept cottage.
Reviewed on May 1, 2026

NEW! Charming Farm House in Historic Kent Island
Stevensville MD
Book a stay at this golf vacation home in Stevensville. Enjoy a garden, patios, and an in-room coffeemaker. Popular attractions Chesapeake Bay Bridge and Paul ...
9/10 Wonderful! (16 reviews)
Comfy stay
comfortable for five and even the sixth person. Cute house, convenient location. Need instructions on using shower heads and on what tv channels are available.
Reviewed on Nov 3, 2022
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
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.
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.
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- U.S. Naval Academy
- Chesapeake Bay
- Chesapeake Bay Bridge
- Annapolis City Dock
- Sandy Point State Park
- Annapolis Mall Shopping Center
- Westfield Annapolis Mall
- Breezy Point Beach
- Anne Arundel Medical Center
- Navy-Marine Corps Memorial Stadium
- Blackwater National Wildlife Refuge
- Northern Chesapeake Bay
- Maryland State House
- Chesapeake Bay Maritime Museum
- Annapolis Harbor Center Shopping Center
- Maryland Quiet Waters Park
- St. Michaels Winery
- Gerry Boyle Park at Great Marsh
- Harriet Tubman Underground Railroad National Historical Park
- William Paca House
- Chesapeake Beach Water Park
- Annapolis Maritime Museum
- Queenstown Harbor Golf
- Rod n Reel Charter Fishing
- Choptank River Lighthouse
- Queenstown Premium Outlets

