Name: DoubleTree by Hilton Hotel Annapolis
Price range: $127 total
Rating: 8.8

Historic Inns of Annapolis

58 State Circle Annapolis MD

$130 nightly

$148 total

Jul 5 - Jul 6

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! (1,887 reviews)

"We enjoyed ourselves the room was quaint. The shower rod in the bathroom was falling down, we asked them to fix it. They did but really the screw were stripped. It needs to be done properly. The nightstands with the built in plugs are terrible, they don’t charge. The one on the floor didn’t work. ..."

Reviewed on Jun 15, 2026

Hyatt Regency Chesapeake Bay

100 Heron Blvd Cambridge MD

$296 nightly

$336 total

Jul 6 - Jul 7

Total with taxes and 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! (1,009 reviews)

"The hotel was very nice enjoyed my stay."

Reviewed on Jun 8, 2026

DoubleTree by Hilton Hotel Annapolis

210 Holiday Court Annapolis MD

$111 nightly

$127 total

Jun 21 - Jun 22

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 restaurant and the ...

8.8/10 Excellent! (1,023 reviews)

"The front desk assistants were very helpful and friendly. The AC in our room was not working adequately. When we arrived the temperature was set on 70 but the room temperature was 75°. I lowered the temperature to 62° to cool the room off and had planned to increase it to 68°. The room temperature ..."

Reviewed on Jun 15, 2026

See all 1,168 properties in Sherwood

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 is an excellent and generous host. Definitely recommend if you are planning to visit Annapolis!"

Reviewed on Jun 15, 2026

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! (57 reviews)

"I have stayed at many places over the years. This would be my favorite place. The view and the location was unbelievable. We were in town for a wedding and our host let us check in early to accommodate the wedding schedule. I would definitely recommend this house boat to anyone that wants a unique ..."

Reviewed on Jun 1, 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.

See all properties in Sherwood

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.

Stay near popular Sherwood attractions

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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