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Our top choices for Sherwood hotels

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1000)
"Best Western provided a clean comfortable room for our stay at Annapolis. There was plentiful parking and the staff was courteous and helpful. The breakfast was adequate and centrally located. I would definitely recommends this establishment"
United States
Charles
The price is AU$113
includes taxes & fees
10 Jan - 11 Jan 2026
Best Western Annapolis

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1000)
"Staff was friendly, courteous, and helpful."
United States
Donna
The price is AU$154
includes taxes & fees
4 Jan - 5 Jan 2026
St Michaels Inn

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (828)
"Everything was clean; staff friendly; breakfast great"
United States
Richard
The price is AU$139
includes taxes & fees
31 Dec - 1 Jan 2026
Quality Inn

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1001)
"This place is extremely impressive!!! The room was clean, the view was AMAZING, and the staff were friendly. This is our new spot. Even the guy at the gift shop was really helpful and cool. "
United States
Stacy
The price is AU$181
includes taxes & fees
30 Dec - 31 Dec
Rod 'N' Reel Resort

Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG
2.5 star property
Cambridge
8.8 out of 10, Excellent, (758)
"Great location"
United States
Bradley
The price is AU$207
includes taxes & fees
18 Jan - 19 Jan 2026
Holiday Inn Express Cambridge by IHG

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1000)
"Great stay "
United States
Jose Miguel
The price is AU$127
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Hotel Annapolis

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Tilghman
9.4 out of 10, Exceptional, (363)
"nice clean room staff very nice would stay again "
United States
mario
The price is AU$197
includes taxes & fees
28 Dec - 29 Dec
Knapps Narrows Marina & Inn

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (678)
"Great view, good ambiance all around"
United States
Dianne
The price is AU$182
includes taxes & fees
30 Dec - 31 Dec
Hyatt Place Kent Narrows & Marina

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1002)
"Spacious room, friendly staff, nice bathroom. Everyone is very accommodating."
United States
DONNA
The price is AU$195
includes taxes & fees
25 Dec - 26 Dec
Best Western Plus Easton Inn & Suites

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (863)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is AU$140
includes taxes & fees
19 Jan - 20 Jan 2026
Quality Inn Grasonville near Kent Island

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1000)
"Nice place "
United States
Tucker T
The price is AU$138
includes taxes & fees
1 Jan - 2 Jan 2026
Best Western Kent Narrows Inn

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (129)
"Beautiful and peaceful property!"
United States
Jerry
The price is AU$255
includes taxes & fees
28 Dec - 29 Dec
Kent Island Resort

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (842)
"Friendly staff, spotless room, great location. "
United States
Steven
The price is AU$294
includes taxes & fees
1 Jan - 2 Jan 2026
The Tidewater Inn

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1004)
"Great value for stay with breakfast included "
United States
Aisling
The price is AU$152
includes taxes & fees
8 Jan - 9 Jan 2026
Hilton Garden Inn Annapolis Downtown

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (939)
"It was very comfortable and clean"
United States
Maria
The price is AU$144
includes taxes & fees
28 Dec - 29 Dec
Holiday Inn Express Annapolis East-Kent Island by IHG

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1000)
"Clean room, fast and easy check in, made to order breakfast options. "
United States
Michael
The price is AU$136
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Garden Inn Annapolis

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1907)
" Great place to stay!"
United States
Lewis
Historic Inns of Annapolis

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very good, (1005)
"Perfect "
United States
Coleen
The price is AU$138
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn & Suites Annapolis

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1002)
"Very courteous staff."
United States
Joseph
The price is AU$334
includes taxes & fees
1 Jan - 2 Jan 2026
Hyatt Regency Chesapeake Bay

SureStay by Best Western Prince Frederick

SureStay by Best Western Prince Frederick
2.5 star property
Prince Frederick
7.6 out of 10, Good, (213)
"Good place to stay in the area"
United States
Eduardo
The price is AU$122
includes taxes & fees
28 Dec - 29 Dec
SureStay by Best Western Prince Frederick
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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Stay near popular Sherwood attractions

Learn more about Sherwood

Explore the historic Sherwood Forest community with its charming waterfront homes and private marina along the Severn River. Nearby Annapolis offers sailing excursions, while local residents enjoy exclusive access to the community beach and tennis courts.

Gardens and large home at Sherwood Gardens Park, in Baltimore, M

Top Sherwood Hotel Reviews

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More cheap accommodation in Sherwood

Frequently asked questions

Where is the best place to stay in Sherwood?
Historic Inns of Annapolis, located 17.6 mi (28.4 km) from the heart of Sherwood, is a top choice for your stay, based on our traveller data. Two other choices for your stay in the area are DoubleTree by Hilton Hotel Annapolis and Annapolis Waterfront Hotel, Autograph Collection. See all available top hotels, or vacation rentals in Sherwood.
What are some of the best holiday rentals that Sherwood has to offer?
Year Round Waterfront Estate / Family Reunions / Retreats - Sleeps 28: This holiday home rental outside of Sherwood is located on a river, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. See all vacation rentals in Sherwood.
If I need to cancel my hotel reservation in Sherwood, will I receive a refund?
Yes, most hotel reservations are fully refundable as long as you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you might still have the option to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Sherwood.
What's the best dog-friendly place to stay in Sherwood?
Lowes Wharf Marina Inn is a top inn for people travelling with their pets, and offers a marina and a restaurant for its human guests. See more pet-friendly hotel accommodations in Sherwood.
What are some hotels with pools in Sherwood?
Crowne Plaza Annapolis by IHG: Hotel located near U.S. Naval Academy. Features free self parking, an indoor pool and complimentary wireless Internet access. Sonesta ES Suites Annapolis and Hyatt Regency Chesapeake Bay are a couple of other choices with an on-site pool. View all hotels with pools in Sherwood.
What's it like to stay in Sherwood?
Visitors can enjoy all that Sherwood has to offer, including the waterfront and restaurants. This city also attracts tourists with its scenic and welcoming setting. In Sherwood, there are 8 hotels and other accommodation options to choose from. Find out more about Sherwood.
What are the top places to visit in Sherwood?
A couple of favourite places to visit are Knapp's Narrows Marina & Inn and Goat Island. You'll also find St. Michaels Winery and St. Michaels Marina in the area. Take a look at what more there is to see and do in Expedia's Sherwood guide.
What's the seasonal weather like in Sherwood?
The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Sherwood is 1341 mm.

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