Sherwood hotels from RM273

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3 Dec - 4 Dec
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4 Dec - 5 Dec
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5 Dec - 7 Dec
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Top 10 trending Sherwood hotels

Exterior
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, (929)
"nice, clean, up to date, budget friendly hotel"
United States
mike
The price is RM327
RM363 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express Annapolis East-Kent Island by IHG
Terrace/patio
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1001)
"Easy parking and check in. Conveniently located within walking distance of some great seafood restaurants. Always an enjoyable stay"
United States
Roberta
The price is RM426
RM473 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Kent Island Marina
Terrace/patio
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

3.0 star property
Grasonville
9.4 out of 10, Exceptional, (668)
"Great view, good ambiance all around"
United States
Dianne
The price is RM479
RM532 total
includes taxes & fees
7 Dec - 8 Dec
Hyatt Place Kent Narrows & Marina
View from property
The Westin Annapolis

The Westin Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1000)
"Great environment"
United States
Salvador E
The price is RM628
RM715 total
includes taxes & fees
14 Dec - 15 Dec
The Westin Annapolis
Garden
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1002)
"Great place!"
United States
Tawnya
The price is RM239
RM273 total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Hotel Annapolis
Exterior
Holiday Inn Express Prince Frederick by IHG

Holiday Inn Express Prince Frederick by IHG

2.5 star property
Prince Frederick
8.8 out of 10, Excellent, (688)
"Loved it"
United States
Francisco
The price is RM425
RM471 total
includes taxes & fees
9 Dec - 10 Dec
Holiday Inn Express Prince Frederick by IHG
Indoor pool
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

3.5 star property
Annapolis
8.8 out of 10, Excellent, (1017)
"Clean, easy parking, nice staff but over priced breakfast"
United States
Gabrielle
The price is RM426
RM485 total
includes taxes & fees
15 Dec - 16 Dec
Crowne Plaza Annapolis by IHG
Premium bedding, pillow-top beds, in-room safe, individually furnished
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

2.5 star property
Annapolis
8.2 out of 10, Very good, (1010)
"I had a great experience at my stay at Hampton "
United States
Idris O
The price is RM356
RM406 total
includes taxes & fees
17 Dec - 18 Dec
Hampton Inn & Suites Annapolis
Exterior
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

3.0 star property
Annapolis
8.6 out of 10, Excellent, (1001)
"Wonderful stay. "
United States
Angela
The price is RM399
RM455 total
includes taxes & fees
4 Jan - 5 Jan 2026
Courtyard by Marriott Annapolis
Premium bedding, down duvets, pillow-top beds, in-room safe
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
Historic District
8.8 out of 10, Excellent, (878)
"Clean room. Friendly staff awesome location. "
United States
Brent
The price is RM603
RM688 total
includes taxes & fees
16 Dec - 17 Dec
Annapolis Waterfront Hotel, Autograph Collection
Aerial view
Kent Island Resort

Kent Island Resort

3.5 star property
Stevensville
9.2 out of 10, Wonderful, (127)
"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."
United States
Michael
The price is RM444
RM634 total
includes taxes & fees
9 Dec - 10 Dec
Kent Island Resort
Exterior
SureStay by Best Western Prince Frederick

SureStay by Best Western Prince Frederick

2.5 star property
Prince Frederick
7.6 out of 10, Good, (202)
"The room was great and very clean, good location and overall great and affordable we did enjoy it, thank you."
United States
Evelio
The price is RM302
RM336 total
includes taxes & fees
7 Dec - 8 Dec
SureStay by Best Western Prince Frederick
Balcony
Rod 'N' Reel Resort

Rod 'N' Reel Resort

4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1000)
"The hotel is beautiful I can’t wait for"
United States
Lynn
The price is RM401
RM528 total
includes taxes & fees
4 Jan - 5 Jan 2026
Rod 'N' Reel Resort
Terrace/patio
Historic Inns of Annapolis

Historic Inns of Annapolis

3.5 star property
Historic District
9.0 out of 10, Wonderful, (1890)
"Excellent hotel Really nice staff Love the valet guys "
United States
ben
Historic Inns of Annapolis
Indoor pool, 2 outdoor pools, pool umbrellas, pool loungers
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4.0 star property
Cambridge
8.8 out of 10, Excellent, (1006)
"Pleasant staff, clean accommodations although could benefit from a modern upgrade. Restaurant was knowledgeable and helpful in assisting my wife with accommodating celiac options. "
United States
Daniel
The price is RM733
RM943 total
includes taxes & fees
7 Dec - 8 Dec
Hyatt Regency Chesapeake Bay
Free daily buffet breakfast
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
Annapolis
8.2 out of 10, Very good, (1000)
"Clean room and friendly staff! "
United States
Silvia
The price is RM309
RM353 total
includes taxes & fees
2 Jan - 3 Jan 2026
Holiday Inn Express & Suites Annapolis by IHG
Hypo-allergenic bedding, down duvets, in-room safe, desk
Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis

3.0 star property
Annapolis
8.2 out of 10, Very good, (1000)
"I had a lovely stay."
United States
Kalynn
The price is RM267
RM304 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Annapolis
Egyptian cotton sheets, premium bedding, pillow-top beds, desk
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

3.0 star property
Edgewater
8.8 out of 10, Excellent, (960)
"Nice breakfast, clean room, great parking"
United States
Amy
The price is RM342
RM390 total
includes taxes & fees
28 Dec - 29 Dec
Sonesta ES Suites Annapolis
Living area
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

3.0 star property
Annapolis
8.6 out of 10, Excellent, (1014)
"Great value for stay with breakfast included "
United States
Aisling
The price is RM327
RM372 total
includes taxes & fees
28 Dec - 29 Dec
Hilton Garden Inn Annapolis Downtown
Reception
Cambridge Inn

Cambridge Inn

2.0 star property
Cambridge
5.4 out of 10, (549)
"The motel looked to be recently updated, and was clean and neat. Parking was convenient. Staff was friendly and helpful. "
United States
Linda
Cambridge Inn
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

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.
See properties

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.
See properties

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.

See all hotels in Sherwood
Gardens and large home at Sherwood Gardens Park, in Baltimore, M

Top Sherwood Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Excellent hotel Really nice staff Love the valet guys "
ben 1-night trip
Posted 4 days ago
Historic Inns of Annapolis

More cheap stays in Sherwood

St Michaels Inn

St Michaels Inn

1228 S Talbot Street St. Michaels MD
The price is RM459 per night from 7 Dec to 8 Dec
RM459
RM504 total
7 Dec - 8 Dec
includes taxes & fees
8/10 Very Good! (1,003 reviews)

Frequently asked questions

Where is the best place to stay in Sherwood?
Crowne Plaza Annapolis by IHG, located 19.7 mi (31.7 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 Historic Inns of Annapolis and DoubleTree by Hilton Hotel Annapolis. See all available top hotels, or 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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