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28 Oct - 29 Oct
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29 Oct - 30 Oct
This weekend
31 Oct - 2 Nov
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7 Nov - 9 Nov

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Top 10 Sherwood hotels and places to stay

Exterior
Holiday Inn Express Annapolis East-Kent Island by IHG
Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
9.2 out of 10, Wonderful, (908)
"Nice Holiday Inn Express with great water views."
United States
Michael
The price is ฿3,630
฿4,030 total
includes taxes & fees
16 Nov - 17 Nov
Holiday Inn Express Annapolis East-Kent Island by IHG
Terrace/patio
Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & Marina
3.0 star property
9.4 out of 10, Exceptional, (642)
"Nice location and restaurants galore in area. "
United States
David
The price is ฿4,866
฿5,401 total
includes taxes & fees
3 Nov - 4 Nov
Hyatt Place Kent Narrows & Marina
Terrace/patio
Hilton Garden Inn Kent Island Marina
Hilton Garden Inn Kent Island Marina
3.0 star property
9.0 out of 10, Wonderful, (1002)
"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 ฿4,525
฿5,023 total
includes taxes & fees
5 Nov - 6 Nov
Hilton Garden Inn Kent Island Marina
View from property
The Westin Annapolis
The Westin Annapolis
4.0 star property
8.6 out of 10, Excellent, (1004)
"Would stay there again very soon "
United States
Robert
The price is ฿5,192
฿5,919 total
includes taxes & fees
23 Nov - 24 Nov
The Westin Annapolis
Exterior
Holiday Inn Express Prince Frederick by IHG
Holiday Inn Express Prince Frederick by IHG
2.5 star property
8.8 out of 10, Excellent, (677)
"Was clean and great area. Great breakfast"
United States
Darlene
The price is ฿2,972
฿3,661 total
includes taxes & fees
24 Nov - 25 Nov
Holiday Inn Express Prince Frederick by IHG
Exterior
Courtyard by Marriott Annapolis
Courtyard by Marriott Annapolis
3.0 star property
8.6 out of 10, Excellent, (1001)
"The room was great, and the staff was great. "
United States
Mario
The price is ฿3,266
฿3,723 total
includes taxes & fees
16 Nov - 17 Nov
Courtyard by Marriott Annapolis
Indoor pool
Crowne Plaza Annapolis by IHG
Crowne Plaza Annapolis by IHG
3.5 star property
8.8 out of 10, Excellent, (1012)
"Staff was amazing..Staff keep all of the area clean Staff is amazing.."
United States
lynn
The price is ฿3,168
฿3,611 total
includes taxes & fees
25 Nov - 26 Nov
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
8.2 out of 10, Very good, (1019)
"We had a nice stay. "
United States
L Craig
The price is ฿3,053
฿3,480 total
includes taxes & fees
25 Nov - 26 Nov
Hampton Inn & Suites Annapolis
Aerial view
Kent Island Resort
Kent Island Resort
3.5 star property
9.2 out of 10, Wonderful, (121)
"Great INN super nice staff"
United States
Eric
The price is ฿6,181
฿8,090 total
includes taxes & fees
29 Oct - 30 Oct
Kent Island Resort
Exterior
SureStay by Best Western Prince Frederick
SureStay by Best Western Prince Frederick
2.5 star property
7.4 out of 10, Good, (188)
"Overall I enjoyed my stay. The rooms need some updating, especially the bed linens but overall it was a comfortable quiet stay."
United States
Shelby
The price is ฿2,399
฿2,663 total
includes taxes & fees
20 Nov - 21 Nov
SureStay by Best Western Prince Frederick
Terrace/patio
Historic Inns of Annapolis
Historic Inns of Annapolis
3.5 star property
9.0 out of 10, Wonderful, (1866)
"Front desk staff was very helpful, and the location was perfect for exploring downtown Annapolis!"
United States
Christine
Historic Inns of Annapolis
Reception
Cambridge Inn
Cambridge Inn
2.0 star property
5.2 out of 10, (543)
"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
Garden
DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis
4.0 star property
8.6 out of 10, Excellent, (1007)
"Comfortable place to stay, nice shopping area close by. "
United States
Roya
The price is ฿3,191
฿3,638 total
includes taxes & fees
9 Nov - 10 Nov
DoubleTree by Hilton Hotel Annapolis
Egyptian cotton sheets, premium bedding, pillow-top beds, desk
Sonesta ES Suites Annapolis
Sonesta ES Suites Annapolis
3.0 star property
8.8 out of 10, Excellent, (930)
"Had a great stay."
United States
Melvin
The price is ฿2,743
฿3,127 total
includes taxes & fees
16 Nov - 17 Nov
Sonesta ES Suites Annapolis
Hypo-allergenic bedding, in-room safe, desk, iron/ironing board
Hilton Garden Inn Annapolis
Hilton Garden Inn Annapolis
3.0 star property
8.2 out of 10, Very good, (1001)
"I had a lovely stay."
United States
Kalynn
The price is ฿2,569
฿2,928 total
includes taxes & fees
24 Nov - 25 Nov
Hilton Garden Inn Annapolis
Reception
Village Inn Annapolis MD
Village Inn Annapolis MD
2.0 star property
6.2 out of 10, (504)
"The room was very nice, clean and quiet. Great location"
United States
William
The price is ฿2,710
฿3,090 total
includes taxes & fees
5 Nov - 6 Nov
Village Inn Annapolis MD
Room, 2 Queen Beds, Non Smoking, Balcony | Premium bedding, down duvets, pillow-top beds, in-room safe
Annapolis Waterfront Hotel, Autograph Collection
Annapolis Waterfront Hotel, Autograph Collection
4.0 star property
8.8 out of 10, Excellent, (872)
"Clean room. Friendly staff awesome location. "
United States
Brent
The price is ฿6,634
฿7,563 total
includes taxes & fees
23 Nov - 24 Nov
Annapolis Waterfront Hotel, Autograph Collection
Front of property – evening/night
The Inn at Chesapeake Bay Beach Club
The Inn at Chesapeake Bay Beach Club
4.0 star property
9.4 out of 10, Exceptional, (423)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
United States
Rery
The price is ฿6,340
฿7,869 total
includes taxes & fees
2 Nov - 3 Nov
The Inn at Chesapeake Bay Beach Club
Free daily buffet breakfast
Holiday Inn Express & Suites Annapolis by IHG
Holiday Inn Express & Suites Annapolis by IHG
2.5 star property
8.2 out of 10, Very good, (1001)
"Staff at front desk were incredibly friendly and helpful!"
United States
Nina
The price is ฿3,233
฿3,685 total
includes taxes & fees
28 Nov - 29 Nov
Holiday Inn Express & Suites Annapolis by IHG
Free daily self-service breakfast
SpringHill Suites by Marriott Annapolis
SpringHill Suites by Marriott Annapolis
3.0 star property
9.0 out of 10, Wonderful, (1003)
"Friendly staff and comfortable rooms. We love staying here when we visit the area as a family."
United States
Jennifer
The price is ฿3,442
฿3,924 total
includes taxes & fees
4 Nov - 5 Nov
SpringHill Suites by Marriott Annapolis
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

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

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

Top Sherwood Hotel Reviews

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 Graduate by Hilton Annapolis and Crowne Plaza Annapolis by IHG. 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 Place Kent Narrows & Marina 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 Goat Island and Knapp's Narrows Marina & Inn. 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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