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Top 10 trending Sherwood hotels

Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (887)
"Wonderful breakfast and lovely outdoor seating next to the water! My favorite place to stay when I visit!!!"
The price is P7,477
P8,300 total
includes taxes & fees
Aug 24 - Aug 25
Holiday Inn Express Annapolis East-Kent Island by IHG
Hyatt Place Kent Narrows & Marina
Terrace/patio

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (608)
"Great place to stay. "
The price is P9,760
P10,834 total
includes taxes & fees
Sep 15 - Sep 16
Hyatt Place Kent Narrows & Marina
Hilton Garden Inn Kent Island Marina
Terrace/patio

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (984)
"Great spot with beautiful views. "
The price is P8,991
P9,980 total
includes taxes & fees
Aug 24 - Aug 25
Hilton Garden Inn Kent Island Marina
The Westin Annapolis
View from property

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1007)
"The Hotel was very clean and convenient to everything that we wanted to do!!!!"
The price is P9,075
P10,346 total
includes taxes & fees
Aug 24 - Aug 25
The Westin Annapolis
SureStay by Best Western Prince Frederick
Exterior

SureStay by Best Western Prince Frederick

2.5 star property
7.6 out of 10, Good, (167)
"Clean rooms and comfortable beds. "
The price is P4,512
P5,008 total
includes taxes & fees
Aug 24 - Aug 25
SureStay by Best Western Prince Frederick
Hilton Garden Inn Annapolis
Hypo-allergenic bedding, in-room safe, desk, iron/ironing board

Hilton Garden Inn Annapolis

3.0 star property
8.2 out of 10, Very Good, (1004)
"Property is in a nice location, staff were courteous and nice."
The price is P5,977
P6,814 total
includes taxes & fees
Aug 25 - Aug 26
Hilton Garden Inn Annapolis
Holiday Inn Express Prince Frederick by IHG
Exterior

Holiday Inn Express Prince Frederick by IHG

2.5 star property
8.8 out of 10, Excellent, (663)
"The staff was very welcoming and nice. "
The price is P5,879
P7,159 total
includes taxes & fees
Sep 14 - Sep 15
Holiday Inn Express Prince Frederick by IHG
Courtyard by Marriott Annapolis
Exterior

Courtyard by Marriott Annapolis

3.0 star property
8.6 out of 10, Excellent, (1005)
"Great place and great staff "
The price is P5,993
P6,832 total
includes taxes & fees
Aug 24 - Aug 25
Courtyard by Marriott Annapolis
The Inn at Chesapeake Bay Beach Club
Front of property - evening/night

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (411)
"Great location and amenities"
The price is P12,842
P15,707 total
includes taxes & fees
Aug 25 - Aug 26
The Inn at Chesapeake Bay Beach Club
Annapolis Waterfront Hotel, Autograph Collection
Premium bedding, down comforters, pillowtop beds, in-room safe

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (855)
" Very clean, spacious room, friendly staff"
The price is P13,536
P15,431 total
includes taxes & fees
Aug 24 - Aug 25
Annapolis Waterfront Hotel, Autograph Collection
Kent Island Resort
Aerial view

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (109)
"Hotel was great and peaceful. This hotel was water front. Nice surroundings!! I enjoyed to stay here."
The price is P9,385
P12,505 total
includes taxes & fees
Sep 1 - Sep 2
Kent Island Resort
Historic Inns of Annapolis
Terrace/patio

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1831)
"Great stay"
Historic Inns of Annapolis
Cambridge Inn
Reception

Cambridge Inn

2.0 star property
5.2 out of 10, (524)
"Very good price, friendly and helpful staff, not a bad room for the price, was a comfortable stay for the night. "
Cambridge Inn
Hampton Inn & Suites Annapolis
Premium bedding, pillowtop beds, in-room safe, individually furnished

Hampton Inn & Suites Annapolis

2.5 star property
8.2 out of 10, Very Good, (1002)
"Very nice stay. Front desk staff was friendly and the pool is a great bonus."
The price is P5,560
P6,339 total
includes taxes & fees
Aug 31 - Sep 1
Hampton Inn & Suites Annapolis
Hyatt Regency Chesapeake Bay
Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers

Hyatt Regency Chesapeake Bay

4.0 star property
8.8 out of 10, Excellent, (1002)
"Very relaxing and everyone was very nice and helpful. "
The price is P11,826
P16,145 total
includes taxes & fees
Aug 25 - Aug 26
Hyatt Regency Chesapeake Bay
DoubleTree by Hilton Hotel Annapolis
Garden

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1006)
"Easy access, friendly staff, clean as well"
The price is P5,485
P6,252 total
includes taxes & fees
Aug 31 - Sep 1
DoubleTree by Hilton Hotel Annapolis
Wylder Tilghman Island
Seasonal outdoor pool

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (61)
"Good service and good options to enjoy the stays. "
The price is P9,760
P13,248 total
includes taxes & fees
Aug 25 - Aug 26
Wylder Tilghman Island
Holiday Inn Express & Suites Annapolis by IHG
Free daily buffet breakfast

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
8.2 out of 10, Very Good, (1002)
"Great staff….property a bit “tired” but a very friendly staff working hard to make it comfortable. A decent value for location and price!"
The price is P5,536
P6,312 total
includes taxes & fees
Aug 20 - Aug 21
Holiday Inn Express & Suites Annapolis by IHG
SpringHill Suites by Marriott Annapolis
Free daily self-serve breakfast

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1006)
"Great place"
The price is P5,773
P6,582 total
includes taxes & fees
Aug 24 - Aug 25
SpringHill Suites by Marriott Annapolis
Crowne Plaza Annapolis by IHG
Indoor pool

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1003)
"Good location"
The price is P5,936
P6,767 total
includes taxes & fees
Aug 28 - Aug 29
Crowne Plaza Annapolis by IHG
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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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

Top Sherwood Hotel Reviews

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

10/10 Excellent
"Very relaxing and everyone was very nice and helpful. "
Kirk 2-night trip
Posted 7 hours ago
Hyatt Regency Chesapeake Bay

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 traveler data. Two other choices for your visit to the area are Graduate by Hilton Annapolis and Sonesta ES Suites 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 room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If your reservation is non-refundable, you might still have the option to cancel and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Sherwood.

Where can I learn more about changing or cancelling my trip to Sherwood?

To find more details about changing or cancelling your trip to Sherwood, head over to our customer service page.

What's the best pet-friendly place to stay in Sherwood?

Lowes Wharf Marina Inn is a top inn for people traveling 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?

Sonesta ES Suites Annapolis: Provides buffet, a seasonal outdoor pool, and complimentary wireless internet access. SpringHill Suites by Marriott Annapolis and Best Western Annapolis are a couple of other choices that feature an onsite pool. View all hotels with pools in Sherwood.

What's the best hotel for staying near Salisbury - Ocean City Wicomico Regional Airport (SBY)?

Country Inn & Suites by Radisson, Salisbury, MD is one of the top choices for your stay and is a popular 3-star hotel featuring free breakfast and an indoor pool. It's located 2.2 mi (3.6 km) from Salisbury - Ocean City Wicomico Regional Airport. Other options close to the airport include Microtel Inn & Suites by Wyndham Salisbury and Sleep Inn Salisbury.

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 7 hotels and other accommodations to choose from. Find out more about Sherwood.

What should I do while I'm visiting Sherwood?

A couple of favorite 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. Check out what more to see and do in Expedia's Sherwood guide.

What's the weather like in Sherwood?

The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 41°F. Average annual precipitation for Sherwood is 53 inches.