Find hotels in Sherwood, MD from ฿2,446

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
10 Jan - 11 Jan
Tomorrow
11 Jan - 12 Jan
Next weekend
16 Jan - 18 Jan
In two weeks
23 Jan - 25 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Sherwood hotels

Terrace/patio
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (696 reviews)
"Good breakfast, great view, clean and well run, pleasant staff, great dining options nearby. "
United States
Kevin
The price is ฿3,639
฿4,039 total
includes taxes & fees
19 Jan - 20 Jan
Hyatt Place Kent Narrows & Marina
Porch
Parsonage Inn

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (130 reviews)
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is ฿4,674
฿5,142 total
includes taxes & fees
12 Jan - 13 Jan
Parsonage Inn
Suite, 1 Queen Bed, Non Smoking | In-room safe, iron/ironing board, free WiFi, bed sheets
Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (867 reviews)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is ฿2,657
฿2,950 total
includes taxes & fees
19 Jan - 20 Jan
Quality Inn Grasonville near Kent Island
Exterior
George Brooks House B&B

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (66 reviews)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is ฿5,333
฿5,867 total
includes taxes & fees
12 Jan - 13 Jan
George Brooks House B&B
Breakfast, lunch, dinner served; sea views
Inn at Perry Cabin

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (373 reviews)
"Friendly and attentive staff, good cleaning services"
United States
Nathan
The price is ฿16,094
฿17,703 total
includes taxes & fees
15 Jan - 16 Jan
Inn at Perry Cabin
Exterior
Holiday Inn Express Annapolis East-Kent Island by IHG

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, (950 reviews)
"Great staff, clean room, nice view!"
United States
Quiana
The price is ฿2,980
฿3,308 total
includes taxes & fees
19 Jan - 20 Jan
Holiday Inn Express Annapolis East-Kent Island by IHG
Front of property
St Michaels Inn

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,000 reviews)
"Good value and close to downtown."
United States
John
The price is ฿3,155
฿3,471 total
includes taxes & fees
18 Jan - 19 Jan
St Michaels Inn
Terrace/patio
Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,004 reviews)
"Clean and friendly staff"
United States
Lisa
The price is ฿3,833
฿4,255 total
includes taxes & fees
15 Jan - 16 Jan
Hilton Garden Inn Kent Island Marina
Outdoor banquet area
The Tilghman Island Inn

The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.6 out of 10, Exceptional, (121 reviews)
"Great room and water view! Staff is very friendly and welcoming. "
United States
Nicole
The price is ฿6,274
฿6,902 total
includes taxes & fees
1 Feb - 2 Feb
The Tilghman Island Inn
Indoor pool
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,002 reviews)
"Nice place "
United States
Tucker T
The price is ฿2,617
฿2,905 total
includes taxes & fees
18 Jan - 19 Jan
Best Western Kent Narrows Inn
Reception
Kent Island Resort

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (130 reviews)
"Beautiful and peaceful property!"
United States
Jerry
The price is ฿3,973
฿5,510 total
includes taxes & fees
18 Jan - 19 Jan
Kent Island Resort
Seasonal outdoor pool, pool umbrellas, pool loungers
The Inn at Tacaro Estate

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.4 out of 10, Exceptional, (11 reviews)
"Wonderful experience Felt like being in good friends home without having to help with the dishes Luxurious stay Recommend *****"
United States
Todd
The Inn at Tacaro Estate
Front of property – evening/night
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (433 reviews)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
United States
Rery
The price is ฿5,176
฿6,544 total
includes taxes & fees
18 Jan - 19 Jan
The Inn at Chesapeake Bay Beach Club
Exterior
Wylder Tilghman Island

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (91 reviews)
"Very relaxing stay."
United States
Anne
The price is ฿3,641
฿5,386 total
includes taxes & fees
15 Jan - 16 Jan
Wylder Tilghman Island
Front of property
The Wildset

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (413 reviews)
"Everything was lovely. "
United States
Erin
The price is ฿5,929
฿7,212 total
includes taxes & fees
12 Jan - 13 Jan
The Wildset
Front of property
Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (473 reviews)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is ฿4,207
฿4,796 total
includes taxes & fees
12 Jan - 13 Jan
Anchored Inn at Hidden Harbour Marina
Exterior
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Tilghman
9.4 out of 10, Exceptional, (365 reviews)
"nice clean room staff very nice would stay again "
United States
mario
The price is ฿3,137
฿3,451 total
includes taxes & fees
12 Jan - 13 Jan
Knapps Narrows Marina & Inn
Indoor pool, 2 outdoor pools, pool umbrellas, pool loungers
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,005 reviews)
"Great rooms, amenities, staff"
United States
Catherine
The price is ฿5,584
฿7,236 total
includes taxes & fees
19 Jan - 20 Jan
Hyatt Regency Chesapeake Bay
Lobby
Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
2.5 star property
Easton
9.6 out of 10, Exceptional, (368 reviews)
"Great hotel, very clean & quiet. "
United States
Janet
The price is ฿5,051
฿5,556 total
includes taxes & fees
18 Jan - 19 Jan
Fairfield Inn & Suites by Marriott Easton
Free daily continental breakfast
SureStay by Best Western Prince Frederick

SureStay by Best Western Prince Frederick

SureStay by Best Western Prince Frederick
2.5 star property
Prince Frederick
7.6 out of 10, Good, (215 reviews)
"Good place to stay in the area"
United States
Eduardo
The price is ฿2,305
฿2,558 total
includes taxes & fees
13 Jan - 14 Jan
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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

More cheap stays in Sherwood

Best Western Annapolis

Best Western Annapolis

2520 Riva Rd Annapolis MD
The price is ฿2,146 per night from 8 Feb to 9 Feb
฿2,146
฿2,446 total
8 Feb - 9 Feb
includes taxes & fees
7.6/10 Good! (1,000 reviews)

Frequently asked questions

Where is the best place to stay in Sherwood?
DoubleTree by Hilton Hotel Annapolis, located 19.5 mi (31.4 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 Historic Inns of 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. Offers free self parking, an indoor pool and complimentary wireless Internet access. Hyatt Regency Chesapeake Bay and Sonesta ES Suites Annapolis 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.

Explore a world of travel with Expedia