Find hotels in Sherwood, MD from ¥11,941

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Sherwood hotels

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (368 reviews)
"Always a great time. "
United States
Randolph
The price is ¥15,314
¥16,845 total
includes taxes & fees
Feb 25 - Feb 26
Knapps Narrows Marina & Inn

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (869 reviews)
"Nice staff and rooms"
United States
Walter
The price is ¥13,017
¥14,449 total
includes taxes & fees
Mar 1 - Mar 2
Quality Inn Grasonville near Kent Island

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (708 reviews)
"Room was spotless, staff was exceptionally friendly."
United States
Maxwell
The price is ¥20,674
¥22,948 total
includes taxes & fees
Feb 24 - Feb 25
Hyatt Place Kent Narrows & Marina

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, (956 reviews)
"Lovely location"
United States
Cheryl
The price is ¥15,491
¥17,195 total
includes taxes & fees
Feb 1 - Feb 2
Holiday Inn Express Annapolis East-Kent Island by IHG

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (475 reviews)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is ¥20,126
¥22,943 total
includes taxes & fees
Feb 3 - Feb 4
Anchored Inn at Hidden Harbour Marina

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 ¥22,818
¥25,100 total
includes taxes & fees
Feb 25 - Feb 26
Parsonage Inn

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (67 reviews)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is ¥26,036
¥28,640 total
includes taxes & fees
Feb 2 - Feb 3
George Brooks House B&B

SureStay by Best Western Prince Frederick

SureStay by Best Western Prince Frederick
2.5 star property
Prince Frederick
7.6 out of 10, Good, (219 reviews)
"Good place to stay in the area"
United States
Eduardo
The price is ¥13,018
¥14,450 total
includes taxes & fees
Feb 1 - Feb 2
SureStay by Best Western Prince Frederick

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (132 reviews)
"Beautiful hotel, nice staff"
United States
Kim
The price is ¥19,077
¥26,534 total
includes taxes & fees
Feb 4 - Feb 5
Kent Island Resort

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,000 reviews)
"Nice breakfast, cleanroom. Great location."
United States
Wayne
The price is ¥12,775
¥14,181 total
includes taxes & fees
Feb 23 - Feb 24
Best Western Kent Narrows Inn

Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (374 reviews)
"Beautiful place to stay."
United States
Ellen
The price is ¥73,048
¥80,353 total
includes taxes & fees
Feb 27 - Feb 28
Inn at Perry Cabin

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, (434 reviews)
"Amazing rooms and service!"
United States
Alicia
The price is ¥23,882
¥30,405 total
includes taxes & fees
Feb 23 - Feb 24
The Inn at Chesapeake Bay Beach Club

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,001 reviews)
"Staff was friendly and rooms were clean. Beautiful area to visit. "
United States
Amy
The price is ¥18,711
¥20,768 total
includes taxes & fees
Feb 25 - Feb 26
Hilton Garden Inn Kent Island Marina

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,001 reviews)
"Good value and close to downtown."
United States
John
The price is ¥15,404
¥16,944 total
includes taxes & fees
Feb 25 - Feb 26
St Michaels Inn

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, (700 reviews)
"Great environment, friendly staff, great place to stay with family and lots of things to do around the area!"
United States
Rosemary
The price is ¥20,675
¥24,649 total
includes taxes & fees
Feb 1 - Feb 2
Holiday Inn Express Prince Frederick by IHG

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
2.5 star property
Easton
9.6 out of 10, Exceptional, (369 reviews)
"Staff was very frienly and courteous. There were needed gluten-free breakfast items and if something wasn’t out the staff kindly went to storage to provide it. The room was spotless. I highly recommend staying there!"
United States
Karen
The price is ¥25,881
¥28,468 total
includes taxes & fees
Feb 5 - Feb 6
Fairfield Inn & Suites by Marriott Easton

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 ¥24,504
¥26,954 total
includes taxes & fees
Feb 1 - Feb 2
The Tilghman Island Inn

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 ¥20,644
¥29,447 total
includes taxes & fees
Feb 27 - Feb 28
Wylder Tilghman Island

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (416 reviews)
"Clean rooms, great staff, awesome restaurant on site called Ruse & right in downtown. "
United States
Fred
The price is ¥30,475
¥36,891 total
includes taxes & fees
Feb 1 - Feb 2
The Wildset

The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (41 reviews)
" Beautiful property, wonderful staff, excellent food service."
United States
Seth
The price is ¥63,262
¥69,588 total
includes taxes & fees
Mar 1 - Mar 2
The Oaks Waterfront
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.
Save an average of 15% on thousands of hotels when you're signed in

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

More cheap stays in Sherwood

Find out more about Sherwood

Top reasons to visit Sherwood

  • Outdoor Activities: Enjoy scenic recreational areas perfect for picnics and outdoor fun with family and friends.
  • Cultural Experiences: Explore fascinating history museums and vibrant local culture, including Avenida Guatemala.
  • Beautiful Parks: Relax in urban parks that offer picturesque views and romantic strolls.
  • Family-Friendly Atmosphere: Discover nearby attractions that cater to both children and adults.
  • Charming Accommodations: Choose from cozy bed and breakfasts or comfortable hotels with essential amenities.

Find great hotels near Sherwood

Discover an array of charming accommodations in Sherwood, Maryland, perfect for your vacation needs. Whether you prefer a cozy bed and breakfast or a comfortable hotel, you'll find options that cater to pet-friendly travelers and those seeking adventure. Look for essential amenities such as air conditioning, adjoining rooms, and delicious buffet breakfasts to enhance your stay while enjoying the area's beautiful beach vacation experience.

  • St Michaels Inn: Experience the perfect blend of adventure and business at St Michaels Inn, located 9.7km from Sherwood. This hotel is ideal for travelers seeking an active vacation with a professional edge. The property boasts business-friendly amenities including a Conference Space, Conference Center, and Meeting Rooms, making it suitable for corporate gatherings. For those looking to explore the outdoors, guests can enjoy nearby adventure sports such as hiking, biking, hunting, and fishing. With its focus on both work and play, St Michaels Inn is a great choice for dynamic travelers.
  • Rod 'N' Reel Resort: Situated 20.9km from Sherwood, Rod 'N' Reel Resort is a welcoming 3-star hotel perfect for family vacations and LGBTQIA travelers. This resort combines business amenities, such as multiple Meeting Rooms and Conference Spaces, with family-friendly features, including a Ping Pong Table and Arcade Game Room for children to enjoy. With its inclusive atmosphere and recreational activities, this resort is ideal for families looking to create lasting memories while attending to business needs.
  • The Tidewater Inn: The Tidewater Inn, located 20.9km from Sherwood, offers a unique blend of business, adventure, and relaxation. This charming 3-star hotel provides a full-service spa, complete with couples' treatment rooms and various body and facial treatments, ensuring guests unwind after a day of exploration. It also caters to business travelers with a comprehensive Business Center and Meeting Rooms. Guests can partake in nearby adventures such as sailing, kayaking, and biking, making it a versatile choice for those seeking both relaxation and excitement.

Where to stay near Sherwood

Experience the charm of Sherwood, Maryland, where outdoor adventures and cultural exploration await you. Discover the scenic beauty of local parks, enjoy romantic strolls through friendly neighborhoods, and soak in the sunny weather. Nearby attractions offer a family-friendly atmosphere, with historical sites and vibrant city views. Don’t miss Avenida Guatemala for a taste of local flavor and culture, making your vacation both relaxing and enriching.

  • St. Michaels: Located a mere 8.0km from Sherwood, St. Michaels is a charming town that thrives on its natural beauty and outdoor activities. Visitors are drawn here for its romantic ambiance, family-friendly experiences, and picturesque boardwalks. The area boasts lovely beaches and serene lakes, making it ideal for leisurely strolls or engaging in recreational activities. With peak tourist seasons in April and from June to July, St. Michaels offers a vibrant atmosphere for those looking to enjoy the great outdoors.
  • Tilghman: Just 6.4km from Sherwood, Tilghman is a tranquil haven perfect for outdoor enthusiasts and those seeking scenic views. The town experiences a seasonal influx of travelers, particularly from June to August, as people flock to its stunning beaches and lakes. The recreational areas and boardwalk provide ample opportunities for relaxation and exploration. Tilghman's romantic charm and breathtaking scenery make it a must-visit destination for anyone looking to connect with nature.
  • Bozman: A short 4.8km from Sherwood, Bozman offers a unique blend of outdoor adventure and serene landscapes. This city sees steady visitor traffic year-round, with peaks in March and from June to July. Travelers are attracted to its beautiful beaches and family-friendly lakes, which serve as perfect spots for relaxation and fun. Bozman's outdoor recreational areas and boardwalks invite you to immerse yourself in nature while enjoying romantic sunsets and scenic vistas.

Things to do near Sherwood

Sherwood, Maryland, offers a charming blend of outdoor activities, romantic settings, and cultural experiences. Visitors can enjoy the scenic recreational areas, educational opportunities, and a delightful boardwalk. For a perfect day out, don’t miss the picnic areas, perfect for relaxing with family and friends amidst nature. Whether you're exploring or simply unwinding, Sherwood provides an inviting atmosphere for a memorable vacation.

Shopping

In Sherwood, you can visit Saint Michaels Village, a charming shopping center just 9.7km away, perfect for gifts and souvenirs. If you're up for a drive, Easton Cycle and Sport is located 22.5km away, while the Bay Bridge Market Place Shopping Center is 19.7km away and offers a vibrant shopping experience.

Recreation

Enjoy a round of golf at Hog Neck Golf Course, where you can embrace the outdoor vibes and stunning landscapes just 24.1km from Sherwood. For relaxation, Talbot Massage offers rejuvenating body treatments 22.5km away, while the Ballet Theater of Maryland, located 29.0km away, provides a charming cultural experience with captivating performances.

Adventure

Chesapeake Beach Water Park, located 20.9km from Sherwood, offers thrilling water slides and family-friendly attractions for a splash-tastic day. St. Michaels Nature Trail, 8.0km away, invites you to explore scenic paths amidst nature. For sailing enthusiasts, Annapolis Sailing School, 25.7km distant, provides exciting water sports adventures.

Nightlife

Experience the charm of Avalon Theatre, 20.9km from Sherwood, offering a blend of culture and romance. For some fun, visit Annapolis Bowl, 32.2km away, where adventure awaits in an arcade atmosphere. Don't miss Regal Waugh Chapel, 43.5km from Sherwood, for a perfect movie night with a romantic vibe.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Sherwood

To save money during your visit to Sherwood, plan your trip between January and March for lower hotel rates, avoiding the pricier June and fall months. Tuesdays are the cheapest days to stay, while Saturdays are the most expensive. Utilize Expedia’s search tool to find budget-friendly accommodations, and consider booking package deals that combine flights, hotels, and activities for added savings. Don't forget to look for genius discounts and check cancellation policies to ensure you're getting the best value for your trip.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Sherwood are January to March, where the prices are slightly lower. This is in comparison to June and September to October, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Sherwood is Tuesday. The most expensive day to stay in Sherwood is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool makes it easy for you to set your budget, choose your desired location, and much more. You can arrange your search results to display prices from lowest to highest, helping you find the most affordable hotels right away. Additionally, you can narrow down your options by hotel type; for instance, if you select the Eco-certified filter, you'll see a list of sustainable and eco-friendly hotels that you can book.
  • Consider bundling your trip: You can save money by combining your Sherwood hotel reservation with your flights and activities through an Expedia package deal.

Find the best attractions near Sherwood

Sherwood, Maryland, offers a delightful blend of outdoor activities and cultural experiences, making it ideal for a romantic getaway or a family adventure. Visitors can explore fascinating history museums, enjoy scenic views at the marina, and relax in urban parks, ensuring a diverse range of attractions to discover. Whether you're seeking outdoor fun or an enriching cultural experience, Sherwood has something for everyone.

  • Chesapeake Bay Maritime Museum: Located 9.7km from Sherwood, this museum offers a deep dive into the rich maritime history of the Chesapeake Bay. Explore engaging exhibits, historic boats, and the vibrant culture of the region, all set against the stunning backdrop of the bay.
  • Tilghman Watermen’s Museum: Just 6.4km away, this museum celebrates the life and heritage of watermen on Tilghman Island. Discover fascinating exhibits that highlight the local fishing industry and the unique stories of those who depend on the bay for their livelihood.
  • Tilghman Island Marina: Located 4.8km from Sherwood, this marina is perfect for outdoor enthusiasts. Enjoy boating, fishing, and water sports, all while soaking up the sun and beach vibes along the beautiful shoreline.

Best time to go to Sherwood

The best time to visit Sherwood can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Sherwood falls in July, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Sherwood falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January36.3°F (2.4°C)Light RainMostly SunnyAverageSlightly Low
February38.8°F (3.8°C)Light RainMostly SunnyLowSlightly Low
March45.3°F (7.4°C)Light RainMostly SunnyHighSlightly Low
April55.6°F (13.1°C)Light RainMostly SunnyHighAverage
May64.6°F (18.1°C)Light RainMostly SunnyHighAverage
June73.4°F (23.0°C)Light RainMostly SunnyAverageSlightly High
July78.4°F (25.8°C)Light RainMostly SunnyAverageAverage
August76.8°F (24.9°C)Light RainMostly SunnyAverageAverage
September71.1°F (21.7°C)Light RainMostly SunnyAverageSlightly High
October61.0°F (16.1°C)Light RainMostly SunnyAverageSlightly High
November49.5°F (9.7°C)Light RainMostly SunnyAverageAverage
December42.3°F (5.7°C)Light RainMostly SunnyAverageAverage

The nearest major airports for your trip to Sherwood

When visiting Sherwood, Maryland, you have several airport options. Washington, DC (DCA-Ronald Reagan Washington National) is 62.8km away, with nearby luxury hotels like the InterContinental Washington D.C. - The Wharf and Riggs Washington DC, both offering convenient access to the airport. Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) is 54.7km away, featuring the Sagamore Pendry Baltimore and Four Seasons Hotel Baltimore, which provide airport shuttle services. Lastly, Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional) is 83.7km away, with options like Country Inn & Suites and Courtyard by Marriott, both easily accessible from the airport.

Frequently asked questions

Where is the best place to stay in Sherwood?
Graduate by Hilton Annapolis, located 17.8 mi (28.6 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 Historic Inns of Annapolis and DoubleTree by Hilton Hotel Annapolis. See all available top hotels, or vacation rentals in Sherwood.
What's the top vacation rental that Sherwood has to offer?
The Blue Crab Beach House - Free beach passes: Visitors like this Sherwood vacation home rental. It is located near the beach and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a private yard and a selection of games. See all 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?
Hyatt Regency Chesapeake Bay: Features 2 outdoor pools, a children's pool, and a private beach. The Westin Annapolis and Crowne Plaza Annapolis by IHG 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 9 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 Knapp's Narrows Marina & Inn and Goat Island. 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.

Explore a world of travel with Expedia