Find hotels in Sherwood, MD from NT$2,452

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
  • 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

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1000)
"Best Western provided a clean comfortable room for our stay at Annapolis. There was plentiful parking and the staff was courteous and helpful. The breakfast was adequate and centrally located. I would definitely recommends this establishment"
United States
Charles
The price is NT$2,151
NT$2,452 total
includes taxes & fees
Jan 4 - 2026/1/5
Best Western Annapolis

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1000)
"Staff was friendly, courteous, and helpful."
United States
Donna
The price is NT$3,163
NT$3,479 total
includes taxes & fees
Jan 6 - 2026/1/7
St Michaels Inn

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (828)
"Everything was clean; staff friendly; breakfast great"
United States
Richard
The price is NT$2,673
NT$2,940 total
includes taxes & fees
Jan 4 - 2026/1/5
Quality Inn

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1002)
"This place is extremely impressive!!! The room was clean, the view was AMAZING, and the staff were friendly. This is our new spot. Even the guy at the gift shop was really helpful and cool. "
United States
Stacy
The price is NT$2,862
NT$3,806 total
includes taxes & fees
Jan 2 - 2026/1/3
Rod 'N' Reel Resort

Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG
2.5 star property
Cambridge
8.8 out of 10, Excellent, (759)
"Great location"
United States
Bradley
The price is NT$3,930
NT$4,363 total
includes taxes & fees
Jan 18 - 2026/1/19
Holiday Inn Express Cambridge by IHG

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1003)
"Great stay "
United States
Jose Miguel
The price is NT$2,366
NT$2,697 total
includes taxes & fees
Jan 4 - 2026/1/5
DoubleTree by Hilton Hotel Annapolis

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Tilghman
9.4 out of 10, Exceptional, (363)
"nice clean room staff very nice would stay again "
United States
mario
The price is NT$3,773
NT$4,150 total
includes taxes & fees
Dec 27 - Dec 28
Knapps Narrows Marina & Inn

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (679)
"Great view, good ambiance all around"
United States
Dianne
The price is NT$3,647
NT$4,049 total
includes taxes & fees
Jan 19 - 2026/1/20
Hyatt Place Kent Narrows & Marina

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1000)
"Spacious room, friendly staff, nice bathroom. Everyone is very accommodating."
United States
DONNA
The price is NT$3,742
NT$4,116 total
includes taxes & fees
Dec 29 - Dec 30
Best Western Plus Easton Inn & Suites

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (863)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is NT$2,646
NT$2,937 total
includes taxes & fees
Jan 19 - 2026/1/20
Quality Inn Grasonville near Kent Island

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1001)
"Nice place "
United States
Tucker T
The price is NT$2,623
NT$2,912 total
includes taxes & fees
Jan 5 - 2026/1/6
Best Western Kent Narrows Inn

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (130)
"Beautiful and peaceful property!"
United States
Jerry
The price is NT$3,779
NT$5,289 total
includes taxes & fees
Dec 28 - Dec 29
Kent Island Resort

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (842)
"Friendly staff, spotless room, great location. "
United States
Steven
The price is NT$5,628
NT$6,191 total
includes taxes & fees
Jan 4 - 2026/1/5
The Tidewater Inn

Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown
3.0 star property
Annapolis
8.6 out of 10, Excellent, (1006)
"Great value for stay with breakfast included "
United States
Aisling
The price is NT$2,810
NT$3,204 total
includes taxes & fees
Jan 8 - 2026/1/9
Hilton Garden Inn Annapolis Downtown

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, (939)
"It was very comfortable and clean"
United States
Maria
The price is NT$2,489
NT$2,763 total
includes taxes & fees
Jan 25 - 2026/1/26
Holiday Inn Express Annapolis East-Kent Island by IHG

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very Good, (1001)
"Clean room, fast and easy check in, made to order breakfast options. "
United States
Michael
The price is NT$2,490
NT$2,839 total
includes taxes & fees
Jan 4 - 2026/1/5
Hilton Garden Inn Annapolis

Historic Inns of Annapolis

Historic Inns of Annapolis
3.5 star property
Historic District
9.0 out of 10, Wonderful, (1894)
" Great place to stay!"
United States
Lewis
Historic Inns of Annapolis

Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis
2.5 star property
Annapolis
8.2 out of 10, Very Good, (1001)
"Perfect "
United States
Coleen
The price is NT$2,553
NT$2,910 total
includes taxes & fees
Jan 4 - 2026/1/5
Hampton Inn & Suites Annapolis

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1003)
"Very courteous staff."
United States
Joseph
The price is NT$5,408
NT$7,038 total
includes taxes & fees
Jan 3 - 2026/1/4
Hyatt Regency Chesapeake Bay

SureStay by Best Western Prince Frederick

SureStay by Best Western Prince Frederick
2.5 star property
Prince Frederick
7.6 out of 10, Good, (213)
"Good place to stay in the area"
United States
Eduardo
The price is NT$2,310
NT$2,564 total
includes taxes & fees
Dec 28 - Dec 29
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.
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

Hotels in Sherwood with star-rating

Find out more about Sherwood

Top reasons to visit Sherwood

  • Outdoor Adventures: Sherwood offers a variety of outdoor activities, perfect for adventure seekers looking to explore scenic beauty.
  • Cultural Experiences: Discover local history through museums and urban parks that provide family-friendly entertainment.
  • Relaxing River Views: Enjoy stunning river views and fantastic sunsets that create a romantic atmosphere.
  • Live Music: Unwind with live music while relaxing in local hangouts and recreational areas.
  • Diverse Accommodations: Choose from cozy bed & breakfasts to welcoming hotels, ensuring a comfortable stay.

Find great hotels near Sherwood

Experience the charm of Sherwood, Maryland, with a variety of accommodation options, including cozy bed & breakfasts and welcoming hotels. Whether you're traveling with pets or seeking adventure, you'll find the perfect place to stay. Enjoy essential amenities like free Wi-Fi, meeting rooms, and the picturesque Lowes Wharf Marina Inn, all while ensuring a memorable beach vacation experience. Discover guest reviews to help you choose the ideal lodging for your stay in this delightful destination.

  • St Michaels Inn: Nestled just 9.7km from Sherwood, St Michaels Inn offers a delightful blend of adventure and comfort for both business and leisure travelers. This hotel is ideal for those seeking outdoor excitement with activities like hiking, fishing, and biking available nearby. The property features a welcoming atmosphere, perfect for unwinding after a day of adventure. Guests appreciate the inn's convenient location, which allows easy access to various recreational activities, making it a top choice for adventure seekers.
  • Rod 'N' Reel Resort: Located 20.9km from Sherwood, Rod 'N' Reel Resort is a family-friendly destination that combines adventure with relaxation. This 3-star hotel offers a variety of on-site amenities, including kayaking, fishing, and a game room for children, ensuring a memorable experience for visitors of all ages. Guests can enjoy the scenic views and engaging activities while indulging in the resort's hospitality. The addition of personal motor watercraft options makes it a perfect spot for water enthusiasts and families alike.
  • The Tidewater Inn: Situated 20.9km from Sherwood, The Tidewater Inn is a charming 3-star hotel known for its spa-themed accommodations and adventure offerings. Guests can indulge in a range of relaxation services, including hot stone massages and reflexology, after a day of activities like kayaking and boat tours. This property seamlessly combines luxury and leisure, making it an excellent choice for travelers looking to unwind while still enjoying the thrill of adventure. The Tidewater Inn provides a perfect blend of comfort, adventure, and rejuvenation.

Where to stay near Sherwood

Discover the charm of Sherwood, Maryland, where outdoor adventures and romantic escapes await. Explore the scenic beauty of the Eastern Shore, enjoy river views, and unwind with fantastic sunsets. Nearby neighborhoods offer family-friendly atmospheres and local hangouts that are perfect for relaxation. Whether you're seeking history or just a sunny getaway, Sherwood provides a welcoming vibe with friendly locals that will make your vacation unforgettable.

  • St. Michaels: Nestled approximately 8.0km from Sherwood, St. Michaels offers a delightful blend of outdoor activities and romantic escapes. This charming city is particularly popular during the spring and summer months, with peak visitor arrivals in April and from June to July. Guests can enjoy leisurely strolls along the scenic boardwalk, bask in the sun at family-friendly beaches, or explore the tranquil lakes nearby. With its quaint shops and delicious seafood restaurants, St. Michaels is perfect for those looking to unwind and soak in the picturesque waterfront views.
  • Tilghman: Located just 6.4km from Sherwood, Tilghman is a hidden gem that attracts visitors seeking outdoor adventures and stunning scenery. The city sees a surge in travelers between June and August, making it an ideal summer retreat. Here, you can engage in various recreational activities along the beautiful boardwalks or relax on the serene beaches. Tilghman's natural beauty is complemented by charming local eateries that offer fresh seafood and breathtaking views, ensuring a memorable experience for couples and families alike.
  • Bozman: Situated a mere 4.8km from Sherwood, Bozman is a quaint city that offers a unique blend of adventure and romance. Although it attracts visitors throughout the year, peak travel times occur in March and during the summer months of June to July. Bozman features numerous recreational areas perfect for outdoor enthusiasts, as well as educational spots for those keen on learning about the local history. With its beautiful beaches and notable monuments nearby, Bozman is a fantastic destination for those seeking both relaxation and exploration.

Things to do near Sherwood

Sherwood, Maryland, offers a delightful blend of outdoor and romantic activities perfect for adventure seekers. Visitors can explore shopping centers and recreational areas, enjoying amenities like beach chairs and outdoor seating. Don't miss the chance to relax while listening to live music, making your vacation both entertaining and memorable.

Shopping

For shopping in Sherwood, visit Easton Cycle and Sport, located 22.5km away, for outdoor gear. If you're up for a drive, check out Bay Bridge Market Place Shopping Center and Paul Reed Smith Guitars, both 25.7km away, offering a variety of shopping and entertainment options.

Recreation

Hog Neck Golf Course offers a scenic outdoor experience with well-maintained greens, perfect for a relaxing day of golf. Talbot Massage provides rejuvenating body treatments, ensuring a serene atmosphere for wellness and relaxation. Ballet Theater of Maryland presents captivating performances, blending romance and culture for an entertaining night out.

Adventure

Chesapeake Beach Water Park offers thrilling slides and wave pools, perfect for family fun 20.9km from Sherwood. For a nautical adventure, visit Annapolis Sailing School 25.7km away, where you can enjoy sailing lessons on beautiful waters. Explore the scenic B&A Trail, 43.5km away, ideal for hiking and enjoying nature.

Nightlife

In Sherwood, the nightlife scene offers diverse experiences. The Avalon Theatre, located 20.9km away, exudes romance and culture. For a family-friendly adventure, visit Annapolis Bowl, 32.2km from Sherwood. The Colonial Players, 29.0km away, promises more entertainment and cultural vibes for a delightful night out.

*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 on your trip to Sherwood, Maryland, consider visiting during the off-peak months of January to March, when prices are lower. Book your stay on a Tuesday for the best rates, as Saturdays tend to be the priciest. Use Expedia to find budget-friendly accommodations by filtering for the lowest prices and explore package deals that combine hotels with flights and activities for additional savings. Additionally, take advantage of free local attractions and utilize public transport for cost-effective travel around the area.

  • 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: Utilize Expedia's search tool to narrow down your options based on your budget, desired location, and hotel type. To find the best prices and deals, be sure to arrange the price filter from lowest to highest.
  • 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 adventures and romantic getaways. Visitors can explore a variety of attractions, including history museums, marinas, and urban parks, making it a great destination for those seeking cultural experiences and family-friendly activities. Whether you're looking to enjoy nature or delve into local history, Sherwood has something for everyone to create unforgettable memories.

  • Chesapeake Bay Maritime Museum: Located 9.7km from Sherwood, this maritime museum offers a deep dive into the region's rich nautical heritage. Explore interactive exhibits, historic boats, and beautiful waterfront views that capture the essence of Chesapeake Bay culture.
  • Tilghman Watermen’s Museum: Just 6.4km away, this history museum showcases the lives of local watermen and their traditions. Engage with fascinating displays that highlight the fishing industry and its significance to the community's culture and history.
  • Phillips Wharf Environmental Center: Located 4.8km from Sherwood, this eco-friendly center emphasizes environmental education and conservation. Participate in hands-on activities and learn about local ecosystems while enjoying the center's commitment to sustainability.

Best time to go to Sherwood

The best time to visit Sherwood is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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. Ronald Reagan Washington National Airport (DCA) is 62.8km away, with nearby luxury hotels like Salamander Washington DC and Riggs Washington DC, both approximately 2-4.8km from the airport. Baltimore Washington International Thurgood Marshall Airport (BWI) is closer at 54.7km, with excellent accommodations such as Sagamore Pendry Baltimore and Four Seasons Hotel Baltimore, both 12.9km from the airport, offering shuttle services. For a more distant option, Salisbury-Ocean City Wicomico Regional Airport (SBY) is located 83.7km away, with hotels like Country Inn & Suites by Radisson nearby, just 3.2km from the airport.

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 DoubleTree by Hilton Hotel Annapolis and Annapolis Waterfront Hotel, Autograph Collection. 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?
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 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 8 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