A large brick house with a green roof, surrounded by lush gardens and trees.

Find hotels in Sherwood, MD from SAR 335

  • 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
21 Aug - 22 Aug
Tomorrow
22 Aug - 23 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Filter by

Star rating

Guest rating

Save an average of 15% on thousands of hotels when you're signed in

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
A large brick house with a green roof, surrounded by lush gardens and trees.

Top Sherwood Hotel Reviews

Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

10/10 Excellent
"Perfect for what I needed"
Andrew 1-night trip
Posted 2 hours ago
Holiday Inn Express & Suites Annapolis by IHG
Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"This was a wonderful stay. We enjoyed the amenities that come with a resort stay. I didn’t know what to expect, but I am happy to report that the property is outstanding. Attention to detail, outstanding food, and great views are buttressed by the amenities. We can’t wait to return!"
Lee 3-night trip
Posted 2 hours ago
Rod 'N' Reel Resort
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"Rooms where clean, staff was nice"
Debra 1-night trip
Posted 10 hours ago
Crowne Plaza Annapolis by IHG
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"Top notch staff from the front desk, housekeeping and valet. My only real complaint was the early AM construction in the hallway. But all the workers were friendly and courteous to me passing by to get to the elevator."
Erich 1-night trip
Posted 20 hours ago
Annapolis Waterfront Hotel, Autograph Collection
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

10/10 Excellent
"Property was well maintained and clean. Room was spacious and with a nice view. Parking is somewhat limited. Location is also central to area,attractions."
Michael 3-night trip
Posted 2 days ago
Hyatt Place Kent Narrows & Marina
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

10/10 Excellent
"Perfectly decent hotel for overnight stay during roadtrip."
Phyllis 1-night trip
Posted 2 days ago
Courtyard by Marriott Annapolis
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

10/10 Excellent
"We enjoyed the peaceful garden and view from the balcony. The pool was great…we had it to ourselves late afternoon. The continental breakfast was very nice."
Jamie M 2-night trip
Posted 2 days ago
Knapps Narrows Marina & Inn
Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"Amazing experience highly recommend"
Andrew 2-night trip
Posted 5 days ago
Inn at Perry Cabin

More cheap stays in Sherwood

St Michaels Inn

St Michaels Inn

1228 S Talbot Street St. Michaels MD
SAR 311
SAR 342 total
31 Aug - 1 Sep
includes taxes & fees
St Michaels Inn
Best Western Annapolis

Best Western Annapolis

2520 Riva Rd Annapolis MD
SAR 301
SAR 343 total
23 Aug - 24 Aug
includes taxes & fees
7.8/10 Good! (1,008 reviews)
Best Western Annapolis
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

124 Womack Dr Annapolis MD
SAR 369
SAR 421 total
16 Sep - 17 Sep
includes taxes & fees
8.2/10 Very Good! (1,012 reviews)
Hampton Inn & Suites Annapolis
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis MD
SAR 379
SAR 432 total
24 Aug - 25 Aug
includes taxes & fees
8.4/10 Very Good! (1,010 reviews)
Holiday Inn Express & Suites Annapolis by IHG
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

1020 Kent Narrows Rd Grasonville MD
SAR 477
SAR 529 total
7 Sep - 8 Sep
includes taxes & fees
Holiday Inn Express Annapolis East-Kent Island by IHG
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD
SAR 478
SAR 530 total
30 Aug - 31 Aug
includes taxes & fees
8/10 Very Good! (1,001 reviews)
Best Western Kent Narrows Inn

Find out more about Sherwood

Top reasons to visit Sherwood

  • Outdoor Activities: Sherwood offers a variety of outdoor adventures, perfect for both families and couples.
  • Scenic Views: Enjoy stunning river views and beautiful sunsets that enhance the charm of your visit.
  • Cultural Experiences: Explore local history museums and urban parks for a taste of Sherwood's rich culture.
  • Family-Friendly Attractions: The area features numerous attractions catering to family fun and exciting outings.
  • Diverse Accommodations: Choose from cozy bed & breakfasts to full-service hotels, ensuring a comfortable stay.

Find great hotels near Sherwood

Discover the charm of Sherwood, Maryland, with a range of hotel accommodations tailored to meet the diverse needs of travelers. Whether you seek a cozy bed & breakfast or a full-service hotel, you'll find pet-friendly options and essential amenities like free Wi-Fi and meeting rooms. Experience adventure and relaxation while enjoying the proximity to beautiful beaches and local attractions. Your perfect getaway awaits.

  • St Michaels Inn: Located 9.7km away from Sherwood, St Michaels Inn is an ideal choice for travelers seeking a blend of business and adventure. This hotel offers a variety of onsite and nearby recreational activities, including hunting, fishing, and biking, catering to outdoor enthusiasts. Guests can enjoy the thrill of adventure sports while having access to comfortable accommodations, making it a perfect retreat for those looking to explore the great outdoors.
  • Rod 'N' Reel Resort: Situated 20.9km from Sherwood, the Rod 'N' Reel Resort is a family-friendly destination that embraces nature and adventure. With a range of amenities including onsite boat tours, kayaking, and hiking, this resort is perfect for those who appreciate outdoor activities. The resort also features a fun-filled arcade game room and ping pong tables for children, ensuring that families have plenty to enjoy during their stay. The blend of recreation and relaxation makes this resort a delightful choice for a memorable vacation.
  • The Tidewater Inn: Also located 20.9km from Sherwood, The Tidewater Inn offers a unique combination of business travel and spa relaxation. Guests can indulge in a full-service spa experience, complete with body treatments and massages, while still having access to adventure activities like sailing and kayaking nearby. This charming inn provides a tranquil atmosphere for relaxation, making it an excellent option for travelers looking to unwind after a day of exploration.

Where to stay near Sherwood

Experience the charm of Sherwood, Maryland, where outdoor adventures meet family-friendly fun. Explore beautiful local hangouts with stunning river views and enjoy fantastic sunsets that paint the sky. Just a short drive away, discover the eastern shore's relaxing atmosphere and rich history, making it perfect for romantic getaways or a peaceful retreat. Sherwood offers the ideal blend of scenery and friendly people, ensuring an unforgettable vacation experience.

  • St. Michaels: Nestled about 8.0km from Sherwood, St. Michaels is a charming town known for its picturesque waterfront and vibrant outdoor activities. This seasonal destination sees visitors flocking during spring and summer, particularly from April through July. The local attractions, including family-friendly beaches and serene lakes, make it ideal for family outings, romantic getaways, or simply enjoying the great outdoors. Stroll along the boardwalk, savor fresh seafood at local restaurants, and immerse yourself in the town's rich maritime history.
  • Tilghman: Located just 6.4km from Sherwood, Tilghman is a quaint town that offers a peaceful escape and a perfect backdrop for outdoor adventures. Popular during the warm months from June to August, visitors are drawn to its scenic beaches and recreational areas. Whether you're looking for a romantic sunset stroll, a family beach day, or engaging in various outdoor activities, Tilghman has it all. The charming ambiance and close-knit community make it a delightful spot to unwind and explore.
  • Bozman: A mere 4.8km from Sherwood, Bozman is a hidden gem that attracts visitors year-round, particularly in March and during the summer months. Known for its stunning scenery and outdoor recreational areas, Bozman is perfect for those seeking a romantic getaway or simply a place to enjoy nature. With local landmarks like beautiful beaches and monuments nearby, there are plenty of opportunities for exploration and relaxation. Bozman’s serene environment and rich history create a unique travel experience for all.

Things to do near Sherwood

Sherwood, Maryland, offers a delightful mix of outdoor activities perfect for family and romantic getaways. Visitors can enjoy the local shopping centers and recreational areas, featuring outdoor seating and live music. With ample opportunities for relaxation, such as beach chairs, Sherwood provides a charming atmosphere for a memorable vacation experience.

Shopping

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

Recreation

Explore Hog Neck Golf Course for a day of golfing amidst lush landscapes, perfect for outdoor enthusiasts. Indulge in soothing treatments at Talbot Massage, where wellness and relaxation await. Experience the elegance of dance at the Ballet Theater of Maryland, offering a rich cultural atmosphere and captivating performances.

Adventure

In Sherwood, explore the St Michaels Nature Trail, a 8.0km adventure that immerses you in the great outdoors. Enjoy family fun at Chesapeake Beach Water Park, located 20.9km away, or embrace the thrill of sailing with Annapolis Sailing School, 25.7km from Sherwood.

Nightlife

Experience the vibrant nightlife in Sherwood with a visit to the Avalon Theatre, offering romance and culture just 20.9km away. For some adventure, check out the Annapolis Bowl, located 32.2km away, or enjoy another theatrical performance at The Colonial Players, 29.0km from Sherwood.

*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, consider visiting between January and March when hotel prices are lower, and plan to stay on a Tuesday for the best rates. Use Expedia's search tool to find budget-friendly accommodations and consider eco-certified hotels for sustainable options. Combine your hotel, flights, and activities into a package for extra savings. Take advantage of local public transport for affordable travel around the area, and seek out free activities to enjoy Sherwood without spending much.

  • 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 lets you easily set your budget, choose your ideal location, and more. You can arrange your results to display prices from lowest to highest, making it simple to find the most affordable hotels right away. Additionally, you have the option to narrow down your choices by hotel type. For instance, if you check the Eco-certified filter, you’ll find a selection of sustainable and environmentally friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your Sherwood hotel reservation with flights and activities by booking an Expedia package.

Find the best attractions near Sherwood

Sherwood, Maryland, offers a delightful mix of outdoor activities, family-friendly attractions, and romantic spots. Visitors can explore local points of interest such as history museums, a marina, and urban parks, perfect for those seeking cultural experiences and adventures in nature. Whether you're planning a family outing or a romantic getaway, Sherwood is an ideal destination for creating lasting memories.

  • Chesapeake Bay Maritime Museum: Immerse yourself in the rich maritime heritage of the Chesapeake Bay at this engaging museum. With exhibits showcasing traditional boatbuilding, local history, and culture, you'll gain a unique perspective on the region's nautical life and its significance to the community.
  • Tilghman Watermen’s Museum: Discover the history and culture of watermen in the Chesapeake Bay region. This museum offers fascinating insights into the lives of local fishermen and their traditional practices, making it a perfect stop for history enthusiasts and those interested in maritime professions.
  • Phillips Wharf Environmental Center: Experience eco-friendly initiatives and engage with local wildlife at this environmental center. You'll learn about conservation efforts and the importance of preserving the natural habitats of the Chesapeake Bay, enriching your understanding of environmental sustainability.

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

If you're traveling to Sherwood, Maryland, you have several airport options. Ronald Reagan Washington National Airport (DCA) is approximately 62.8km away, with nearby luxury accommodations like Salamander Washington DC and Riggs Washington DC, both about 2 to 4.8km from the airport. Alternatively, Baltimore Washington International Airport (BWI) is about 54.7km from Sherwood, offering high-end hotels such as Sagamore Pendry Baltimore and Four Seasons Hotel Baltimore, both 12.9km from BWI. For a more distant option, Salisbury - Ocean City Wicomico Regional Airport (SBY) is 83.7km away, with hotels like Country Inn & Suites just 3.2km from the airport.

Frequently asked questions

Where is the best place to stay in Sherwood?
Knapps Narrows Marina & Inn is one of the top choices for your stay based on our traveler data. This hotel is a short 14-minute walk from Chesapeake Bay, and it offers a marina and free breakfast. Two other choices for your visit to the area are DoubleTree by Hilton Hotel Annapolis and Historic Inns of Annapolis. See all available top hotels, or vacation rentals in Sherwood.
What's the top vacation rental that Sherwood has to offer?
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach: Visitors like this Sherwood vacation home rental. It is located near the beach and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. 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?
Knapps Narrows Marina & Inn: Hotel, 14-minute walk from Chesapeake Bay. Features daily, a seasonal outdoor pool, and free self parking. Crowne Plaza Annapolis by IHG and Rod 'N' Reel Resort 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.