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Our top choices for Sherwood hotels

SureStay by Best Western Prince Frederick

SureStay by Best Western Prince Frederick
2.5 star property
Prince Frederick
7.6 out of 10, Good, (247 reviews)
"Great staff and Room was very clean. Me and my wife enjoyed it. We will definitely be back."
United States
James
The price is SAR 296
SAR 329 total
includes taxes & fees
21 May - 22 May
SureStay by Best Western Prince Frederick

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (871 reviews)
"Yes pet friendly "
United States
George
The price is SAR 375
SAR 413 total
includes taxes & fees
21 May - 22 May
Quality Inn

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,003 reviews)
"Everything about this hotel was excellent and I would highly recommend staying here"
United States
David
The price is SAR 409
SAR 450 total
includes taxes & fees
21 May - 22 May
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, (908 reviews)
"Breakfast menu had a great variety and was fresh. "
United States
Timothy
The price is SAR 399
SAR 443 total
includes taxes & fees
26 May - 27 May
Quality Inn Grasonville near Kent Island

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,001 reviews)
"Nice location "
United States
Duan
The price is SAR 478
SAR 606 total
includes taxes & fees
27 May - 28 May
Rod 'N' Reel Resort

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (137 reviews)
"Very nice room and wonderful stay."
United States
Julie
The price is SAR 584
SAR 776 total
includes taxes & fees
25 May - 26 May
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)
"It is a nice Hotel."
United States
Dale
The price is SAR 432
SAR 479 total
includes taxes & fees
26 May - 27 May
Best Western Kent Narrows Inn

Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG
2.5 star property
Cambridge
8.8 out of 10, Excellent, (779 reviews)
"A very clean and wonderful hotel with helpful and friendly service staff. The breakfast bar was well stocked, and the rooms were spacious and clean. The hotel lobby was clean and the hotel itself was well kept. I would stay here again."
United States
Jeffrey
The price is SAR 492
SAR 546 total
includes taxes & fees
25 May - 26 May
Holiday Inn Express Cambridge by IHG

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,000 reviews)
"We had a lovely stay and would go back again! Pleasant staff and a short ride to everything."
United States
JoAnn
The price is SAR 447
SAR 491 total
includes taxes & fees
5 Jun - 6 Jun
St Michaels Inn

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (880 reviews)
"Enjoyable stay great location!"
United States
Michelle
The price is SAR 684
SAR 753 total
includes taxes & fees
31 May - 1 Jun
The Tidewater Inn

Sandaway Suites & Beach

Sandaway Suites & Beach
3.0 star property
Oxford
9.4 out of 10, Exceptional, (162 reviews)
"Easy in, easy out! Good breakfast delivered to your door. Excellent views of sunsets on the water. Close to ferry to St. Michaels."
United States
April
The price is SAR 717
SAR 789 total
includes taxes & fees
31 May - 1 Jun
Sandaway Suites & Beach

Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
2.5 star property
Easton
6.6 out of 10, (392 reviews)
"Love overnight staff"
United States
Ivvory
The price is SAR 304
SAR 334 total
includes taxes & fees
26 May - 27 May
Econo Lodge Easton Route 50

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (15 reviews)
"An amazing breakfast. The home is decorated beautifully"
United States
James
The price is SAR 1,068
SAR 1,218 total
includes taxes & fees
25 May - 26 May
The Inn at Tacaro Estate

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (445 reviews)
"Wonderful rooms and many amenities."
United States
Gene
The price is SAR 859
SAR 1,028 total
includes taxes & fees
26 May - 27 May
The Wildset

Cambridge Inn

Cambridge Inn
2.0 star property
Cambridge
5.4 out of 10, (559 reviews)
"An adequate hotel that provides the bare minimum. Staff is efficient and friendly ."
United States
Kevin
The price is SAR 281
SAR 312 total
includes taxes & fees
17 Jun - 18 Jun
Cambridge Inn

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (249 reviews)
"Great stay in a quiet area"
United States
Mehran
The price is SAR 379
SAR 451 total
includes taxes & fees
31 May - 1 Jun
Candlewood Suites Annapolis by IHG

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very Good, (1,000 reviews)
"Breakfast was excellent and parking was convenient and safe"
United States
Paul
The price is SAR 335
SAR 382 total
includes taxes & fees
27 May - 28 May
Hilton Garden Inn Annapolis

Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
3.0 star property
Easton
9.0 out of 10, Wonderful, (604 reviews)
"Very friendly and helpful staff."
United States
Andrew
The price is SAR 522
SAR 574 total
includes taxes & fees
24 May - 25 May
Holiday Inn Express Easton by IHG

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,000 reviews)
"Older Hotel but clean and staff was great."
United States
Gregory
The price is SAR 317
SAR 362 total
includes taxes & fees
24 May - 25 May
Best Western Annapolis

Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (569 reviews)
"I have enjoyed Hampton Inns for years and this was no exception. The room and service were exceptional."
United States
Matthew
The price is SAR 480
SAR 528 total
includes taxes & fees
24 May - 25 May
Hampton Inn Easton
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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: 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?
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 traveler data. Two other choices for your visit to the area are Historic Inns of Annapolis and Sonesta ES Suites Annapolis. See all available top hotels, or vacation rentals in Sherwood.
What's the top vacation rental that Sherwood has to offer?
NEW! Charming Farm House in Historic Kent Island: Visitors like this Sherwood vacation home rental. It is located on a river and has a balcony, a garden, 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. 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?
Sonesta ES Suites Annapolis: Provides buffet, a seasonal outdoor pool, and complimentary wireless internet access. Courtyard by Marriott 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 Goat Island and Knapp's Narrows Marina & Inn. You'll also find Tilghman Island Marina and St. Michaels Winery 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.