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

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Oct 12 - Oct 13
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Our top choices for Sherwood hotels

1. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
Sherwood
United States
BARBARA
¥23,747
¥26,122 total
includes taxes & fees
Oct 13 - Oct 14
Knapps Narrows Marina & Inn

2. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
United States
William
¥29,287
¥32,216 total
includes taxes & fees
Oct 19 - Oct 20
The Tilghman Island Inn

3. Wylder Tilghman Island

Wylder Tilghman Island
Tilghman
United States
Gary
¥33,083
¥44,308 total
includes taxes & fees
Oct 18 - Oct 19
Wylder Tilghman Island

4. St Michaels Inn

St Michaels Inn
St. Michaels
United States
Lynn
¥13,535
¥14,888 total
includes taxes & fees
Nov 1 - Nov 2
St Michaels Inn

5. The Wildset

The Wildset
Downtown St. Michaels
United States
Sarah
¥36,253
¥43,836 total
includes taxes & fees
Nov 3 - Nov 4
The Wildset

6. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Virgilio
¥81,213
¥89,335 total
includes taxes & fees
Nov 8 - Nov 9
Inn at Perry Cabin

7. The Oaks Waterfront

The Oaks Waterfront
Easton
United States
Jeffrey
¥69,672
¥76,639 total
includes taxes & fees
Oct 13 - Oct 14
The Oaks Waterfront

8. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
United States
Kathleen K
¥20,601
¥22,867 total
includes taxes & fees
Oct 25 - Oct 26
Rod 'N' Reel Resort

9. George Brooks House B&B

George Brooks House B&B
St. Michaels
United States
Erin
¥30,633
¥33,696 total
includes taxes & fees
Nov 2 - Nov 3
George Brooks House B&B

10. Parsonage Inn

Parsonage Inn
Downtown St. Michaels
United States
Paul
¥39,578
¥43,536 total
includes taxes & fees
Nov 2 - Nov 3
Parsonage Inn

11. Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
Easton
United States
Emily
¥23,588
¥25,947 total
includes taxes & fees
Oct 18 - Oct 19
Holiday Inn Express Easton by IHG

12. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
United States
Patricia
¥20,422
¥22,465 total
includes taxes & fees
Oct 13 - Oct 14
Best Western Plus Easton Inn & Suites

13. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
United States
Amanda
¥21,396
¥23,536 total
includes taxes & fees
Oct 18 - Oct 19
Fairfield Inn & Suites by Marriott Easton

14. Sandaway Suites & Beach

Sandaway Suites & Beach
Oxford
United States
Amber
¥47,487
¥52,236 total
includes taxes & fees
Oct 22 - Oct 23
Sandaway Suites & Beach

15. Hampton Inn Easton

Hampton Inn Easton
Easton
United Kingdom
Rachel
¥20,245
¥22,269 total
includes taxes & fees
Oct 15 - Oct 16
Hampton Inn Easton

16. The Tidewater Inn

The Tidewater Inn
Easton
United States
Miriam
¥26,070
¥28,677 total
includes taxes & fees
Nov 1 - Nov 2
The Tidewater Inn

17. Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
United States
Edwin
¥14,105
¥15,516 total
includes taxes & fees
Oct 13 - Oct 14
Baymont by Wyndham Easton

18. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
United States
Karen
¥24,063
¥26,709 total
includes taxes & fees
Oct 18 - Oct 19
Hyatt Place Kent Narrows & Marina

19. Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
Deale
United States
Beverly
¥29,365
¥33,476 total
includes taxes & fees
Oct 13 - Oct 14
Anchored Inn at Hidden Harbour Marina

20. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
United States
scott
¥32,295
¥39,875 total
includes taxes & fees
Nov 2 - Nov 3
The Inn at Chesapeake Bay Beach Club
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Stay near popular Sherwood attractions

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

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

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

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

10/10 Excellent
"The resort was beautiful and very well maintained, the staff were accommodating and went out of their way to make sure we had what we needed or asked for. My only negative would be to make access to links/online information for room service, and restaurant menus. I spent too much time trying to navigate to find these things based on the flyers I was given at check in. For visitors who are not computer savvy, this is very challenging. But other than that, would love to come and stay again."
Debra 1-night trip
Posted 6 hours ago
Hyatt Regency Chesapeake Bay
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"Shalinda was the most welcoming front desk staff i have ever encountered."
Dennis 5-night trip
Posted 21 hours ago
Sonesta ES Suites Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

10/10 Excellent
"Good stay , wish the hot tub worked"
Andrew 1-night trip
Posted 21 hours ago
Crowne Plaza Annapolis by IHG
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

8/10 Good
"Breakfast need to work on, it has nothing to eat then we have to go out buy breakfast. Everythingelse is good."
Thao 1-night trip
Posted 22 hours ago
DoubleTree by Hilton Hotel Annapolis
St Michaels Inn

St Michaels Inn

10/10 Excellent
"na"
Jeffrey 2-night trip
Posted 22 hours ago
St Michaels Inn
Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"Beautiful property on the Chesapeake Bay. It was very clean. We went off season highly recommend."
Melissa 2-night trip
Posted 23 hours ago
Rod 'N' Reel Resort
Baymont by Wyndham Easton

Baymont by Wyndham Easton

10/10 Excellent
"Staff who received us was very helpful and respectful. Breakfast was great, rooms are well maintained and clean."
Edwin 1-night trip
Posted 1 day ago
Baymont by Wyndham Easton
The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

10/10 Excellent
"Had an amazing stay here. The room was spotlessly clean from top to bottom. The linens were fresh, the bathroom was pristine, and everything felt completely sanitized. It’s rare to find a property that pays such close attention to detail. Fantastic housekeeping service!"
Shannon 1-night trip
Posted 2 days ago
The Inn at Chesapeake Bay Beach Club
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

10/10 Excellent
"no"
jim 1-night trip
Posted 5 days ago
Holiday Inn Express & Suites Annapolis by IHG

More cheap stays in Sherwood

Best Western Annapolis

Best Western Annapolis

2520 Riva Rd Annapolis MD
¥12,538
¥14,293 total
Oct 20 - Oct 21
includes taxes & fees
7.8/10 Good! (1,007 reviews)
Best Western Annapolis
St Michaels Inn

St Michaels Inn

1228 S Talbot Street St. Michaels MD
¥13,535
¥14,888 total
Nov 1 - Nov 2
includes taxes & fees
8/10 Very Good! (1,005 reviews)
St Michaels Inn
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD
¥14,229
¥15,795 total
Nov 8 - Nov 9
includes taxes & fees
8/10 Very Good! (1,004 reviews)
Best Western Kent Narrows Inn
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

124 Womack Dr Annapolis MD
¥15,448
¥17,611 total
Oct 18 - Oct 19
includes taxes & fees
Hampton Inn & Suites Annapolis
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis MD
¥15,989
¥18,228 total
Oct 19 - Oct 20
includes taxes & fees
8.4/10 Very Good! (1,001 reviews)
Holiday Inn Express & Suites Annapolis by IHG
Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites

8708 Alicia Drive Easton MD
¥20,422
¥22,465 total
Oct 13 - Oct 14
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
Best Western Plus Easton Inn & Suites

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?
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 Saint Michaels Town Hall 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.

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