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

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Check prices for these dates

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23 Sep - 24 Sep
Tomorrow
24 Sep - 25 Sep
This weekend
25 Sep - 27 Sep
Next weekend
2 Oct - 4 Oct

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Our top choices for Sherwood hotels

1. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
Sherwood
United States
BARBARA
Knapps Narrows Marina & Inn

2. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
United States
Robert M
AED 753
AED 828 total
includes taxes & fees
27 Sep - 28 Sep
The Tilghman Island Inn

3. Wylder Tilghman Island

Wylder Tilghman Island
Tilghman
United States
Gary
AED 620
AED 865 total
includes taxes & fees
24 Sep - 25 Sep
Wylder Tilghman Island

4. St Michaels Inn

St Michaels Inn
St. Michaels
United States
Lynn
AED 326
AED 359 total
includes taxes & fees
30 Sep - 1 Oct
St Michaels Inn

5. The Wildset

The Wildset
Downtown St. Michaels
United States
Sarah
AED 878
AED 1,057 total
includes taxes & fees
5 Oct - 6 Oct
The Wildset

6. George Brooks House B&B

George Brooks House B&B
St. Michaels
United States
Erin
AED 777
AED 855 total
includes taxes & fees
24 Sep - 25 Sep
George Brooks House B&B

7. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Virgilio
AED 2,215
AED 2,436 total
includes taxes & fees
13 Oct - 14 Oct
Inn at Perry Cabin

8. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
United States
Raheem
AED 474
AED 521 total
includes taxes & fees
27 Sep - 28 Sep
Best Western Plus Easton Inn & Suites

9. Sandaway Suites & Beach

Sandaway Suites & Beach
Oxford
United States
Amber
AED 992
AED 1,091 total
includes taxes & fees
24 Sep - 25 Sep
Sandaway Suites & Beach

10. Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
Deale
United States
Dale
AED 757
AED 863 total
includes taxes & fees
24 Sep - 25 Sep
Anchored Inn at Hidden Harbour Marina

11. Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
United States
Erik
AED 327
AED 360 total
includes taxes & fees
29 Sep - 30 Sep
Baymont by Wyndham Easton

12. Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
United States
Marc
AED 419
AED 465 total
includes taxes & fees
18 Oct - 19 Oct
Holiday Inn Express Annapolis East-Kent Island by IHG

13. The Oaks Waterfront

The Oaks Waterfront
Easton
United States
Jeffrey
AED 1,616
AED 1,778 total
includes taxes & fees
24 Sep - 25 Sep
The Oaks Waterfront

14. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
United States
Francine
AED 520
AED 700 total
includes taxes & fees
7 Oct - 8 Oct
Rod 'N' Reel Resort

15. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
United States
Karen
AED 558
AED 620 total
includes taxes & fees
4 Oct - 5 Oct
Hyatt Place Kent Narrows & Marina

16. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
United States
Joshua
AED 427
AED 474 total
includes taxes & fees
30 Sep - 1 Oct
Best Western Kent Narrows Inn

17. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
United States
John
AED 367
AED 408 total
includes taxes & fees
13 Oct - 14 Oct
Quality Inn Grasonville near Kent Island

18. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
United States
Amanda
AED 496
AED 546 total
includes taxes & fees
4 Oct - 5 Oct
Fairfield Inn & Suites by Marriott Easton

19. Hampton Inn Easton

Hampton Inn Easton
Easton
United Kingdom
Rachel
AED 542
AED 596 total
includes taxes & fees
19 Oct - 20 Oct
Hampton Inn Easton

20. The Tidewater Inn

The Tidewater Inn
Easton
United States
Miriam
AED 702
AED 772 total
includes taxes & fees
29 Sep - 30 Sep
The Tidewater Inn
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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

Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Very nice decor and bed was comfortable . Classy looking place ."
princess 2-night trip
Posted 19 hours ago
Graduate by Hilton Annapolis
Historic Inns of Annapolis

Historic Inns of Annapolis

8/10 Good
"Superb location. Very tastefully treated. My only suggestions would be to provide more information regarding parking and a technology update in the rooms would be helpful. Plugs for charging was difficult as extensions and adapters were not reliable. High definition TV should be added as well. For the purposes of this trip, we enjoyed our stay very much."
walter 4-night trip
Posted 19 hours ago
Historic Inns of Annapolis
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

10/10 Excellent
"The restaurant inside the hotel is a great idea. but the variety of food is very limited. But it is just my opinion."
Paul and Maryse 3-night trip
Posted 20 hours ago
Hilton Garden Inn Annapolis Downtown
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

8/10 Good
"The view from our room was incredible. The property is clean and the beds comfortable. For the price, however, the only thing that justifies it is the view and location. There are 2 restaurants- Marmo was disappointing and overpriced. The cantina was great. Unfortunately, they take up all of the waterfront dock area, so there is really nowhere else to gather in the hotel to enjoy the water if you just want to sit and visit or play a game, or some such. (The balconies were too small for anything except a cup of coffee). And since the restaurants are open to the public the area is packed all the time. Otherwise, being an older hotel, there really aren't any special amenities. No spa or pool. nothing else special about it. And those terrible nespresso machines in the room. I just want a regular cup of coffee. Parking is overpriced- we hoofed it to a garage a few blocks away for significantly less per day."
Karen 3-night trip
Posted 23 hours ago
Annapolis Waterfront Hotel, Autograph Collection
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

8/10 Good
"The property is located in an awesome location; convenient to shopping and restaurants. They do have a decent bar and restaurant in the hotel. The property was clean, parking was free and available, staff was great. We would definitely stay again."
Randall 4-night trip
Posted 1 day ago
DoubleTree by Hilton Hotel Annapolis
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

10/10 Excellent
"Great"
Shadman 1-night trip
Posted 2 days ago
Holiday Inn Express & Suites Annapolis by IHG
Best Western Annapolis

Best Western Annapolis

10/10 Excellent
"The room was clean and well maintained. The lobby was pleasant, and the staff was friendly and attentive. The breakfast was excellent for this price point, with a wide selection of hot and cold items."
William 1-night trip
Posted 2 days ago
Best Western Annapolis
The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"Only used the valet parking."
Catherine 2-night trip
Posted 2 days ago
The Westin Annapolis
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

10/10 Excellent
"I thought breakfast was included but apparently not . There was not even complimentary coffee"
Gerald 2-night trip
Posted 2 days ago
Courtyard by Marriott Annapolis

More cheap stays in Sherwood

Best Western Annapolis

Best Western Annapolis

2520 Riva Rd Annapolis MD
AED 274
AED 313 total
27 Sep - 28 Sep
includes taxes & fees
7.8/10 Good! (1,000 reviews)
Best Western Annapolis
St Michaels Inn

St Michaels Inn

1228 S Talbot Street St. Michaels MD
AED 326
AED 359 total
30 Sep - 1 Oct
includes taxes & fees
8/10 Very Good! (1,001 reviews)
St Michaels Inn
Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island

101 Vfw Ave Grasonville MD
AED 367
AED 408 total
13 Oct - 14 Oct
includes taxes & fees
7.8/10 Good! (974 reviews)
Quality Inn Grasonville near Kent Island
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

124 Womack Dr Annapolis MD
AED 358
AED 409 total
30 Sep - 1 Oct
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
AED 371
AED 423 total
27 Sep - 28 Sep
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
Holiday Inn Express & Suites Annapolis by IHG
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD
AED 427
AED 474 total
30 Sep - 1 Oct
includes taxes & fees
8/10 Very Good! (1,001 reviews)
Best Western Kent Narrows Inn

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 nature lovers and adventure seekers.
  • Charming Local Hangouts: Experience the friendly community spirit at local shops and eateries, ideal for relaxation.
  • Scenic River Views: Enjoy breathtaking sunsets and picturesque river landscapes that enhance your getaway.
  • Rich Historical Experiences: Explore historical museums and urban parks that provide insight into the area’s heritage.
  • Diverse Accommodations: Choose from cozy bed and breakfasts to modern hotels, catering to all traveler preferences.

Find great hotels near Sherwood

Discover a range of ideal accommodations in Sherwood, Maryland, perfect for every type of traveler. From cozy bed and breakfasts to modern hotels, you’ll find pet-friendly options as well as facilities for your adventure or beach vacation. Enjoy essential amenities such as free Wi-Fi, meeting rooms, and nearby attractions like Lowes Wharf Marina Inn. Experience the warmth of Sherwood hospitality during your stay.

  • St Michaels Inn: Nestled 9.7km from Sherwood, St Michaels Inn is a perfect choice for adventurous travelers and business professionals alike. This hotel offers a variety of outdoor activities, making it ideal for those looking to explore the great outdoors. Guests can enjoy hiking, biking, fishing, and even hunting nearby. The cozy accommodations and convenient location provide a welcoming atmosphere for both relaxation and adventure.
  • Rod 'N' Reel Resort: Located 20.9km from Sherwood, this 3-star resort is perfect for families seeking fun and adventure. With onsite fishing and kayaking, as well as a personal motor watercraft experience, outdoor enthusiasts will find plenty to do. The resort also features a game room and ping pong table to entertain younger guests. With comfortable accommodations and a family-friendly environment, Rod 'N' Reel Resort ensures a memorable stay for all ages.
  • The Tidewater Inn: Situated 20.9km from Sherwood, The Tidewater Inn combines business amenities with a spa-themed experience. This charming 3-star hotel invites guests to unwind with a full-service spa offering deep tissue massages and couples treatment rooms. Adventure seekers can explore nearby hiking trails, rent bicycles, or enjoy local boat tours. With its elegant atmosphere and focus on relaxation and wellness, The Tidewater Inn is an excellent choice for those looking to rejuvenate after a day of exploration.

Where to stay near Sherwood

Experience the charm of Sherwood, Maryland, where outdoor adventures and romantic getaways await. Discover scenic river views and enjoy fantastic sunsets that paint the sky in vibrant colors. Explore nearby neighborhoods for family-friendly activities and relaxing atmospheres, all while soaking in the historical vibes. Don't miss the local hangouts that offer a taste of friendly community spirit, perfect for unwinding after a day of exploration on the beautiful Eastern Shore.

  • St. Michaels: Nestled about 8.0km from Sherwood, St. Michaels is a charming city renowned for its outdoor and romantic experiences. With seasonal visitor peaks in April and from June to July, this picturesque destination offers a delightful blend of waterfront activities and scenic beauty. Enjoy leisurely strolls along the boardwalk, explore lush recreational areas, and relax on beautiful family beaches. Local landmarks, including serene lakes and inviting beaches, provide the perfect backdrop for your vacation, making St. Michaels an ideal spot for couples and families alike.
  • Tilghman: Located a mere 6.4km from Sherwood, the quaint town of Tilghman is a haven for those seeking outdoor adventures and stunning scenery. The travel experience peaks in June through August, attracting visitors with its vibrant boardwalk and recreational areas. Here, you can immerse yourself in the natural beauty of the region, with easy access to picturesque beaches and tranquil lakes. Whether you're enjoying a romantic getaway or a family outing, Tilghman promises a memorable experience surrounded by breathtaking views and a relaxed atmosphere.
  • Bozman: Just 4.8km away from Sherwood, Bozman is a unique city that offers a year-round travel experience with peaks in March and from June to July. Known for its adventurous spirit, Bozman invites visitors to explore its recreational areas and educational venues. The area boasts stunning beaches, historical monuments, and welcoming family-friendly spots, making it a versatile destination for outdoor enthusiasts and romantics alike. Whether you're seeking adventure or a peaceful retreat, Bozman presents a variety of experiences to enrich your vacation.

Things to do near Sherwood

Sherwood, Maryland, is perfect for a romantic and adventurous getaway, featuring a variety of outdoor activities. Visitors can enjoy shopping at local centers, relax in recreational areas, and unwind with outdoor seating and beach chairs. Live music events also add to the vibrant atmosphere, making it an ideal destination for both relaxation and entertainment.

Shopping

In Sherwood, visit Easton Cycle and Sport, 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 blend of shopping and entertainment vibes.

Recreation

At Hog Neck Golf Course, enjoy a round of golf surrounded by beautiful landscapes, perfect for sports enthusiasts. Talbot Massage offers soothing body treatments that promote wellness and relaxation. Experience the Ballet Theater of Maryland for an evening of captivating dance, blending romance and culture in a vibrant atmosphere.

Adventure

Explore the St Michaels Nature Trail for a scenic hike about 8.0km from Sherwood, immersing yourself in the great outdoors. For family fun, head to Chesapeake Beach Water Park, located 20.9km away, offering thrilling water rides and entertainment. Experience sailing adventures at Annapolis Sailing School, situated 25.7km from Sherwood.

Nightlife

Experience the vibrant nightlife in Sherwood by visiting Avalon Theatre for a romantic evening of culture, or enjoy a fun-filled family night at Annapolis Bowl's arcadeAdventureZone. For another theatrical experience, catch a captivating show at The Colonial Players, all within a short drive 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 on your trip to Sherwood, Maryland, consider traveling between January and March when accommodation prices are lower, especially on Tuesdays. Avoid weekends, particularly Saturdays, for better rates. Use Expedia to explore budget-friendly options by filtering for Eco-certified hotels and arranging prices from low to high. Booking a package can combine flights and hotels for additional savings. Take advantage of free local activities and utilize public transport for economical travel around the area. Always look for deals to unlock travel rewards and find the best prices suited to your budget.

  • 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 intuitive search tool to narrow down your options based on your budget, preferred location, and desired type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: By booking an Expedia package, you can save money by combining your Sherwood hotel reservation with your flights and activities.

Find the best attractions near Sherwood

Sherwood, Maryland, offers a delightful mix of outdoor adventures, romantic spots, and cultural experiences for travelers. With attractions like historical museums, marinas, and urban parks, there’s something for everyone. Whether you're looking to immerse yourself in local history, enjoy nature, or spend quality time with family, Sherwood provides an ideal backdrop for your vacation.

  • Chesapeake Bay Maritime Museum: Located 9.7km from Sherwood, this maritime museum offers a deep dive into the rich maritime heritage of the Chesapeake Bay. Explore historic boats, interactive exhibits, and stunning waterfront views that celebrate the region's culture and history.
  • Tilghman Watermen’s Museum: Just 6.4km from Sherwood, this history museum showcases the lives and traditions of local watermen. Experience engaging exhibits that highlight the fishing industry’s impact on the community and its cultural significance.
  • Phillips Wharf Environmental Center: Situated 4.8km away, this eco-friendly center focuses on environmental education and conservation. Enjoy hands-on activities and discover the importance of preserving the delicate ecosystems of the Chesapeake Bay.

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

Traveling to Sherwood, Maryland, is convenient with several nearby airports. Ronald Reagan Washington National Airport (DCA) is 62.8km away, with upscale hotels like Salamander Washington DC and Riggs Washington DC, both offering quick access to the airport. Baltimore Washington International Thurgood Marshall Airport (BWI) is 54.7km from Sherwood, featuring luxury options like Sagamore Pendry Baltimore and Four Seasons Hotel Baltimore, which provide shuttle services. Additionally, Salisbury-Ocean City Wicomico Regional Airport (SBY) is 83.7km away, with comfortable stays at Country Inn & Suites by Radisson, Salisbury. Each airport offers various transportation services, making your travel seamless.

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.