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

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Our top choices for Sherwood hotels

1. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
Sherwood
United States
BARBARA
NT$4,789
NT$5,267 total
includes taxes & fees
Oct 22 - Oct 23
Knapps Narrows Marina & Inn

2. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
United States
William
NT$5,906
NT$6,497 total
includes taxes & fees
Oct 21 - Oct 22
The Tilghman Island Inn

3. Wylder Tilghman Island

Wylder Tilghman Island
Tilghman
United States
Gary
NT$7,758
NT$10,129 total
includes taxes & fees
Oct 25 - Oct 26
Wylder Tilghman Island

4. The Wildset

The Wildset
Downtown St. Michaels
United States
Sarah
NT$7,311
NT$8,840 total
includes taxes & fees
Nov 9 - Nov 10
The Wildset

5. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Virgilio
NT$16,377
NT$18,015 total
includes taxes & fees
Nov 8 - Nov 9
Inn at Perry Cabin

6. St Michaels Inn

St Michaels Inn
St. Michaels
United States
Lynn
NT$2,557
NT$2,813 total
includes taxes & fees
Nov 12 - Nov 13
St Michaels Inn

7. The Oaks Waterfront

The Oaks Waterfront
Easton
United States
Jeffrey
NT$14,050
NT$15,455 total
includes taxes & fees
Oct 25 - Oct 26
The Oaks Waterfront

8. George Brooks House B&B

George Brooks House B&B
St. Michaels
United States
Erin
NT$6,178
NT$6,795 total
includes taxes & fees
Nov 2 - Nov 3
George Brooks House B&B

9. Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
Easton
United States
Emily
NT$4,757
NT$5,232 total
includes taxes & fees
Oct 15 - Oct 16
Holiday Inn Express Easton by IHG

10. Parsonage Inn

Parsonage Inn
Downtown St. Michaels
United States
Paul
NT$7,981
NT$8,779 total
includes taxes & fees
Nov 9 - Nov 10
Parsonage Inn

11. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
United States
Donna
NT$4,118
NT$4,530 total
includes taxes & fees
Oct 15 - Oct 16
Best Western Plus Easton Inn & Suites

12. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
United States
Amanda
NT$4,315
NT$4,746 total
includes taxes & fees
Nov 8 - Nov 9
Fairfield Inn & Suites by Marriott Easton

13. Sandaway Suites & Beach

Sandaway Suites & Beach
Oxford
United States
Gary
NT$8,619
NT$9,481 total
includes taxes & fees
Oct 14 - Oct 15
Sandaway Suites & Beach

14. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
United States
Kathleen K
NT$4,616
NT$5,123 total
includes taxes & fees
Oct 25 - Oct 26
Rod 'N' Reel Resort

15. Hampton Inn Easton

Hampton Inn Easton
Easton
United Kingdom
Rachel
NT$4,082
NT$4,491 total
includes taxes & fees
Nov 5 - Nov 6
Hampton Inn Easton

16. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
United States
Joseph
NT$4,852
NT$5,386 total
includes taxes & fees
Oct 20 - Oct 21
Hyatt Place Kent Narrows & Marina

17. The Tidewater Inn

The Tidewater Inn
Easton
United States
Miriam
NT$5,714
NT$6,286 total
includes taxes & fees
Nov 1 - Nov 2
The Tidewater Inn

18. Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
United States
Edwin
NT$2,844
NT$3,129 total
includes taxes & fees
Oct 15 - Oct 16
Baymont by Wyndham Easton

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

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
United States
Marc
NT$3,512
NT$3,898 total
includes taxes & fees
Nov 1 - Nov 2
Holiday Inn Express Annapolis East-Kent Island by IHG

20. Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
Deale
United States
Beverly
NT$5,922
NT$6,751 total
includes taxes & fees
Oct 14 - Oct 15
Anchored Inn at Hidden Harbour Marina
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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

St Michaels Inn

St Michaels Inn

10/10 Excellent
"It was extremely helpful to my mobility challenged companion to have a parking space right in front of the room. The lobby area was charming, comfortable with fresh coffee, particularly helpful when we had to wait for a tow truck driver for our disabled car. The staff member Alison provided help in a variety of ways, local auto shop, contact with a driver, fresh coffee, etc."
Mary 1-night trip
Posted 2 hours ago
St Michaels Inn
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 12 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 1 day 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 1 day 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 1 day ago
DoubleTree by Hilton Hotel Annapolis
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 1 day 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
The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"Easy parking. Super comfy bed."
Kristen 1-night trip
Posted 3 days ago
The Westin Annapolis

More cheap stays in Sherwood

St Michaels Inn

St Michaels Inn

1228 S Talbot Street St. Michaels MD
NT$2,557
NT$2,813 total
Nov 12 - Nov 13
includes taxes & fees
8/10 Very Good! (1,006 reviews)
St Michaels Inn
Best Western Annapolis

Best Western Annapolis

2520 Riva Rd Annapolis MD
NT$2,528
NT$2,882 total
Oct 25 - Oct 26
includes taxes & fees
7.8/10 Good! (1,007 reviews)
Best Western Annapolis
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD
NT$2,869
NT$3,185 total
Nov 11 - Nov 12
includes taxes & fees
8/10 Very Good! (1,005 reviews)
Best Western Kent Narrows Inn
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

124 Womack Dr Annapolis MD
NT$3,115
NT$3,551 total
Oct 19 - Oct 20
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
NT$3,224
NT$3,676 total
Oct 18 - Oct 19
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
NT$4,118
NT$4,530 total
Oct 15 - Oct 16
includes taxes & fees
9.2/10 Wonderful! (1,003 reviews)
Best Western Plus Easton Inn & Suites

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?
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.
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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