These Sherwood insights are based on real traveler data from Expedia, aggregated using AI to help you plan your trip. Updated: .

Find hotels in Sherwood, MD from $88
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Our top choices for Sherwood hotels




1. Historic Inns of Annapolis
Historic Inns of Annapolis



2. The Tilghman Island Inn
The Tilghman Island Inn



3. Knapps Narrows Marina & Inn
Knapps Narrows Marina & Inn



4. Hyatt Regency Chesapeake Bay
Hyatt Regency Chesapeake Bay



5. Wylder Tilghman Island
Wylder Tilghman Island



6. St Michaels Inn
St Michaels Inn



7. Inn at Perry Cabin
Inn at Perry Cabin



8. Rod 'N' Reel Resort
Rod 'N' Reel Resort



9. Annapolis Waterfront Hotel, Autograph Collection
Annapolis Waterfront Hotel, Autograph Collection



10. Graduate by Hilton Annapolis
Graduate by Hilton Annapolis



11. The Wildset
The Wildset



12. Crowne Plaza Annapolis by IHG
Crowne Plaza Annapolis by IHG



13. Comfort Inn Conference Center
Comfort Inn Conference Center



14. DoubleTree by Hilton Hotel Annapolis
DoubleTree by Hilton Hotel Annapolis



15. Hyatt Place Kent Narrows & Marina
Hyatt Place Kent Narrows & Marina



16. The Oaks Waterfront
The Oaks Waterfront



17. Hilton Garden Inn Annapolis Downtown
Hilton Garden Inn Annapolis Downtown



18. Courtyard by Marriott Annapolis
Courtyard by Marriott Annapolis



19. Sandaway Suites & Beach
Sandaway Suites & Beach



20. Sonesta ES Suites Annapolis
Sonesta ES Suites AnnapolisWhere to stay near Sherwood



St. Michaels
Discover St. Michaels, a charming destination perfectly suited for families and couples seeking outdoor adventures and picturesque scenery. This delightful city offers a range of experiences, from the engaging exhibits at the Chesapeake Bay Maritime Museum to the iconic 1879 Hooper Strait Lighthouse and scenic strolls along the St. Michaels Marina. Located about 12 miles by car from Sherwood, St. Michaels makes for a smart hotel booking choice, ensuring a memorable getaway amidst nature's beauty.

Bozman
Experience the charm of Bozman, an excellent hub for travelers seeking a weekend getaway with family or a nature-focused retreat. Just about 6 miles by car from Sherwood, Bozman offers easy access to scenic spots like the Chesapeake Bay Maritime Museum and the historic 1879 Hooper Straight Lighthouse, alongside opportunities for outdoor recreation at St. Michaels Marina. With its blend of beach and lake experiences, Bozman is a smart choice for your next vacation stay.
Wittman
If you are a nature enthusiast or a family traveler, look no further than Wittman, a charming city known for its scenic beauty and outdoor adventures. Visitors can explore the Chesapeake Bay Maritime Museum, marvel at the historic 1879 Hooper Straight Lighthouse, or relax at St. Michaels Marina. Wittman is about a 3-mile drive from Sherwood, making it easy to access the area's stunning bay and beach. Choosing Wittman for your stay ensures a delightful blend of relaxation and exploration.




Tilghman
Ideally situated for families, nature lovers, and couples seeking a romantic getaway, Tilghman is a charming destination that invites visitors to immerse themselves in its stunning scenery. Just a short drive from Sherwood, Tilghman offers easy access to outdoor recreational areas, a beautiful bay, and a welcoming beach. Explore local highlights like the Tilghman Island Marina, the Tilghman Watermen’s Museum, and the Phillips Wharf Environmental Center. Choosing Tilghman for your stay ensures a memorable experience in a picturesque setting.
Neavitt
Travelers seeking a weekend getaway will find Neavitt to be the ideal base for their vacation, featuring stunning outdoor experiences and family-friendly activities. With attractions like the Chesapeake Bay Maritime Museum, the Tilghman Island Marina, and the picturesque 1879 Hooper Straight Lighthouse, visitors can immerse themselves in the natural beauty and rich maritime heritage of the area. Located about 17 miles by car from Sherwood, Neavitt offers a delightful escape that makes it a smart choice for your stay.
Stay near popular attractions in and around Sherwood
Chesapeake Bay Maritime Museum
Northern Chesapeake Bay
Phillips Wharf Environmental Center
Tilghman Watermen’s Museum
St. Michaels Museum
Oxford Museum
Rod n Reel Charter Fishing
Shadyside Park
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
Top Sherwood Hotel Reviews
Crowne Plaza Annapolis by IHG
"Everything was great except the pool and hot tub closed. In the summer !!!"
Holiday Inn Express Annapolis East-Kent Island by IHG
"Perfect location and loved the pool and breakfast"
Rod 'N' Reel Resort
"The lobby and staff are amazing just some of the rooms were not as nice as the lobby! Other wise amazing stay."
St Michaels Inn
"Front desk were so personable, helpful and kind to give wonderful suggestions"
Hyatt Place Kent Narrows & Marina
"Staff was extremely kind and helpful."
Sonesta ES Suites Annapolis
"The room was perfect for the little time we were there. Breakfast was great. Very nice pool area, clean."
Graduate by Hilton Annapolis
"Location, staff and cleanliness were above and beyond!"
Knapps Narrows Marina & Inn
"We loved everything about the place"
More cheap stays in Sherwood

Best Western Annapolis

St Michaels Inn

Hampton Inn & Suites Annapolis

Holiday Inn Express & Suites Annapolis by IHG

Best Western Kent Narrows Inn

Holiday Inn Express Annapolis East-Kent Island by IHG
Hotels in Sherwood with star-rating

5 Star Hotels

4 Star Hotels

3 Star Hotels

2 Star Hotels
Find out more about Sherwood
Top reasons to visit Sherwood
- Scenic Outdoor Activities: Sherwood offers beautiful outdoor spaces, perfect for relaxation and exploration, including a private beach and access to the Chesapeake Bay.
- Vibrant Local Scene: Enjoy live music events that contribute to the lively atmosphere of the community.
- Rich Cultural Experiences: Visit nearby history museums and urban parks for a taste of local culture.
- Family-Friendly Vibe: Sherwood is ideal for families seeking a peaceful and enjoyable getaway.
- Comfortable Accommodations: Choose from charming bed & breakfasts to modern hotels, catering to all needs.
Find great hotels near Sherwood
Discover a range of comfortable accommodations in Sherwood, Maryland, perfect for your vacation. Whether you're seeking a cozy bed & breakfast or a modern hotel, you'll find options that cater to your needs. Enjoy pet-friendly facilities and amenities like free Wi-Fi at popular spots such as the Lowes Wharf Marina Inn and Residence Inn. Experience the adventure and beach vibes that make Sherwood a great destination for travelers.
- St Michaels Inn: St Michaels Inn is a budget-friendly hotel with a guest rating of 8.2 out of 10, located 6 miles from Sherwood. This property caters to adventurers and business travelers alike, providing a range of outdoor activities nearby. Guests can enjoy bicycle rentals, hiking, hunting, and fishing in the surrounding areas. The Inn offers a cozy atmosphere perfect for those seeking an affordable yet adventurous stay, making it a great choice for those looking to explore the natural beauty of the region.
- Rod 'N' Reel Resort: With a guest rating of 8.4 out of 10, Rod 'N' Reel Resort is a 3-star establishment situated 13 miles from Sherwood. Ideal for families and adventure seekers, this resort features a variety of onsite activities, including boat tours, fishing, and personal motor watercraft rentals. For families, amenities such as a ping pong table, arcade game room, and special breakfast options for children enhance the experience. The resort’s blend of fun and relaxation makes it a perfect destination for both leisure and business travelers.
- The Tidewater Inn: Rated 8.8 out of 10, The Tidewater Inn is a charming 3-star hotel located 13 miles from Sherwood. This property offers a unique combination of adventure and relaxation with activities like kayaking, sailing, and hiking nearby. For those seeking rejuvenation, the full-service spa provides couples' treatment rooms, massages, and body scrubs. The Tidewater Inn is an excellent choice for travelers looking to unwind in a serene environment while enjoying a variety of recreational options.
Where to stay near Sherwood
Explore the charming town of Sherwood, Maryland, where outdoor adventures and scenic views await. Enjoy the tranquil atmosphere at the private beach and wharf, or take a trip to the nearby Chesapeake Bay for a delightful island experience. With its friendly locals and family-friendly vibe, Sherwood is the perfect destination for those seeking relaxation and historical charm. Discover the beauty of this sunny region during your vacation.
- St. Michaels: Nestled approximately 5 miles from Sherwood, St. Michaels is a charming coastal town renowned for its picturesque scenery and outdoor activities. The town experiences a moderate influx of visitors, particularly during April and the summer months of June and July. Travelers flock here to enjoy the beautiful beaches, scenic views, and vibrant boardwalks. St. Michaels boasts a variety of recreational areas where you can relax and soak up the sun, making it ideal for both family outings and romantic getaways. Local attractions include the family-friendly beach and the stunning bay, which are perfect for water sports or leisurely strolls.
- Bozman: Located just 3 miles from Sherwood, Bozman is a hidden gem that offers a unique blend of outdoor adventures and scenic beauty. This city sees a steady stream of visitors throughout the year, peaking in March and the summer months of June to July. Here, you can explore the inviting recreational areas and enjoy a day of shopping at local centers. The nearby bay and lake provide ample opportunities for fishing, kayaking, or simply enjoying a day by the water. Bozman's welcoming atmosphere and natural beauty make it a perfect spot for those seeking a quieter, more laid-back experience.
- Wittman: Also situated 3 miles from Sherwood, Wittman is an inviting town that attracts visitors year-round, especially in the summer months from June to August. Known for its stunning outdoor spaces and serene scenery, Wittman is perfect for nature enthusiasts. The area offers various recreational opportunities, including boardwalks and parks, where you can immerse yourself in the area's natural beauty. Nearby attractions include the beautiful bay, beach, and national state park, making Wittman a great base for exploring the great outdoors while enjoying the local charm.
Things to do near Sherwood
In Sherwood, Maryland, visitors can enjoy a delightful blend of outdoor activities and scenic beauty. The area features a recreational space perfect for relaxation, a charming boardwalk, and educational opportunities. Don't miss out on the vibrant local scene, highlighted by live music events that add to the community's lively atmosphere. Whether you're looking for a beach getaway or just a peaceful retreat, Sherwood has something for everyone.
Shopping
In Sherwood, you can explore local shops for unique gifts and souvenirs. If you're up for a drive, head to nearby shopping malls like the Montgomery Mall or the Westfield Wheaton for a wider selection of stores and dining options to enhance your shopping experience.
Recreation
At Old South Country Club, just 19 miles from Sherwood, immerse yourself in luxury with top-notch wellness amenities. Enjoy serene golf courses, rejuvenating spa treatments, and upscale dining options, all set against a picturesque backdrop, perfect for relaxation and rejuvenation.
Adventure
In Sherwood, explore the scenic trails of Patuxent River Park for hiking and biking adventures. Experience thrilling water activities on the Patuxent River, including kayaking and canoeing, perfect for nature lovers seeking excitement and relaxation amidst stunning views.
Nightlife
Explore the vibrant nightlife at the Sherwood Lounge, where you can enjoy signature cocktails and a lively atmosphere. For dancing, check out the nearby Club 47, featuring local DJs and themed nights that keep the energy high and the party going.
*Distances are measured in a straight line; actual driving distances may vary depending on the route.Booking tips and Expedia advantages for Sherwood
- 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 preferences, such as budget, desired location, and hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are currently available. To find the best prices and deals, simply sort the price filter from lowest to highest.
- Consider bundling your trip: You can save money by combining your hotel stay in Sherwood with your flights and activities through an Expedia package deal.
Find the best attractions near Sherwood
Sherwood, Maryland, is perfect for outdoor enthusiasts and families seeking a scenic beach vacation. You can explore a variety of attractions, including marinas, urban parks, and history museums, which offer rich cultural experiences. Whether you're looking to enjoy nature or delve into local history, Sherwood has something for everyone, ensuring a memorable getaway.
- Chesapeake Bay Maritime Museum: Located 6 miles from Sherwood, this maritime museum offers a deep dive into the rich cultural heritage of the Chesapeake Bay. Explore exhibits showcasing traditional boat building, local wildlife, and the maritime history of the region.
- Rod n Reel Charter Fishing: A short 13 miles away, this marina is perfect for those seeking adventure on the water. Enjoy charter fishing trips that provide thrilling experiences against the beautiful backdrop of the bay, along with opportunities for outdoor fun on the beach.
- Tilghman Watermen’s Museum: Just 4 miles from Sherwood, this history museum highlights the lives and traditions of local watermen. Engage with exhibits that celebrate the unique culture and history of the fishing community in the area.
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.
Calendar Month | Temperature | Precipitation | Cloudiness | Occupancy | Pricing |
| January | 36.3°F (2.4°C) | Light Rain | Mostly Sunny | Average | Slightly Low |
| February | 38.8°F (3.8°C) | Light Rain | Mostly Sunny | Low | Slightly Low |
| March | 45.3°F (7.4°C) | Light Rain | Mostly Sunny | High | Slightly Low |
| April | 55.6°F (13.1°C) | Light Rain | Mostly Sunny | High | Average |
| May | 64.6°F (18.1°C) | Light Rain | Mostly Sunny | High | Average |
| June | 73.4°F (23.0°C) | Light Rain | Mostly Sunny | Average | Slightly High |
| July | 78.4°F (25.8°C) | Light Rain | Mostly Sunny | Average | Average |
| August | 76.8°F (24.9°C) | Light Rain | Mostly Sunny | Average | Average |
| September | 71.1°F (21.7°C) | Light Rain | Mostly Sunny | Average | Slightly High |
| October | 61.0°F (16.1°C) | Light Rain | Mostly Sunny | Average | Slightly High |
| November | 49.5°F (9.7°C) | Light Rain | Mostly Sunny | Average | Average |
| December | 42.3°F (5.7°C) | Light Rain | Mostly Sunny | Average | Average |
The nearest major airports for your trip to Sherwood
When planning your trip to Sherwood, Maryland, you'll find convenient access to three major airports. Ronald Reagan Washington National Airport (DCA) is 39 miles away, with excellent nearby hotels like the 5-star InterContinental Washington D.C. - The Wharf and Salamander Washington DC, both just 2 miles from the airport. Washington Dulles International Airport (IAD) is 62 miles distant, featuring hotels such as the 4-star Westin Washington Dulles Airport and Hyatt Regency Dulles International Airport, both 1 mile away. Lastly, Baltimore Washington International Airport (BWI) is 34 miles from Sherwood, offering luxurious options like Pendry Baltimore and Four Seasons Hotel Baltimore, approximately 8 miles from the airport.
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