Find hotels in Sherwood, MD from $88

These Sherwood insights are based on real traveler data from Expedia, aggregated using AI to help you plan your trip. Updated: August 13, 2026.

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.

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.