Hotels in Sherwood

Discover the Enchantment of Sherwood: Where Nature and Adventure Embrace

Nestled along the serene shores of the Chesapeake Bay, Sherwood, Maryland, is a hidden gem for nature lovers and adventure seekers alike. With its picturesque marina and charming river views, visitors can enjoy kayaking, fishing, and leisurely boat rides. Explore the tranquil beaches and unspoiled islands that invite relaxation and exploration. Don’t miss the iconic Lowes Wharf, perfect for savoring fresh seafood while soaking in breathtaking sunsets. Whether you're seeking a romantic getaway or a peaceful retreat, Sherwood offers a captivating blend of natural beauty and laid-back charm, making it an ideal off-the-beaten-path destination. For great hotel rates in Sherwood, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels in Sherwood

Sherwood, Maryland offers a range of hotel accommodations, from cozy guesthouses to waterfront inns. Prices vary widely, catering to different budgets. Many options feature amenities like free Wi-Fi, on-site bars, and convenient access to Lowes Wharf Marina for leisure activities and scenic views. Here are some of our travelers' favorite hotels in Sherwood:

1. Inn at 202 DoverOpens in a new window: This luxurious 5.0-star inn provides a perfect retreat for discerning travelers seeking a blend of elegance and comfort. With amenities tailored for high-end experiences, it offers a dedicated meeting room, making it an excellent choice for business travelers. The property’s pet-friendly policy enhances the appeal, allowing guests to enjoy their stay without leaving their furry companions behind. The atmosphere is complemented by exquisite service and a refined ambiance that ensures a memorable stay.
2. Inn at Perry CabinOpens in a new window: This stunning 5.0-star hotel is designed for travelers who appreciate a luxurious experience while exploring the beautiful surroundings. With round-the-clock business services, multiple meeting rooms, and conference space, it caters to those who seek seamless work-life balance. The hotel also features a variety of amenities for leisure, including an on-site golf experience, ensuring guests can relax and indulge. The idyllic location and outstanding service create a perfect oasis for elevated travel experiences.
3. The Oaks WaterfrontOpens in a new window: This delightful 4.0-star bed and breakfast is a serene haven for travelers looking for a cozy, pet-friendly escape. With an emphasis on charming decor and exceptional culinary offerings, it provides a unique experience that captures the essence of relaxation. The tranquil surroundings and attentiveness to detail create an inviting atmosphere. This property stands out for its ability to combine comfort with distinctive experiences that leave a lasting impression on visitors.

Top locations to stay in Sherwood

When visiting Sherwood, Maryland, consider staying in Arundel on the Bay, St. Michaels, or Oyster Harbor. St. Michaels offers charming museums and a vibrant marina, perfect for cultural exploration. Oyster Harbor provides exciting attractions like Six Flags and Sandy Point State Park. For first-time visitors, St. Michaels is the best choice, blending history, adventure, and coastal charm.

1. St. MichaelsOpens in a new window: Nestled along the picturesque shores of the Chesapeake Bay, St. Michaels is an ideal spot for travelers seeking a charming small-town experience. With its rich maritime history, you can explore attractions like the Chesapeake Bay Maritime Museum, which showcases the region's nautical heritage. The serene marina provides opportunities for boating and enjoying the waterfront. St. Michaels also boasts a vibrant cultural scene, with venues like The Colonial Players offering engaging performances. For a bit of shopping, check out local favorites and unique finds, making this quaint town a perfect blend of relaxation and exploration.
2. Oyster HarborOpens in a new window: Oyster Harbor is a delightful destination for those looking to immerse themselves in the natural beauty of Maryland. With attractions like Sandy Point State Park, you can enjoy scenic views and outdoor activities, from hiking to picnicking. The nearby Chesapeake Bay Bridge offers a stunning backdrop for photos and a chance to appreciate the area's coastal charm. For shopping enthusiasts, the Westfield Annapolis Mall is just a short drive away, providing a range of retail options. This area combines convenience with the tranquility of coastal living, making it a great place to unwind.
3. Arundel on the BayOpens in a new window: Arundel on the Bay offers a peaceful retreat just minutes from Annapolis. This hidden gem is perfect for travelers seeking a laid-back atmosphere with close proximity to the water. Enjoy the local beaches and scenic views, ideal for a relaxing day outdoors. The community vibe here is inviting, making it a great place to connect with nature. While smaller than some nearby destinations, Arundel on the Bay is perfect for those looking to escape the hustle and bustle while still being near popular attractions.

Things to do in Sherwood

Sherwood is a nature lover's paradise, where lush forests meet serene lakes and winding rivers. Enjoy breathtaking sunsets while sailing on tranquil waters, or explore picturesque trails perfect for hiking. With its stunning beaches and vibrant marina, this destination invites outdoor enthusiasts to dive into adventure and relaxation alike.

• Chesapeake Bay Maritime MuseumOpens in a new window – Dive into the rich maritime history at the Chesapeake Bay Maritime Museum. Explore fascinating exhibits that showcase the region's connection to the water, featuring everything from traditional boats to interactive displays. Stroll along the picturesque waterfront and enjoy the serene views of the bay as you learn about the area's natural and cultural heritage.
• Tilghman Watermen’s MuseumOpens in a new window – Discover the life of watermen at the Tilghman Watermen’s Museum. This charming museum offers insights into the region's fishing culture and the challenges faced by those who make their living from the sea. Engage with local history through artifacts and stories that highlight the deep-rooted traditions of the community.
• Phillips Wharf Environmental CenterOpens in a new window – Explore the wonders of the Chesapeake Bay at Phillips Wharf Environmental Center. This center focuses on environmental education and conservation efforts, showcasing local wildlife and ecosystems. Participate in hands-on activities that connect you with the bay's natural beauty and learn about the importance of preserving this vital habitat.
• St. Michaels MuseumOpens in a new window – Step back in time at the St. Michaels Museum. This delightful museum offers a glimpse into the town's history through a variety of exhibits and artifacts. Enjoy a leisurely walk through the beautifully preserved buildings and gardens, each telling a story of the town's maritime past and its development over the years.
• Oxford MuseumOpens in a new window – Visit the Oxford Museum to uncover the rich history of this charming town. The museum showcases local artifacts and exhibits that highlight the area's maritime heritage and community life. Enjoy the peaceful surroundings as you learn about Oxford's past and its significance on the Chesapeake Bay.

5 tips for savvy savings when booking a hotel in Sherwood

1. Book for the cheapest times: The most budget-friendly time to visit Sherwood is between January and March, when hotel prices tend to be lower. For an affordable getaway, staying for at least 2 to 3 days is recommended to fully appreciate the area's key landmarks, historical sites, and cultural attractions. During your visit, you can explore the stunning natural surroundings, including picturesque islands, a charming marina, and the scenic river, all of which offer great value for money.
2. Look for last-minute deals on Hotels.com: To uncover last-minute deals to Sherwood on Hotels.com, start by exploring the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections, where you may discover discounted hotel rates as your travel date approaches. Additionally, consider enabling email alerts or push notifications from Hotels.com to keep informed about flash sales and exclusive promotions. With the Smart ShoppingOpens in a new window tool available in the app, you can compare hotel prices and amenities, ensuring you're more likely to see the best options. This way, if prices drop or rooms become available, you'll be among the first to know and can seize the opportunity for a last-minute getaway.
3. Be flexible with dates: Prices can fluctuate based on factors like the hotel's location, star rating, and the time of year, so being flexible with your travel dates might help you save on your stay at the Sherwood hotel. If you're in search of a unique experience, boutique hotels can provide a more personalized touch and may offer better value. When you book through Hotels.com, we’ll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher side, we’ll recommend more budget-friendly dates to increase your chances of finding the best deal.
4. Consider your location: Staying near major attractions or city centers can be convenient but usually tends to come with higher prices. For more affordable options, consider hotels in less central areas or neighborhoods, striking a balance between cost and accessibility to the places you want to visit. You might also look into independent hotels located a bit further out, as they can offer a more genuine and budget-friendly experience.
5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay in Sherwood. Save on over 100,000 hotels worldwide with exclusive member prices. As a member, you can quickly progress through the tiers and enjoy perks, like free room upgrades when available and food and beverage discounts at select VIP Access properties.

Best time to go to Sherwood

Sherwood experiences its lowest average temperature in January, at 36.3°F (2.4°C), while July is the hottest month, with an average temperature of 78.4°F (25.8°C). August is usually the wettest month. March to May are the peak travel months in Sherwood, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, with light rainfall. On the other hand, January, February, and November tend to be quieter times to visit, marked by light rainfall and mostly sunny conditions.