Hotels in Sherwood

Free cancellation options if plans change

Unlock travel rewards with One Key

Save more with Member Prices

Check prices for these dates

Next weekend
In two weeks

Where to stay in Sherwood?

Create new moments at Sherwood hotels

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top landmarks in Sherwood

Goat Island

Goat Island

Goat Island is 1.5 mi (2.4 km) from central Sherwood, why not stop by during your stay.

Back Creek Community Park

Back Creek Community Park

Back Creek Community Park is worth a visit, located 2.8 mi (4.5 km) from central Sherwood.

Check out reviews of Sherwood hotels guests love

Frequently asked questions

How much does a hotel room cost in Sherwood?
You can choose a great hotel in Sherwood from $89 with properties to suit all budgets and needs. To find an affordable hotel in Sherwood that meets all of your requirements, just apply filters on Hotels.com, and sort hotels by "Price: low to high". If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Sherwood hotels?
Members can save up to 20% on select hotels in Sherwood. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Sherwood hotels with free cancellation?
It's easy to book a refundable Sherwood hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Many hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some top pet-friendly hotels in Sherwood?
Our travelers' top pet-friendly hotels in Sherwood include:You can check "Pet friendly" on the Hotels.com "Amenities" filter in your search to find even more pet-friendly hotels in Sherwood.
What are some of the best Sherwood hotels with free parking?
If you're arriving by car, choosing a great Sherwood hotel with free parking is a plus. Our travelers' favorites include:
What are some popular hotels in central Sherwood?
For hotels in central Sherwood, check out The Tilghman Island Inn and Inn at Perry Cabin. Travelers love The Tilghman Island Inn for its location, as well as the seasonal outdoor pool, restaurant and bar/lounge this inn offers. Inn at Perry Cabin is another popular central hotel with an outdoor pool, a full-service spa and a hot tub.
Are all taxes and fees included in the Sherwood hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
What hotels do travelers recommend in Sherwood?
Guests like St Michaels Inn.
Can I book a refundable hotel in Sherwood?
If you're looking for the flexibility to change your plans to Sherwood, most properties offer refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Sherwood if I want a vacation home instead of a traditional hotel?
You'll find 6 vacation homes on our site.
What will the weather in Sherwood be like during my vacation?
The warmest months in Sherwood are usually July and August with an average temp of 75°F. January and February are the chilliest months when the average temp is 41°F. The rainiest months are August and October.
Why should I book my Sherwood accommodation with Hotels.com?
There are plenty of reasons to book your Sherwood travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Sherwood

Find out more about Sherwood

Discover the Untamed Beauty of Sherwood: A Hidden Haven of Nature and Adventure

Escape to Sherwood, Maryland, a hidden gem that beautifully blends nature and tranquility. Nestled by the shimmering waters of the Chesapeake Bay, this serene destination offers lush landscapes, vibrant marinas, and picturesque river views. Explore the enchanting Sherwood Forest, where winding trails invite peaceful hikes and wildlife encounters. Enjoy leisurely afternoons by the water, perfect for kayaking or picnicking. With its charming, off-the-beaten-path vibe, Sherwood is ideal for romantic getaways or family adventures, promising unforgettable memories in a serene natural setting. Experience the captivating allure of Sherwood, where nature and relaxation await.

Discover great hotels in Sherwood

Sherwood, Maryland offers a variety of hotel accommodations that cater to different tastes and budgets. From cozy inns to more upscale options, visitors can find comfortable stays surrounded by natural beauty. Enjoy easy access to local attractions while experiencing the charm of this quaint destination. Here are some of the most popular hotels with our travelers in Sherwood:

  1. Knapps Narrows Marina & InnOpens in a new window: Knapps Narrows Marina & Inn is a charming 3.0-star hotel that offers a delightful experience for leisure travelers seeking comfort and relaxation. With complimentary breakfast options and a variety of dining choices, guests can start their day off right. The hotel features a range of exciting recreational activities such as sailing, kayaking, and boat tours, allowing guests to fully immerse themselves in the beautiful surroundings. Entertainment is abundant with modern amenities like flat-screen televisions and cable options. The scenic bay location provides a picturesque backdrop, making Knapps Narrows Marina & Inn a perfect choice for those looking to unwind while enjoying the natural beauty of Sherwood.
  2. The Tilghman Island InnOpens in a new window: The Tilghman Island Inn is an inviting 3.5-star inn that caters to adventurous and romantic travelers seeking unique experiences. This property provides an array of exhilarating activities, including canoeing, motorboating, and kayaking, ensuring guests are never short of excitement. The inn's romance packages, complete with champagne service, create unforgettable moments for couples. Guests also have access to outdoor seasonal pools and shared amenities that foster relaxation and connection. With a welcoming atmosphere perfect for LGBTQIA travelers, The Tilghman Island Inn is the ideal getaway for those looking to blend adventure with romance in a thoughtfully designed setting.
  3. Wades Point InnOpens in a new window: Wades Point Inn is a delightful 3.0-star hotel that is perfect for beach lovers and those seeking a refreshing escape. With direct access to the beach, guests can enjoy sun-soaked days by the water. The hotel also features multiple meeting rooms, making it suitable for business travelers who desire a beach-themed experience. The well-designed architecture and inviting ambiance create a relaxing environment for guests to unwind after a day of work or leisure. Wades Point Inn stands out for its combination of beautiful beach access and amenities that cater to both leisure and business needs, ensuring a memorable stay in Sherwood.

Top locations to stay in Sherwood

When visiting Sherwood, Maryland, consider staying in St. Michaels, North Beach, or Tilghman. St. Michaels is perfect for boating enthusiasts, North Beach offers charming museums and coastal vibes, while Tilghman is ideal for those seeking island getaways and natural beauty. For first-time visitors, St. Michaels is the best choice, combining waterfront charm with various activities.

  1. St. MichaelsOpens in a new window: St. Michaels is a charming waterfront town that offers a delightful mix of relaxation and adventure. Known for its boating and water activities, it's a perfect spot for those who love being on the water. The picturesque harbor is lined with quaint shops and galleries, making it easy to spend a leisurely afternoon exploring local crafts. Don’t miss the Chesapeake Bay Maritime Museum, which provides fascinating insights into the region's maritime history. The town also hosts various festivals and events throughout the year, adding to its vibrant atmosphere. Whether you’re enjoying a boat ride or strolling along the scenic streets, St. Michaels is a fantastic place to unwind.
  2. North BeachOpens in a new window: North Beach is a vibrant seaside town that brings together the charm of the waterfront with a lively cultural scene. Perfect for families and beach lovers, this area boasts a beautiful boardwalk and sandy beaches ideal for sunbathing or picnicking. The town is also home to several museums that celebrate local history and art, making it a great spot for cultural exploration. Enjoy outdoor concerts and events during the summer months, adding to the lively community vibe. With its friendly atmosphere and variety of activities, North Beach offers a fun-filled getaway.
  3. TilghmanOpens in a new window: Tilghman is a serene island destination that captures the essence of coastal living. With its stunning views of the Chesapeake Bay, it’s an ideal spot for those looking to escape the hustle and bustle. The island is particularly known for its natural beauty, perfect for leisurely bike rides and peaceful walks. Explore the local seafood scene, which showcases the freshest catches right from the bay. Additionally, Tilghman has a laid-back atmosphere, making it perfect for relaxation and enjoying the simple pleasures of life by the water.

Things to do in Sherwood

Sherwood enchants visitors with its stunning natural landscapes, featuring serene beaches, lush forests, and sparkling rivers. Travelers can enjoy sailing on tranquil waters, hiking through scenic trails, or unwinding while watching breathtaking sunsets. This destination offers a perfect blend of relaxation and outdoor fun, making it an irresistible getaway.

  • Chesapeake Bay Maritime MuseumOpens in a new window – Dive into maritime history as you explore the exhibits showcasing the rich heritage of the Chesapeake Bay. Discover everything from historic boats to engaging displays that celebrate the region's connection to the water.
  • Shadyside ParkOpens in a new window – Enjoy a leisurely stroll or a picnic in this urban oasis, where lush greenery and serene pathways invite you to relax. It's an ideal spot for families to play or for anyone looking to unwind amidst nature.
  • Breezy Point BeachOpens in a new window – Settle in for a day of sun and surf at this inviting beach. Enjoy swimming, beachcombing, or simply soaking up the rays on the sandy shore while listening to the gentle waves of the bay.
  • Rod n Reel Charter FishingOpens in a new window – Cast your line and reel in the big catch with a charter fishing experience. Whether you’re a seasoned angler or a beginner, the friendly crew will ensure a fun and memorable day on the water.
  • Chesapeake Bay Environmental CenterOpens in a new window – Discover the beauty of the local ecosystem through trails, exhibits, and educational programs. Engage with nature as you explore the wetlands and learn about the vital role they play in maintaining the bay's health.

5 tips for savvy savings when booking a hotel in Sherwood

  1. Book for the cheapest times: The most affordable time to visit Sherwood is from January to March, when hotel prices are lower. A stay of at least 2 to 3 days is recommended for discovering the area's key landmarks and cultural attractions. Visitors can enjoy activities like sailing along the river, taking in stunning sunsets, exploring picturesque islands, and experiencing the local marina scene. The friendly people and budget-friendly dining options further enhance the experience, making it great value for money while immersing yourself in the rich history and natural beauty of Sherwood.
  2. Look for last-minute deals on Hotels.com: To find last-minute deals to Sherwood, start by exploring the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you may discover discounted hotel rates as your travel date approaches. Additionally, enabling email alerts or push notifications can keep you informed about flash sales and special promotions, helping you stay updated on price drops or availability for your favorite hotels. You can also use Smart ShoppingOpens in a new window within the app to compare hotel prices and amenities, increasing your chances of booking an affordable 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 may help you save on your stay at the Sherwood hotel. If you're seeking a distinctive experience, boutique hotels often provide a more personalized touch and can sometimes offer better value. When you book through Hotels.com, we’ll inform you if the price for your chosen dates is above or below the average. If the price is on the higher side, we'll suggest alternative dates that could be more affordable, increasing the likelihood that you'll get a great deal.
  4. Consider your location: Staying near major attractions or downtown areas can be convenient, but it often comes with a higher price tag. To find more affordable options, consider hotels in neighborhoods that are a bit farther out, striking a balance between cost and accessibility to the sites you want to visit. You might also look into independent hotels located further away, as they usually tend to be more affordable and can offer a more authentic experience.
  5. Become a Member: Join for free and start planning your next getaway in Sherwood! As a member, you’ll unlock exclusive access to over 100,000 hotels worldwide, all at special member prices. Enjoy the benefits of fast-tracking through membership tiers, which can lead to perks such as complimentary room upgrades (when available) and discounts on food and beverages at select VIP Access properties. Don’t miss out on these fantastic savings and rewards—sign up today!

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, accompanied by light rainfall. On the other hand, February tend to be quieter times to visit, marked by light rainfall and mostly sunny conditions.

If you're looking for a place to get away, look no further than Sherwood. Whether you're planning to stay for a night or for the week, the area around Sherwood has accommodations to fit every need. Search for hotels in Sherwood with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Sherwood hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Sherwood hotel deals are here with our lowest price guarantee.

Keep exploring

Keep exploring