Search Sherwood hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Sherwood hotels

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (869 reviews)
"We came in for the weekend and stayed for a family get together, had our 1 year old son. Property was quiet & the staff was nice. We had multiple family members staying so they put us all near each other which was a nice surprise and we all appreciated that."
United States
Kristina
The price is NZ$177
includes taxes & fees
18 May - 19 May
Quality Inn

SureStay by Best Western Prince Frederick

SureStay by Best Western Prince Frederick
2.5 star property
Prince Frederick
7.6 out of 10, Good, (245 reviews)
"Great staff and Room was very clean. Me and my wife enjoyed it. We will definitely be back."
United States
James
The price is NZ$148
includes taxes & fees
17 May - 18 May
SureStay by Best Western Prince Frederick

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (906 reviews)
"Breakfast menu had a great variety and was fresh. "
United States
Timothy
The price is NZ$200
includes taxes & fees
18 May - 19 May
Quality Inn Grasonville near Kent Island

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,001 reviews)
"Everything about this hotel was excellent and I would highly recommend staying here"
United States
David
The price is NZ$203
includes taxes & fees
17 May - 18 May
Best Western Plus Easton Inn & Suites

Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG
2.5 star property
Cambridge
8.8 out of 10, Excellent, (778 reviews)
"I checked in on Friday, May 8th between 5-6PM. The woman working the front desk was one of the nicest I’ve come across in the industry. Plenty of parking, convenient location, and the property was clean."
United States
Kayla
The price is NZ$246
includes taxes & fees
19 May - 20 May
Holiday Inn Express Cambridge by IHG

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,002 reviews)
"It is a nice Hotel."
United States
Dale
The price is NZ$211
includes taxes & fees
17 May - 18 May
Best Western Kent Narrows Inn

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,004 reviews)
"Nice location "
United States
Duan
The price is NZ$276
includes taxes & fees
25 May - 26 May
Rod 'N' Reel Resort

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,002 reviews)
"We had a lovely stay and would go back again! Pleasant staff and a short ride to everything."
United States
JoAnn
The price is NZ$219
includes taxes & fees
1 June - 2 June
St Michaels Inn

Sandaway Suites & Beach

Sandaway Suites & Beach
3.0 star property
Oxford
9.4 out of 10, Exceptional, (160 reviews)
"The rooms were so thoughtfully laid out. Coffee and a breakfast goodie bag was delivered in a thermos each morning. Great view of the water. Looking forward to staying here again!"
United States
Caitlin
The price is NZ$356
includes taxes & fees
31 May - 1 June
Sandaway Suites & Beach

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.2 out of 10, Wonderful, (137 reviews)
"Very nice room and wonderful stay."
United States
Julie
The price is NZ$339
includes taxes & fees
26 May - 27 May
Kent Island Resort

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (879 reviews)
"Enjoyable stay great location!"
United States
Michelle
The price is NZ$338
includes taxes & fees
15 June - 16 June
The Tidewater Inn

Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
2.5 star property
Easton
6.6 out of 10, (392 reviews)
"Love overnight staff"
United States
Ivvory
The price is NZ$151
includes taxes & fees
27 May - 28 May
Econo Lodge Easton Route 50

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (134 reviews)
"We really enjoyed our stay at The Parsonage. The property and room were kept well. The staff were sweet and attentive. Very good location as far as walking distance to shops, restaurants and the waterfront area. I would certainly return and certainly recommend to anyone visiting St. Michael’s. "
United States
Katie
The price is NZ$465
includes taxes & fees
19 May - 20 May
Parsonage Inn

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (245 reviews)
"Great stay in a quiet area"
United States
Mehran
The price is NZ$206
includes taxes & fees
24 May - 25 May
Candlewood Suites Annapolis by IHG

Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
3.0 star property
Easton
9.0 out of 10, Wonderful, (604 reviews)
"Very friendly and helpful staff."
United States
Andrew
The price is NZ$272
includes taxes & fees
28 May - 29 May
Holiday Inn Express Easton by IHG

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,003 reviews)
"Older Hotel but clean and staff was great."
United States
Gregory
The price is NZ$165
includes taxes & fees
31 May - 1 June
Best Western Annapolis

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very good, (1,002 reviews)
"Breakfast was excellent and parking was convenient and safe"
United States
Paul
The price is NZ$172
includes taxes & fees
27 May - 28 May
Hilton Garden Inn Annapolis

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (443 reviews)
"Wonderful rooms and many amenities."
United States
Gene
The price is NZ$463
includes taxes & fees
27 May - 28 May
The Wildset

Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (568 reviews)
"I have enjoyed Hampton Inns for years and this was no exception. The room and service were exceptional."
United States
Matthew
The price is NZ$238
includes taxes & fees
28 May - 29 May
Hampton Inn Easton

The Inn at Tacaro Estate

The Inn at Tacaro Estate
5.0 star property
Tracys Landing
9.6 out of 10, Exceptional, (15 reviews)
"An amazing breakfast. The home is decorated beautifully"
United States
James
The price is NZ$531
includes taxes & fees
17 May - 18 May
The Inn at Tacaro Estate
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.
Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Sherwood attractions

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.

Gardens and large home at Sherwood Gardens Park, in Baltimore, M

Top Sherwood Hotel Reviews

More cheap accommodation in Sherwood

Find out more about Sherwood

Top reasons to visit Sherwood

  • Outdoor Adventures: Sherwood offers scenic walks, recreational areas, and excellent golf courses for adventure enthusiasts.
  • Romantic Getaways: The picturesque setting makes it ideal for couples seeking a charming escape.
  • Cultural Experiences: Discover local attractions like history museums and urban parks for a taste of the region's heritage.
  • Beautiful Gardens: Explore the nearby Queenstown Gardens, perfect for relaxation and enjoying nature.
  • Comfortable Accommodations: Choose from quaint bed & breakfasts to pet-friendly hotels for a welcoming stay.

Find great hotels near Sherwood

Explore a variety of comfortable accommodation options in Sherwood, Maryland, perfect for your vacation. Choose from quaint bed & breakfasts or welcoming hotels that cater to pet-friendly needs and adventurous beach getaways. Whether you’re seeking a relaxing retreat or a friendly atmosphere, Sherwood has the ideal lodging to enhance your travel experience.

  • St Michaels Inn: Nestled 9.7km from Sherwood, St Michaels Inn is the perfect retreat for adventurous souls and business travellers alike. This hotel caters to those seeking a blend of adventure and professional amenities. The property boasts several business facilities, including a well-equipped meeting room, conference centre, and conference space. For the adventurous, there are numerous recreation opportunities nearby such as bicycle rentals, fishing, hiking, and hunting. Guests appreciate the convenience of being close to nature while having access to essential business services, making it an ideal choice for a dynamic vacation experience.
  • Rod 'N' Reel Resort: Located 20.9km from Sherwood, the Rod 'N' Reel Resort is a 3-star haven for those who love nature and adventure while needing business amenities. This vibrant resort features multiple meeting rooms and conference spaces, ensuring that business needs are met without sacrificing leisure. Guests can indulge in onsite boat tours and fishing, or explore hiking and biking trails in the vicinity. With facilities like a fish cleaning table and personal motor watercraft available, this resort is a popular choice for those seeking both relaxation and adventure in a beautiful natural setting.
  • The Tidewater Inn: A charming 3-star establishment situated 20.9km from Sherwood, The Tidewater Inn is perfect for those seeking a unique blend of business, adventure, and spa experiences. With multiple meeting rooms and a comprehensive business centre, it caters to professional needs while offering a full-service spa for ultimate relaxation. Adventure seekers can enjoy activities such as kayaking, sailing, and boat tours nearby. Guests rave about the spa's treatment rooms and massage services, making it a top choice for a rejuvenating getaway that combines work and leisure seamlessly.

Where to stay near Sherwood

Sherwood, Maryland, offers a delightful blend of outdoor adventures and romantic getaways, perfect for any traveller. With its stunning scenery and friendly locals, visitors can explore nearby towns and enjoy a family-friendly atmosphere. Experience the historical charm and relaxing vibe of the region, all under sunny skies. Whether you're wandering through charming neighbourhoods or soaking in the local culture, Sherwood promises an unforgettable holiday experience reminiscent of the breathtaking landscapes of Queenstown, New Zealand.

  • St. Michaels: Nestled about 8.0km from Sherwood, St. Michaels is a charming town known for its picturesque waterfront and vibrant outdoor activities. This quaint city experiences moderately seasonal traveller numbers, peaking in April and from June to July, making it a bustling spot during those months. Visitors flock to St. Michaels for romantic getaways and family-friendly adventures, enjoying its scenic boardwalk and recreational areas. Key attractions include lovely beaches and serene lakes, perfect for a day of sun and fun. The welcoming atmosphere and local eateries add to the charm, ensuring a delightful experience.
  • Tilghman: Located a mere 6.4km from Sherwood, Tilghman offers a unique blend of scenic beauty and outdoor enjoyment. This small city sees its visitor numbers peak during the summer months, particularly from June to August, attracting those who appreciate nature and tranquillity. Known for its stunning views and romantic settings, Tilghman provides ample opportunities for outdoor activities along its beautiful beaches and lakes. With a relaxed vibe and local events, it’s an excellent spot for travellers seeking picturesque landscapes and memorable experiences.
  • Bozman: Just 4.8km from Sherwood, Bozman is a hidden gem that captivates visitors year-round with minimal seasonal fluctuations in traveller arrivals. The town sees a spike in visitors during March and from June to July, drawing those interested in outdoor pursuits and scenic experiences. Bozman offers easy access to beautiful beaches and recreational areas, making it ideal for a relaxing escape. With its charming atmosphere and natural beauty, Bozman is perfect for those looking to connect with nature while enjoying a peaceful getaway.

Things to do near Sherwood

Sherwood, Maryland, is perfect for outdoor and romantic getaways, offering a blend of culture and nature. Visitors can explore scenic walks, enjoy the recreational area, and take in the sights along the boardwalk. For those interested in golf, there are excellent courses available. Whether you're keen on sightseeing or simply relaxing in a picturesque setting, Sherwood provides a charming escape.

Shopping

For a delightful shopping experience in Sherwood, visit Saint Michaels Village, a vibrant shopping centre just 9.7km away. If you're up for a drive, Easton Cycle and Sport, located 22.5km away, offers a unique selection, and the Bay Bridge Market Place Shopping Center, 19.7km away, features entertainment and family-friendly vibes.

Recreation

At Hog Neck Golf Course, enjoy a round of golf surrounded by beautiful landscapes, perfect for outdoor enthusiasts. Talbot Massage offers soothing body treatments that promote wellness and relaxation, while the Ballet Theater of Maryland provides a cultural experience filled with dance, romance, and entertainment.

Adventure

Chesapeake Beach Water Park offers thrilling water slides and family-friendly entertainment, perfect for a fun-filled day 20.9km from Sherwood. Explore the scenic St Michaels Nature Trail, a 8.0km journey ideal for outdoor enthusiasts seeking adventure. For water sports, join Annapolis Sailing School, located 25.7km away, for exhilarating sailing experiences.

Nightlife

A night in Sherwood offers a trip to the Avalon Theatre for a dose of culture and romance, or venture to Annapolis Bowl for some thrilling arcade fun. For a cinematic experience, Regal Waugh Chapel provides the perfect blend of entertainment and romance, making it a memorable evening out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Sherwood

For a budget-friendly trip to Sherwood, consider visiting between January and March when accommodation prices are lower, especially on Tuesdays. Avoid Saturdays to save on costs. Use Expedia’s search tool to find the best deals by sorting prices and selecting Eco-certified hotels for sustainable options. Combine your hotel, flights, and activities for additional savings through package deals. Look out for free activities in the area to further stretch your budget while enjoying the local culture.

  • 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: Expedia’s search tool lets you tailor your travel plans by choosing your budget, desired location, and other preferences. You can easily organise your search results to display prices from lowest to highest, ensuring you find the most affordable accommodation first. Additionally, you have the option to refine your choices by hotel type; for instance, selecting the Eco-certified filter will show you a range of sustainable and environmentally-friendly hotels available for booking.
  • Consider bundling your trip: Consider saving some cash by combining your Sherwood hotel booking with your flights and activities through an Expedia package deal.

Find the best attractions near Sherwood

Sherwood, Maryland, offers a delightful mix of outdoor adventures, romantic spots, and cultural experiences for all types of travellers. Visit local attractions such as the history museum, marina, and urban park, perfect for family outings or a leisurely stroll. Don’t miss exploring the beautiful Queenstown Gardens nearby, adding a touch of nature to your holiday. Sherwood is sure to provide a memorable experience for every visitor.

  • Chesapeake Bay Maritime Museum: Located 9.7km from Sherwood, this maritime museum offers a deep dive into the rich maritime heritage of the region. Explore exhibits showcasing the traditional boat-building techniques and the cultural significance of the Chesapeake Bay.
  • Tilghman Watermen’s Museum: Situated 6.4km from Sherwood, this history museum celebrates the lives of local watermen. Experience the unique culture and traditions of the area's fishing community through fascinating displays and stories.
  • Tilghman Island Marina: Just 4.8km from Sherwood, this marina is the perfect spot for outdoor adventures. Enjoy activities such as boating, fishing, and beach relaxation while soaking up the picturesque views of the bay.

Best time to go to Sherwood

The best time to visit Sherwood can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Sherwood falls in July, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Sherwood falls in January, 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

For your visit to Sherwood, Maryland, you can fly into three major airports. Washington, DC (DCA-Ronald Reagan Washington National) is 62.8km away, with nearby 5-star options like the InterContinental Washington D.C. - The Wharf and Salamander Washington DC, both 3.2km from the airport. Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) is 54.7km away, featuring luxurious hotels such as Sagamore Pendry Baltimore, which offers an airport shuttle service. Lastly, Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional) is 53.2km distant, with more budget-friendly choices like Country Inn & Suites by Radisson, just 3.2km from the airport.

Frequently asked questions

Where is the best place to stay in Sherwood?
DoubleTree by Hilton Hotel Annapolis, located 19.5 mi (31.4 km) from the heart of Sherwood, is a top choice for your stay, based on our traveller data. Two other choices for your stay in the area are Historic Inns of Annapolis and Sonesta ES Suites Annapolis. See all available top hotels, or vacation rentals in Sherwood.
What are some of the best holiday rentals that Sherwood has to offer?
NEW! Charming Farm House in Historic Kent Island: This holiday home rental outside of Sherwood is located on a river, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. See all vacation rentals in Sherwood.
If I need to cancel my hotel reservation in Sherwood, will I receive a refund?
Yes, most hotel reservations are fully refundable as long as you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you might still have the option to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Sherwood.
What's the best dog-friendly place to stay in Sherwood?
Lowes Wharf Marina Inn is a top inn for people travelling 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?
Sonesta ES Suites Annapolis: Provides buffet, a seasonal outdoor pool and complimentary wireless Internet access. Courtyard by Marriott Annapolis and Hyatt Regency Chesapeake Bay are a couple of other choices with an on-site pool. View all hotels with pools in Sherwood.
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 accommodation options to choose from. Find out more about Sherwood.
What are the top places to visit in Sherwood?
A couple of favourite places to visit are Goat Island and Knapp's Narrows Marina & Inn. You'll also find Tilghman Island Marina and St. Michaels Winery in the area. Take a look at what more there is to see and do in Expedia's Sherwood guide.
What's the seasonal weather like in Sherwood?
The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Sherwood is 1341 mm.

Explore a world of travel with Expedia