Sherwood Hotels from ₹7,339

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Top 10 Sherwood hotels and places to stay

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
Grasonville
9.2 out of 10, Wonderful, (930)
"nice, clean, up to date, budget friendly hotel"
United States
mike
The price is ₹7,829
₹8,691 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Annapolis East-Kent Island by IHG

Hilton Garden Inn Kent Island Marina

3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1004)
"We stayed overnight, coming to meet some people for a business meeting. Monica at the front desk provided great customer service and was extremely helpful in accommodating us. "
United States
Anthony
The price is ₹9,287
₹10,309 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Kent Island Marina

Hyatt Place Kent Narrows & Marina

3.0 star property
Grasonville
9.6 out of 10, Exceptional, (674)
"Great view, good ambiance all around"
United States
Dianne
The price is ₹10,448
₹11,597 total
includes taxes & fees
17 Dec - 18 Dec
Hyatt Place Kent Narrows & Marina

DoubleTree by Hilton Hotel Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1012)
"Great place!"
United States
Tawnya
The price is ₹7,460
₹8,505 total
includes taxes & fees
4 Jan - 5 Jan 2026
DoubleTree by Hilton Hotel Annapolis

Holiday Inn Express Prince Frederick by IHG

2.5 star property
Prince Frederick
8.8 out of 10, Excellent, (692)
"Loved it"
United States
Francisco
The price is ₹9,269
₹11,288 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Prince Frederick by IHG

The Westin Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1003)
"Spectacular "
United States
Dennis
The price is ₹13,859
₹15,799 total
includes taxes & fees
16 Dec - 17 Dec
The Westin Annapolis

Hampton Inn & Suites Annapolis

2.5 star property
Annapolis
8.2 out of 10, Very good, (1002)
"I had a great experience at my stay at Hampton "
United States
Idris O
The price is ₹7,775
₹8,864 total
includes taxes & fees
17 Dec - 18 Dec
Hampton Inn & Suites Annapolis

Crowne Plaza Annapolis by IHG

3.5 star property
Annapolis
8.8 out of 10, Excellent, (1007)
"Excellent from check in to check out, highly recommend!"
United States
Eric
The price is ₹8,729
₹9,951 total
includes taxes & fees
24 Dec - 25 Dec
Crowne Plaza Annapolis by IHG

Courtyard by Marriott Annapolis

3.0 star property
Annapolis
8.6 out of 10, Excellent, (1002)
"Wonderful stay. "
United States
Angela
The price is ₹8,738
₹9,961 total
includes taxes & fees
28 Dec - 29 Dec
Courtyard by Marriott Annapolis

Kent Island Resort

3.5 star property
Stevensville
9.2 out of 10, Wonderful, (128)
"The property is very charming and the staff was extremely attentive and friendly. It's a beautiful area. Close to Annapolis and a lot of fun things to do."
United States
Michael
The price is ₹11,491
₹15,917 total
includes taxes & fees
11 Dec - 12 Dec
Kent Island Resort

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
Historic District
8.8 out of 10, Excellent, (881)
"Great location, nice and clean "
United States
Micah
The price is ₹15,987
₹18,225 total
includes taxes & fees
15 Dec - 16 Dec
Annapolis Waterfront Hotel, Autograph Collection

SureStay by Best Western Prince Frederick

2.5 star property
Prince Frederick
7.6 out of 10, Good, (205)
"The room was great and very clean, good location and overall great and affordable we did enjoy it, thank you."
United States
Evelio
The price is ₹6,612
₹7,339 total
includes taxes & fees
10 Dec - 11 Dec
SureStay by Best Western Prince Frederick

Rod 'N' Reel Resort

4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1000)
"The hotel is beautiful I can’t wait for"
United States
Lynn
The price is ₹9,569
₹12,422 total
includes taxes & fees
7 Jan - 8 Jan 2026
Rod 'N' Reel Resort

Hyatt Regency Chesapeake Bay

4.0 star property
Cambridge
8.8 out of 10, Excellent, (1001)
"Very courteous staff."
United States
Joseph
The price is ₹15,987
₹20,575 total
includes taxes & fees
15 Dec - 16 Dec
Hyatt Regency Chesapeake Bay

Historic Inns of Annapolis

3.5 star property
Historic District
9.0 out of 10, Wonderful, (1905)
"Great staff, comfortable beds, clean rooms and perfect location "
United States
Dawn
Historic Inns of Annapolis

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
Annapolis
8.2 out of 10, Very good, (1000)
"Clean room and friendly staff! "
United States
Silvia
The price is ₹7,199
₹8,207 total
includes taxes & fees
2 Jan - 3 Jan 2026
Holiday Inn Express & Suites Annapolis by IHG

Hilton Garden Inn Annapolis

3.0 star property
Annapolis
8.2 out of 10, Very good, (1006)
"Clean room, fast and easy check in, made to order breakfast options. "
United States
Michael
The price is ₹6,846
₹7,805 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hilton Garden Inn Annapolis

Sonesta ES Suites Annapolis

3.0 star property
Edgewater
8.8 out of 10, Excellent, (960)
"Nice breakfast, clean room, great parking"
United States
Amy
The price is ₹8,189
₹9,336 total
includes taxes & fees
30 Dec - 31 Dec
Sonesta ES Suites Annapolis

The Inn at Chesapeake Bay Beach Club

4.0 star property
Stevensville
9.4 out of 10, Exceptional, (429)
"Very nice atmosphere. Fall decor, multiple outdoor fireplaces, water fountains, everything clean, tidy, cozy, and all staff professionally courteous. Just very pleasant all around."
United States
Warren
The price is ₹16,545
₹20,654 total
includes taxes & fees
14 Dec - 15 Dec
The Inn at Chesapeake Bay Beach Club

Hilton Garden Inn Annapolis Downtown

3.0 star property
Annapolis
8.6 out of 10, Excellent, (1003)
"Great value for stay with breakfast included "
United States
Aisling
The price is ₹7,127
₹8,125 total
includes taxes & fees
29 Dec - 30 Dec
Hilton Garden Inn Annapolis Downtown
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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 stays in Sherwood

Find out more about Sherwood

Top reasons to visit Sherwood

  • Scenic Outdoor Adventures: Sherwood offers beautiful waterfronts and recreational areas, perfect for nature lovers and outdoor activities.
  • Cultural Experiences: Explore local attractions such as history museums and urban parks that showcase the area's rich heritage.
  • Charming Boardwalk Strolls: Enjoy leisurely walks along the boardwalk, soaking in the picturesque views and friendly atmosphere.
  • Birdwatching Opportunities: Enthusiasts can observe diverse local wildlife, making it a delightful spot for nature observation.
  • Diverse Accommodation Options: From charming bed and breakfasts to well-appointed hotels, Sherwood caters to various preferences.

Find great hotels near Sherwood

Discover a delightful array of accommodation options in Sherwood, Maryland, catering to diverse preferences and needs. From charming bed and breakfasts to well-appointed hotels, visitors can find pet-friendly services and abundant amenities. Whether you're seeking an adventurous getaway or a relaxing beach vacation, Sherwood offers accessible hotels to ensure a comfortable stay for everyone. Experience the warmth of hospitality in this picturesque location, perfect for every traveller.

  • St Michaels Inn: Nestled 9.7km from Sherwood, St Michaels Inn caters to the needs of business travellers and outdoor enthusiasts alike. This hotel features a robust selection of business amenities, including a Conference Space, Conference Centre, and Meeting Room, making it ideal for corporate retreats. For those seeking adventure, the inn provides access to various recreational activities such as nearby hunting, hiking, biking, and fishing. With its focus on both business and adventure, St Michaels Inn is a versatile choice for your stay.
  • Rod 'N' Reel Resort: Located 20.9km from Sherwood, the Rod 'N' Reel Resort is a vibrant 3-star establishment that welcomes families and LGBTQIA travellers. This resort is perfect for those looking to indulge in adventure, offering abundant activities such as onsite fishing, personal motor watercraft rentals, and boat tours. Additionally, children will be entertained with amenities like an arcade game room and ping pong table. The inclusive atmosphere and array of recreational options make Rod 'N' Reel Resort a delightful destination for all.
  • The Tidewater Inn: Situated 20.9km from Sherwood, The Tidewater Inn exudes charm with its spa-themed, business-friendly environment. This 3-star hotel boasts a full-service spa complete with treatment rooms and hot stone massages, providing a tranquil retreat for guests. Business facilities are available, including multiple meeting rooms and a business centre, ensuring a productive stay. Outdoor activities like hiking, kayaking, and sailing are easily accessible, making The Tidewater Inn a perfect blend of relaxation and adventure for discerning travellers.

Where to stay near Sherwood

Explore the charming city of Sherwood, Maryland, where outdoor adventures and romantic getaways await. The area boasts beautiful waterfronts and a friendly atmosphere, making it perfect for family-friendly activities. Nearby, you'll uncover the historical richness and relaxing vibes of the region, ensuring a memorable visit. Enjoy sunny weather and immerse yourself in the local culture as you discover the hidden gems that Sherwood and its surroundings have to offer.

  • St. Michaels: Nestled approximately 8.0km from Sherwood, St. Michaels is a charming town known for its delightful outdoor experiences and romantic ambiance. This picturesque destination is perfect for families looking to enjoy the waterfront, with its scenic boardwalk and recreational areas. Visitors flock to its beautiful beaches and serene lakes, particularly during the peak months of April and from June to July. Whether you’re strolling along the beach or enjoying a family picnic, St. Michaels offers a refreshing escape into nature.
  • Tilghman: Located about 6.4km from Sherwood, Tilghman is a hidden gem that enchants travellers with its stunning scenery and outdoor activities. This quaint town attracts visitors from June to August, who come to revel in its pristine beaches and tranquil lakes. The inviting boardwalks and recreational areas provide an ideal setting for a romantic getaway or family adventure. With its captivating views and relaxed atmosphere, Tilghman promises a memorable experience for those seeking both relaxation and adventure.
  • Bozman: Just 4.8km from Sherwood, Bozman is a delightful town that welcomes visitors year-round, with a slight peak in interest during March and the summer months. Known for its outdoor charm and scenic beauty, Bozman is an excellent destination for those in search of romance and stunning landscapes. The area features inviting recreational spaces and boardwalks, making it an ideal spot for leisurely activities. With close proximity to beautiful beaches and lakes, Bozman offers a perfect blend of relaxation and exploration for every traveller.

Things to do near Sherwood

Sherwood, Maryland, offers a delightful blend of outdoor adventures and cultural experiences, making it perfect for romantic getaways or educational trips. Visitors can enjoy the scenic recreational areas, explore educational opportunities, and stroll along the charming boardwalk. Birdwatching enthusiasts will find plenty of opportunities to observe local wildlife, while day trips to nearby attractions can enhance your stay in this picturesque locale.

Shopping

The nearest shopping experience is at Saint Michaels Village, located 9.7km from Sherwood, offering a charming mix of family and city vibes. If you're up for a drive, the Bay Bridge Market Place Shopping Center, 19.7km away, features a variety of shops in a vibrant atmosphere.

Recreation

Hog Neck Golf Course offers a delightful golfing experience with its scenic outdoor atmosphere, perfect for sports enthusiasts. For relaxation, Talbot Massage provides rejuvenating body treatments in a tranquil setting. Experience the arts at Ballet Theater of Maryland, where culture and romance come alive through captivating dance performances.

Adventure

Chesapeake Beach Water Park, located 20.9km from Sherwood, offers thrilling water slides and family-friendly attractions for an exhilarating day. For a more tranquil experience, explore the St Michaels Nature Trail, situated 8.0km away, where you can enjoy scenic walks amidst nature's beauty. Alternatively, Annapolis Sailing School, 25.7km away, provides exciting sailing experiences on the water.

Nightlife

Experience the enchanting nightlife of Sherwood with a visit to the Avalon Theatre, a cultural gem located 20.9km away, offering romance and entertainment. For a dose of adventure, the Annapolis Bowl, 32.2km away, promises thrilling arcade fun. Alternatively, catch a film at Regal Waugh Chapel, 43.5km away, for a romantic cinema experience.

*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, Maryland, consider visiting between January and March when accommodation prices are lower. Tuesdays are the cheapest days to book, while Saturdays tend to be pricier. Use Expedia to filter for eco-friendly hotels and sort by price to find the best deals. Combine your hotel, flights, and activities for additional savings. Lastly, keep an eye out for promotions from platforms like MakeMyTrip to ensure you’re getting the best price possible.

  • 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: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and the type of hotel you wish to stay in. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To discover the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can potentially save money by combining your Sherwood hotel reservation with your flights and activities by opting for an Expedia package.

Find the best attractions near Sherwood

Sherwood is a charming destination perfect for outdoor enthusiasts and those seeking a romantic getaway. Visitors can explore local attractions such as the history museum, marina, and urban park, making it ideal for cultural experiences and family outings. With its captivating blend of nature and history, Sherwood offers a delightful escape for travellers looking to immerse themselves in its scenic beauty and rich heritage.

  • Chesapeake Bay Maritime Museum: Located 9.7km from Sherwood, this maritime museum offers a deep dive into the rich maritime culture of the Chesapeake Bay. Explore various exhibits that showcase the region’s history, boatbuilding traditions, and the lives of watermen.
  • Tilghman Watermen’s Museum: A mere 6.4km from Sherwood, this history museum celebrates the heritage of watermen on Tilghman Island. Discover fascinating displays about the local fishing industry, maritime skills, and the vibrant culture of the area.
  • Tilghman Island Marina: Just 4.8km away, this marina provides an adventurous outdoor experience. Enjoy boating, fishing, or simply relaxing by the beach while soaking in the beautiful views of the Chesapeake 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

To reach Sherwood, Maryland, you can fly into several major airports. Washington, DC (DCA-Ronald Reagan Washington National) is 62.8km away, with nearby hotels like the 5-star InterContinental Washington D.C. - The Wharf, 3.2km from the airport, offering convenient access. Baltimore, MD (BWI-Baltimore Washington International Thurgood Marshall) is 54.7km away, featuring luxurious options such as the Sagamore Pendry Baltimore, 12.9km from the airport, which provides airport shuttle services. Lastly, Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional) is located 53.2km from Sherwood, with 3-star hotels like Country Inn & Suites nearby, ensuring accessible transport to the airport.

Frequently asked questions

Where is the best place to stay in Sherwood?
Crowne Plaza Annapolis by IHG, located 19.7 mi (31.7 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 DoubleTree by Hilton Hotel Annapolis. See all available top hotels, or 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?
Crowne Plaza Annapolis by IHG: Hotel located near U.S. Naval Academy. Features free self parking, an indoor pool and complimentary wireless Internet access. Sonesta ES Suites 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 Knapp's Narrows Marina & Inn and Goat Island. You'll also find St. Michaels Winery and St. Michaels Marina 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.

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