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Top hotels and accommodation in Sherwood

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
Grasonville
9.2 out of 10, Wonderful, (917)
"The hotel was nice and clean and the staff was always polite and helpful. "
United States
William
The price is NZ$203
includes taxes & fees
16 Nov - 17 Nov
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, (1000)
"Our view was spectacular and the room was immaculate. Staff was friendly and welcoming. It was close to several restaurants. "
United States
Patricia
The price is NZ$200
includes taxes & fees
18 Nov - 19 Nov
Hilton Garden Inn Kent Island Marina

Hyatt Place Kent Narrows & Marina

3.0 star property
Grasonville
9.4 out of 10, Exceptional, (652)
"My favorite hotel "
United States
Jen
The price is NZ$265
includes taxes & fees
18 Nov - 19 Nov
Hyatt Place Kent Narrows & Marina

The Westin Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1000)
"Great environment"
United States
Salvador E
The price is NZ$320
includes taxes & fees
23 Nov - 24 Nov
The Westin Annapolis

Hampton Inn & Suites Annapolis

2.5 star property
Annapolis
8.2 out of 10, Very good, (1005)
"We had a nice stay. "
United States
L Craig
The price is NZ$190
includes taxes & fees
18 Nov - 19 Nov
Hampton Inn & Suites Annapolis

Courtyard by Marriott Annapolis

3.0 star property
Annapolis
8.6 out of 10, Excellent, (1001)
"friendly staff clean room food at cafe is overpriced"
United States
Brian
The price is NZ$202
includes taxes & fees
30 Nov - 1 Dec
Courtyard by Marriott Annapolis

Holiday Inn Express Prince Frederick by IHG

2.5 star property
Prince Frederick
8.8 out of 10, Excellent, (680)
"The staff was amazing, from walking through the doors, to the cleaning staff, and the chef for breakfast, amazingly friendly and accommodating. "
United States
Torri
The price is NZ$222
includes taxes & fees
16 Nov - 17 Nov
Holiday Inn Express Prince Frederick by IHG

Crowne Plaza Annapolis by IHG

3.5 star property
Annapolis
8.8 out of 10, Excellent, (1006)
"Nice and quiet, good and clean bed, big parking lot, exellent personel, not complains."
United States
martin
The price is NZ$187
includes taxes & fees
7 Dec - 8 Dec
Crowne Plaza Annapolis by IHG

Historic Inns of Annapolis

3.5 star property
Historic District
9.0 out of 10, Wonderful, (1888)
"Excellent stay. Can’t wait to return. "
United States
Kristen
Historic Inns of Annapolis

Kent Island Resort

3.5 star property
Stevensville
9.2 out of 10, Wonderful, (123)
"Hotel was great and peaceful. This hotel was water front. Nice surroundings!! I enjoyed to stay here."
United States
Chi
The price is NZ$417
includes taxes & fees
4 Dec - 5 Dec
Kent Island Resort

DoubleTree by Hilton Hotel Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1000)
"Room was comfortable and the staff were courtesy!"
United States
Danny
The price is NZ$194
includes taxes & fees
30 Nov - 1 Dec
DoubleTree by Hilton Hotel Annapolis

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
Historic District
8.8 out of 10, Excellent, (875)
"Clean room. Friendly staff awesome location. "
United States
Brent
The price is NZ$375
includes taxes & fees
24 Nov - 25 Nov
Annapolis Waterfront Hotel, Autograph Collection

Sonesta ES Suites Annapolis

3.0 star property
Edgewater
8.8 out of 10, Excellent, (948)
"Nice breakfast, clean room, great parking"
United States
Amy
The price is NZ$168
includes taxes & fees
7 Dec - 8 Dec
Sonesta ES Suites Annapolis

SureStay by Best Western Prince Frederick

2.5 star property
Prince Frederick
7.6 out of 10, Good, (195)
"Good place to stay in the area"
United States
Eduardo
The price is NZ$144
includes taxes & fees
20 Nov - 21 Nov
SureStay by Best Western Prince Frederick

Hilton Garden Inn Annapolis

3.0 star property
Annapolis
8.2 out of 10, Very good, (1000)
"Our stay at the hotel was easy check in and check out. Quiet and great location for our stay."
United States
Patricia
The price is NZ$144
includes taxes & fees
7 Dec - 8 Dec
Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis Downtown

3.0 star property
Annapolis
8.6 out of 10, Excellent, (1007)
"Room was good, staff was accommodating. "
United States
Gabriela
The price is NZ$160
includes taxes & fees
23 Nov - 24 Nov
Hilton Garden Inn Annapolis Downtown

SpringHill Suites by Marriott Annapolis

3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1001)
"Clean room, Good breakfast and friendly staff."
United States
Margaret C
The price is NZ$204
includes taxes & fees
18 Nov - 19 Nov
SpringHill Suites by Marriott Annapolis

Rod 'N' Reel Resort

4.0 star property
Chesapeake Beach
8.4 out of 10, Very good, (1000)
"Our stay was great! No complaints at all."
United States
Diane
The price is NZ$225
includes taxes & fees
26 Nov - 27 Nov
Rod 'N' Reel Resort

The Inn at Chesapeake Bay Beach Club

4.0 star property
Stevensville
9.4 out of 10, Exceptional, (426)
"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 NZ$407
includes taxes & fees
1 Dec - 2 Dec
The Inn at Chesapeake Bay Beach Club

Village Inn Annapolis MD

2.0 star property
Annapolis
6.2 out of 10, (506)
"The property is in the perfect location for our yearly visit. It certainly could be more modern. The room was not dirty but does show some age. The staff was exceptionally friendly and everything was as it was as advertized."
United States
John
The price is NZ$167
includes taxes & fees
13 Nov - 14 Nov
Village Inn Annapolis MD
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.
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Stay near popular Sherwood attractions

Top Sherwood Hotel Reviews

More cheap accommodation in Sherwood

Find out more about Sherwood

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?
Historic Inns of Annapolis, located 17.6 mi (28.4 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 Sonesta ES Suites Annapolis and DoubleTree by Hilton Hotel Annapolis. See all available top hotels, or vacation rentals in Sherwood.
What are some of the best holiday rentals that Sherwood has to offer?
6BR Waterfront Estate | Private Dock, Firepit, Screened Porch & Beach Access: This highly rated holiday home rental in Sherwood is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Our travellers also rate Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND as a favourite home for rent in Sherwood. 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. Heated Pool- CHESAPEAKE MANSION - 12,000 SQFT/30 ACRES/HUGE POLYWOOD PLAYGROUND and Crowne Plaza Annapolis by IHG 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 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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