A large brick house with a green roof, surrounded by lush gardens and trees.

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

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Sherwood hotels

Cambridge Inn

Cambridge Inn
2.0 star property
Cambridge
5.4 out of 10, (578 reviews)
"An adequate hotel that provides the bare minimum. Staff is efficient and friendly ."
United States
Kevin
The price is P4,607
P5,114 total
includes taxes & fees
Jul 5 - Jul 6
Cambridge Inn

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (929 reviews)
"Room was clean and staff took very good care of us"
United States
Carol
The price is P6,143
P6,819 total
includes taxes & fees
Jul 20 - Jul 21
Quality Inn Grasonville near Kent Island

SureStay by Best Western Prince Frederick

SureStay by Best Western Prince Frederick
2.5 star property
Prince Frederick
7.6 out of 10, Good, (273 reviews)
"Very clean and neat, great price and location. Very close to lots of good eats and beautiful area to explore."
United States
Shawn
The price is P4,853
P5,387 total
includes taxes & fees
Jul 6 - Jul 7
SureStay by Best Western Prince Frederick

Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG
2.5 star property
Cambridge
8.8 out of 10, Excellent, (786 reviews)
"Our room was very clean and comfortable, the staff were excellent, and the breakfast was great."
United States
Michael
The price is P8,600
P9,546 total
includes taxes & fees
Aug 2 - Aug 3
Holiday Inn Express Cambridge by IHG

Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
2.5 star property
Easton
6.6 out of 10, (393 reviews)
"Easy check in, clean and comfortable room. "
United States
michael
The price is P5,251
P5,777 total
includes taxes & fees
Jul 16 - Jul 17
Econo Lodge Easton Route 50

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
3.0 star property
Easton
9.6 out of 10, Exceptional, (378 reviews)
"Had a short stay in Easton to visit family. The hotel and staff were wonderful. Breakfast was decent. I would recommend this hotel and plan to stay here in future."
United States
Linda
The price is P8,302
P9,132 total
includes taxes & fees
Jul 26 - Jul 27
Fairfield Inn & Suites by Marriott Easton

Village Inn Annapolis MD

Village Inn Annapolis MD
2.0 star property
Annapolis
6.2 out of 10, (508 reviews)
"The room was very nice, clean and quiet. Great location"
United States
William
The price is P5,099
P5,812 total
includes taxes & fees
Jul 8 - Jul 9
Village Inn Annapolis MD

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (896 reviews)
"A good value."
United States
Alexander
The price is P6,213
P6,835 total
includes taxes & fees
Jul 26 - Jul 27
Quality Inn

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 P8,538
P9,392 total
includes taxes & fees
Jul 6 - Jul 7
Best Western Plus Easton Inn & Suites

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,004 reviews)
"Great location, modern rooms compared to area offerings."
United States
Shruti
The price is P6,450
P7,095 total
includes taxes & fees
Jul 13 - Jul 14
St Michaels Inn

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (779 reviews)
"Great Stay!!"
United States
Richard
The price is P10,934
P12,137 total
includes taxes & fees
Jul 26 - Jul 27
Hyatt Place Kent Narrows & Marina

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,005 reviews)
"Good hotel for the price"
United States
Brenda
The price is P7,690
P8,536 total
includes taxes & fees
Jul 13 - Jul 14
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, (1,005 reviews)
"Awesome spot and room, nice walking distance from multiple places"
United States
Travis
The price is P11,002
P14,258 total
includes taxes & fees
Jul 7 - Jul 8
Rod 'N' Reel Resort

Holiday Inn Express Prince Frederick by IHG

Holiday Inn Express Prince Frederick by IHG
2.5 star property
Prince Frederick
8.8 out of 10, Excellent, (736 reviews)
The price is P7,003
P8,455 total
includes taxes & fees
Jul 23 - Jul 24
Holiday Inn Express Prince Frederick by IHG

Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (574 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 P7,855
P8,641 total
includes taxes & fees
Aug 2 - Aug 3
Hampton Inn Easton

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,005 reviews)
"The staff was great, nice hotel bar and the location was close to everything!"
United States
Diane
The price is P5,848
P6,667 total
includes taxes & fees
Jul 5 - Jul 6
DoubleTree by Hilton Hotel Annapolis

Kent Island Resort

Kent Island Resort
3.5 star property
Stevensville
9.4 out of 10, Exceptional, (152 reviews)
"It was such a lovely quaint resort. I loved everything about staying there. Thank you."
United States
Sue
The price is P8,922
P11,969 total
includes taxes & fees
Jul 5 - Jul 6
Kent Island Resort

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (491 reviews)
"absolutely perfect for this traveler!"
United States
BENNY
The price is P14,872
P16,954 total
includes taxes & fees
Jul 7 - Jul 8
Anchored Inn at Hidden Harbour Marina

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,001 reviews)
"The hotel was clean and looked nice, the bed was very soft in the middle and uncomfortable and the $14 breakfast was no where near worth it."
United States
Sandy
The price is P9,520
P10,567 total
includes taxes & fees
Jul 19 - Jul 20
Hilton Garden Inn Kent Island Marina

Red Roof Inn Annapolis

Red Roof Inn Annapolis
2.0 star property
Annapolis
7.2 out of 10, Good, (449 reviews)
"I am a repeat customer at this location. Staff is always personable and helpful."
United States
John
The price is P5,037
P5,742 total
includes taxes & fees
Jul 5 - Jul 6
Red Roof Inn Annapolis
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.

A large brick house with a green roof, surrounded by lush gardens and trees.

Top Sherwood Hotel Reviews

More cheap stays in Sherwood

Find out more about Sherwood

Top reasons to visit Sherwood

  • Scenic Outdoor Adventures: Experience the natural beauty of the Eastern Shore with various outdoor activities and stunning river views.
  • Charming Local Hangouts: Enjoy vibrant shopping centres and friendly local spots perfect for relaxation and socialising.
  • Cultural Attractions: Explore history museums and urban parks that offer enriching experiences for families and culture enthusiasts.
  • Romantic Atmosphere: Witness breathtaking sunsets that create a lovely backdrop for romantic escapades.
  • Diverse Accommodation: Choose from charming bed and breakfasts to comfortable hotels, ensuring a pleasant stay for every traveller.

Find great hotels near Sherwood

Discover a delightful range of accommodation options in Sherwood, Maryland, from charming bed and breakfasts to comfortable hotels. Ideal for every traveller, these lodgings offer essential amenities such as free Wi-Fi, pet-friendly policies, and meeting rooms. Whether you seek adventure or a relaxing beach holiday, Sherwood's hotels cater to your every need, ensuring a memorable stay in this picturesque locale.

  • St Michaels Inn: Nestled 9.7km from Sherwood, St Michaels Inn offers a vibrant adventure-themed experience for travellers seeking both leisure and business opportunities. This hotel boasts an array of adventure sports and recreational activities, making it the perfect base for those looking to explore the great outdoors. Guests can enjoy nearby fishing, hiking, and biking, or rent a bicycle for their own explorations. With its emphasis on adventure, St Michaels Inn ensures a memorable stay for active visitors.
  • Rod 'N' Reel Resort: Situated 20.9km from Sherwood, the Rod 'N' Reel Resort is a welcoming haven for nature enthusiasts and the LGBTQIA community. This 3-star resort embodies a nature-themed experience, offering a range of adventure sports both onsite and nearby. Guests can embark on boat tours, enjoy kayaking, or take advantage of the fish cleaning table. The resort's commitment to inclusivity and adventure makes it an excellent choice for those looking to connect with nature while enjoying a warm, welcoming atmosphere.
  • The Tidewater Inn: Located 20.9km from Sherwood, The Tidewater Inn is a charming spa-themed retreat that caters to both business travellers and adventure seekers. This 3-star hotel features a full-service spa, offering various treatments including deep tissue massages and facials, ensuring ultimate relaxation after a day of exploration. Guests can indulge in nearby activities such as sailing, hiking, and kayaking, or unwind by the pool. The Tidewater Inn seamlessly blends relaxation with adventure, making it an ideal choice for a rejuvenating stay.

Where to stay near Sherwood

Sherwood, Maryland, offers a delightful blend of outdoor adventures and romantic escapes. Visitors can explore the scenic beauty of the Eastern Shore, enjoy local hangouts with friendly people, and take in stunning river views. As the sun sets, the atmosphere transforms, providing a perfect backdrop for relaxation and family-friendly activities. Discover historical gems and experience the warmth of Sherwood's community, making your vacation truly memorable.

  • St. Michaels: Nestled approximately 8.0km from Sherwood, St. Michaels is a charming waterfront town that beautifully balances relaxation and exploration. Known for its romantic ambiance, visitors flock here particularly in April and during the summer months of June and July. The outdoor experiences are abundant, with a scenic boardwalk that invites leisurely strolls and recreational areas perfect for family outings. Highlights include the picturesque beaches and serene lakes, making it an ideal spot for those looking to unwind and connect with nature.
  • Tilghman: Located about 6.4km from Sherwood, Tilghman is a delightful retreat that showcases stunning natural scenery. The peak travel months from June to August attract those seeking outdoor adventures and romantic getaways. The town offers a variety of recreational activities, including cosy boardwalks that promise captivating views. With its nearby beaches and family-friendly lakes, Tilghman is perfect for visitors eager to soak up the sun and enjoy tranquil waterside moments.
  • Bozman: Just 4.8km away from Sherwood, Bozman is an inviting destination that caters to those with a taste for adventure and romance. Although its visitor numbers vary throughout the year, peak times in March and June to July see a lively atmosphere. Popular activities in Bozman include educational outdoor experiences and recreational areas that appeal to all ages. Local attractions such as beautiful beaches and significant monuments provide an enriching backdrop to your exploration, ensuring memorable experiences for all travellers.

Things to do near Sherwood

Sherwood, Maryland, is perfect for outdoor and romantic adventures, offering a variety of activities such as vibrant shopping centres and recreational areas. Visitors can enjoy outdoor seating, live music, and relaxing by the beach with comfortable chairs. This charming locale provides an ideal setting for a memorable getaway, combining leisure with entertainment for an enjoyable experience.

Shopping

Saint Michaels Village, located 9.7km from Sherwood, offers a charming shopping experience with a blend of city, family, and business vibes. If you're up for a drive, the Bay Bridge Market Place Shopping Center, 19.7km away, boasts entertainment and family-friendly options.

Recreation

Experience a round of golf at Hog Neck Golf Course, where stunning landscapes and outdoor vibes await you. For ultimate relaxation, indulge in soothing treatments at Talbot Massage. Finally, immerse yourself in the arts at the Ballet Theater of Maryland, where culture and entertainment come alive.

Adventure

Explore the St Michaels Nature Trail, a scenic path offering adventure and outdoor vibes a mere 8.0km from Sherwood. For family fun, visit Chesapeake Beach Water Park, located 20.9km away, where exciting slides and pools await. Alternatively, embrace the thrill of sailing at Annapolis Sailing School, 25.7km from Sherwood.

Nightlife

Experience a vibrant night in Sherwood with a visit to the Avalon Theatre for a romantic cultural evening, or enjoy family fun at the Annapolis Bowl arcade. For a cinematic escape, head to Regal Waugh Chapel for a delightful film experience that caters to all ages.

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

Booking tips and Expedia advantages for Sherwood

To save money on your trip to Sherwood, plan your visit between January and March when accommodation prices are lower, avoiding the pricier months of June and September to October. Aim to book your stay on a Tuesday for the best rates. Use Expedia’s search tool to compare prices and explore package deals that combine hotels with flights and activities. Additionally, consider utilising public transport to keep travel costs down, and look for free local attractions to enhance your experience without breaking the bank.

  • 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 choices based on your budget, preferred location, and desired type of accommodation. To discover the most affordable prices and special offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Sherwood hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Sherwood

Sherwood, Maryland, offers a perfect blend of outdoor adventure and romantic escapes. Visitors can explore a range of attractions including history museums, a charming marina, and urban parks. These points of interest cater to travellers seeking cultural experiences and family-friendly activities, making Sherwood an ideal destination for those looking to immerse themselves in nature and history.

  • Easton Rail Depot: A charming historic site located 22.5km from Sherwood, Easton Rail Depot offers a glimpse into the area's rich railway history. Its cultural vibes are enhanced by the beautifully restored architecture and engaging exhibits that tell the story of rail transport in the region.
  • Chesapeake Bay Maritime Museum: Situated 9.7km away, this maritime museum immerses visitors in the maritime heritage of the Chesapeake Bay. With captivating exhibits and scenic waterfront views, it showcases the region’s rich fishing and boating traditions.
  • Tilghman Watermen’s Museum: Just 6.4km from Sherwood, this museum celebrates the lives and stories of local watermen. Visitors can explore the unique cultural heritage and history of those who have worked the waters of the Bay for generations.

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

When planning your visit to Sherwood, Maryland, you have several airport options. Washington, DC (DCA-Ronald Reagan Washington National) is located 62.8km away, with nearby 5-star hotels such as Salamander Washington DC and Riggs Washington DC both within 4.8km. Transportation services are readily available to the airport from these hotels. Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall) is 54.7km from Sherwood, offering luxurious options like Sagamore Pendry Baltimore and Four Seasons Hotel Baltimore, both 12.9km away, with shuttle services. Lastly, Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional) is 83.7km distant, featuring accommodations like Courtyard by Marriott Salisbury, just 9.7km from the airport.

Frequently asked questions

Where is the best place to stay in Sherwood?
Knapps Narrows Marina & Inn is one of the top choices for your stay based on our traveler data. This hotel is a short 14-minute walk from Chesapeake Bay, and it offers a marina and free breakfast. Two other choices for your visit to 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 room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If your reservation is non-refundable, you might still have the option to cancel and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Sherwood.
What's the best pet-friendly place to stay in Sherwood?
Lowes Wharf Marina Inn is a top inn for people traveling 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?
Knapps Narrows Marina & Inn: Hotel, 14-minute walk from Chesapeake Bay. Features daily, a seasonal outdoor pool, and free self parking. Hyatt Regency Chesapeake Bay and Crowne Plaza Annapolis by IHG are a couple of other choices that feature an onsite 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 accommodations to choose from. Find out more about Sherwood.
What should I do while I'm visiting Sherwood?
A couple of favorite 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. Check out what more to see and do in Expedia's Sherwood guide.
What's the weather like in Sherwood?
The hottest months are usually July and August with an average temp of 75°F, while the coldest months are January and February with an average of 41°F. Average annual precipitation for Sherwood is 53 inches.