Sherwood Hotels

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Our top choices for Sherwood hotels

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (369 reviews)
  • cleanliness
    Experience waterfront tranquility at this bay-side retreat with kayaking and bikes.
"Always a great time. "
United States
Randolph
The price is P5,799
P6,378 total
includes taxes & fees
Feb 23 - Feb 24
Knapps Narrows Marina & Inn

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,001 reviews)
  • cleanliness
    Waterside hotel with scenic sunset views and a refreshing indoor pool.
"Nice breakfast, cleanroom. Great location."
United States
Wayne
The price is P5,450
P6,050 total
includes taxes & fees
Feb 22 - Feb 23
Best Western Kent Narrows Inn

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (844 reviews)
  • cleanliness
    Quiet getaway near Easton attractions, with a seasonal pool and fitness center.
"Checkin staff was great. The motel is advertised as a HOTEL, and it very clearly is not."
United States
Jennifer
The price is P4,929
P5,422 total
includes taxes & fees
Feb 24 - Feb 25
Quality Inn

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (874 reviews)
  • cleanliness
    Quiet hotel near Chesapeake Bay offers convenient access to local attractions.
"Nice staff and rooms"
United States
Walter
The price is P4,880
P5,416 total
includes taxes & fees
Mar 16 - Mar 17
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, (1,000 reviews)
  • cleanliness
    Convenient Easton hotel with indoor pool and complimentary breakfast near local attractions.
"Nice friendly staff, clean room and lobby"
United States
Joi
The price is P6,900
P7,590 total
includes taxes & fees
Feb 18 - Feb 19
Best Western Plus Easton Inn & Suites

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1,000 reviews)
"Yes the room was clean and the staff was great "
United States
Thurnell
The price is P5,904
P7,714 total
includes taxes & fees
Feb 24 - Feb 25
Rod 'N' Reel Resort

Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (476 reviews)
"Beautiful place to stay, we stay their one to two times a year."
United States
Marjorie
The price is P7,776
P8,865 total
includes taxes & fees
Feb 18 - Feb 19
Anchored Inn at Hidden Harbour Marina

Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
2.5 star property
Easton
6.6 out of 10, (388 reviews)
  • cleanliness
    Relax near Easton's attractions with free breakfast and convenient parking.
"Staff was great"
United States
Andre
The price is P4,436
P4,880 total
includes taxes & fees
Feb 24 - Feb 25
Econo Lodge Easton Route 50

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (208 reviews)
  • cleanliness
    Convenient Annapolis stay with fitness center and access to nearby adventures.
"Hotel was clean staff was friendly"
United States
Kim
The price is P4,592
P5,235 total
includes taxes & fees
Feb 23 - Feb 24
Candlewood Suites Annapolis by IHG

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,000 reviews)
  • cleanliness
    Tranquil escape with outdoor pool near town attractions and hiking trails in St. Michaels.
"Good value and close to downtown."
United States
John
St Michaels Inn

Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG
2.5 star property
Cambridge
8.8 out of 10, Excellent, (765 reviews)
  • cleanliness
    Relax by the hot tub near Bay Country Shop in this convenient Cambridge retreat.
"Clean and quick check in. "
United States
Justin
The price is P7,248
P8,046 total
includes taxes & fees
Feb 22 - Feb 23
Holiday Inn Express Cambridge by IHG

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis
4.0 star property
Annapolis
8.6 out of 10, Excellent, (1,001 reviews)
  • cleanliness
    Experience Annapolis proximity to top attractions and Navy Academy.
"The staff were so nice and helpful and the amenities were great. The restaurant and bar were great especially the breakfast and of course the cookies. The shuttle was so convenient, fast, and super polite. Great stay. I recommend and will stay again next time I'm in town. "
United States
Kathy
The price is P4,802
P5,475 total
includes taxes & fees
Feb 22 - Feb 23
DoubleTree by Hilton Hotel Annapolis

Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Serene bayfront escape with pool and marina views for water enthusiasts.
"Staff was friendly and rooms were clean. Beautiful area to visit. "
United States
Amy
The price is P6,609
P7,336 total
includes taxes & fees
Feb 22 - Feb 23
Hilton Garden Inn Kent Island Marina

Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (92 reviews)
"We were"
United States
Guevara
The price is P7,370
P10,658 total
includes taxes & fees
Mar 1 - Mar 2
Wylder Tilghman Island

George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (67 reviews)
"Gorgeous quaint historic house. Friendly owner, close to town "
United States
Christopher
The price is P9,858
P10,843 total
includes taxes & fees
Feb 18 - Feb 19
George Brooks House B&B

SureStay by Best Western Prince Frederick

SureStay by Best Western Prince Frederick
2.5 star property
Prince Frederick
7.6 out of 10, Good, (224 reviews)
  • cleanliness
    Peaceful Prince Frederick stay with free breakfast and easy access to local parks.
"Good place to stay in the area"
United States
Eduardo
The price is P8,060
P8,947 total
includes taxes & fees
Feb 22 - Feb 23
SureStay by Best Western Prince Frederick

SpringHill Suites by Marriott Annapolis

SpringHill Suites by Marriott Annapolis
3.0 star property
Annapolis
9.0 out of 10, Wonderful, (1,004 reviews)
"Great location and friendly staff. "
United States
Shana
The price is P4,880
P5,563 total
includes taxes & fees
Mar 8 - Mar 9
SpringHill Suites by Marriott Annapolis

Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (131 reviews)
  • cleanliness
    Stroll to historic St. Michaels attractions from this charming B&B with breakfast.
"Hosts were wonderful, breakfast was delicious, everything was walkable "
United States
Nathaly
The price is P8,640
P9,504 total
includes taxes & fees
Feb 18 - Feb 19
Parsonage Inn

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,000 reviews)
"Great hospitality and breakfast was good…"
United States
Martha
The price is P4,750
P5,415 total
includes taxes & fees
Mar 8 - Mar 9
Best Western Annapolis

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (852 reviews)
  • cleanliness
    Enjoy a spa getaway in historic Easton with facials, massages, and local cuisine.
"Friendly staff, spotless room, great location. "
United States
Steven
The price is P10,379
P11,417 total
includes taxes & fees
Feb 25 - Feb 26
The Tidewater Inn
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

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: 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?
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 traveler data. Two other choices for your visit to the area are DoubleTree by Hilton Hotel Annapolis and Sonesta ES Suites 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?
Sonesta ES Suites Annapolis: Provides buffet, a seasonal outdoor pool, and complimentary wireless internet access. 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 9 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 Knapp's Narrows Marina & Inn and Goat Island. You'll also find St. Michaels Winery and St. Michaels Museum 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.