Sherwood Hotels

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Our top choices for Sherwood hotels

SureStay by Best Western Prince Frederick

SureStay by Best Western Prince Frederick
2.5 star property
Prince Frederick
7.6 out of 10, Good, (247 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 P4,877
P5,413 total
includes taxes & fees
May 25 - May 26
SureStay by Best Western Prince Frederick

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (871 reviews)
"Yes pet friendly "
United States
George
The price is P6,173
P6,791 total
includes taxes & fees
May 21 - May 22
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, (1,003 reviews)
"Everything about this hotel was excellent and I would highly recommend staying here"
United States
David
The price is P6,730
P7,403 total
includes taxes & fees
May 21 - May 22
Best Western Plus Easton Inn & Suites

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (908 reviews)
"Breakfast menu had a great variety and was fresh. "
United States
Timothy
The price is P6,559
P7,281 total
includes taxes & fees
May 26 - May 27
Quality Inn Grasonville near Kent Island

Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,001 reviews)
"Nice location "
United States
Duan
The price is P8,278
P10,424 total
includes taxes & fees
May 25 - May 26
Rod 'N' Reel Resort

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 P9,613
P12,763 total
includes taxes & fees
May 25 - May 26
Kent Island Resort

Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very Good, (1,000 reviews)
"It is a nice Hotel."
United States
Dale
The price is P7,104
P7,886 total
includes taxes & fees
May 26 - May 27
Best Western Kent Narrows Inn

Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG
2.5 star property
Cambridge
8.8 out of 10, Excellent, (779 reviews)
"A very clean and wonderful hotel with helpful and friendly service staff. The breakfast bar was well stocked, and the rooms were spacious and clean. The hotel lobby was clean and the hotel itself was well kept. I would stay here again."
United States
Jeffrey
The price is P8,089
P8,978 total
includes taxes & fees
May 24 - May 25
Holiday Inn Express Cambridge by IHG

St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very Good, (1,000 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 P7,989
P8,788 total
includes taxes & fees
Jun 1 - Jun 2
St Michaels Inn

The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (880 reviews)
"Enjoyable stay great location!"
United States
Michelle
The price is P11,667
P12,834 total
includes taxes & fees
May 25 - May 26
The Tidewater Inn

Sandaway Suites & Beach

Sandaway Suites & Beach
3.0 star property
Oxford
9.4 out of 10, Exceptional, (162 reviews)
"Easy in, easy out! Good breakfast delivered to your door. Excellent views of sunsets on the water. Close to ferry to St. Michaels."
United States
April
The price is P11,799
P12,979 total
includes taxes & fees
May 31 - Jun 1
Sandaway Suites & Beach

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 P5,000
P5,500 total
includes taxes & fees
May 28 - May 29
Econo Lodge Easton Route 50

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 P19,104
P21,778 total
includes taxes & fees
May 26 - May 27
The Inn at Tacaro Estate

The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (445 reviews)
"Wonderful rooms and many amenities."
United States
Gene
The price is P14,137
P16,908 total
includes taxes & fees
Jun 3 - Jun 4
The Wildset

Cambridge Inn

Cambridge Inn
2.0 star property
Cambridge
5.4 out of 10, (559 reviews)
"An adequate hotel that provides the bare minimum. Staff is efficient and friendly ."
United States
Kevin
The price is P4,630
P5,139 total
includes taxes & fees
Jun 9 - Jun 10
Cambridge Inn

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG
2.5 star property
Annapolis
8.8 out of 10, Excellent, (248 reviews)
"Great stay in a quiet area"
United States
Mehran
The price is P6,235
P7,413 total
includes taxes & fees
May 24 - May 25
Candlewood Suites Annapolis by IHG

Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis
3.0 star property
Annapolis
8.2 out of 10, Very Good, (1,000 reviews)
"Breakfast was excellent and parking was convenient and safe"
United States
Paul
The price is P5,510
P6,281 total
includes taxes & fees
May 26 - May 27
Hilton Garden Inn Annapolis

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 P8,150
P8,965 total
includes taxes & fees
May 24 - May 25
Holiday Inn Express Easton by IHG

Best Western Annapolis

Best Western Annapolis
2.5 star property
Annapolis
7.8 out of 10, Good, (1,012 reviews)
"Older Hotel but clean and staff was great."
United States
Gregory
The price is P5,224
P5,955 total
includes taxes & fees
May 24 - May 25
Best Western Annapolis

Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (569 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 P7,894
P8,684 total
includes taxes & fees
May 28 - May 29
Hampton Inn Easton
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?
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 traveler data. Two other choices for your visit to the area are Historic Inns of 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. Courtyard by Marriott Annapolis and Hyatt Regency Chesapeake Bay 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 Tilghman Island Marina and St. Michaels Winery 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.