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

Sherwood Hotels

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Aug 18 - Aug 19
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Aug 19 - Aug 20
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Aug 21 - Aug 23
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Aug 28 - Aug 30

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Our top choices for Sherwood hotels

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Hotel
Breakfast included
Pet friendly
Family friendly

1. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
Sherwood
United States
BARBARA
P9,222
P10,144 total
includes taxes & fees
Aug 19 - Aug 20
Knapps Narrows Marina & Inn

2. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
United States
Pamela
P13,826
P15,209 total
includes taxes & fees
Aug 24 - Aug 25
The Tilghman Island Inn

3. St Michaels Inn

St Michaels Inn
St. Michaels
United States
Karen
P5,478
P6,026 total
includes taxes & fees
Aug 31 - Sep 1
St Michaels Inn

4. The Wildset

The Wildset
Downtown St. Michaels
United States
Tracey
P14,694
P17,700 total
includes taxes & fees
Sep 1 - Sep 2
The Wildset

5. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
United States
Margaret
P8,541
P9,396 total
includes taxes & fees
Aug 25 - Aug 26
Best Western Plus Easton Inn & Suites

6. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
United States
Stephanie
P8,305
P9,135 total
includes taxes & fees
Aug 30 - Aug 31
Fairfield Inn & Suites by Marriott Easton

7. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Andrew
P28,422
P31,264 total
includes taxes & fees
Sep 7 - Sep 8
Inn at Perry Cabin

8. Wylder Tilghman Island

Wylder Tilghman Island
Tilghman
United States
Leslie
P14,103
P18,585 total
includes taxes & fees
Sep 14 - Sep 15
Wylder Tilghman Island

9. The Oaks Waterfront

The Oaks Waterfront
Easton
United States
Jeffrey
P27,044
P29,748 total
includes taxes & fees
Sep 2 - Sep 3
The Oaks Waterfront

10. Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
Easton
United States
Alicia
P9,770
P10,747 total
includes taxes & fees
Aug 25 - Aug 26
Holiday Inn Express Easton by IHG

11. Quality Inn

Quality Inn
Easton
United States
Karen
P6,947
P7,642 total
includes taxes & fees
Aug 25 - Aug 26
Quality Inn

12. George Brooks House B&B

George Brooks House B&B
St. Michaels
United States
Erin
P13,003
P14,303 total
includes taxes & fees
Aug 20 - Aug 21
George Brooks House B&B

13. Hampton Inn Easton

Hampton Inn Easton
Easton
United States
Jason
P8,145
P8,959 total
includes taxes & fees
Sep 13 - Sep 14
Hampton Inn Easton

14. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
United States
Karen
P10,262
P11,391 total
includes taxes & fees
Sep 8 - Sep 9
Hyatt Place Kent Narrows & Marina

15. Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
Easton
United States
michael
P4,977
P5,474 total
includes taxes & fees
Aug 25 - Aug 26
Econo Lodge Easton Route 50

16. Sandaway Suites & Beach

Sandaway Suites & Beach
Oxford
United States
Rob
P16,589
P18,248 total
includes taxes & fees
Sep 2 - Sep 3
Sandaway Suites & Beach

17. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
United States
Jonathan
P6,148
P6,824 total
includes taxes & fees
Sep 8 - Sep 9
Quality Inn Grasonville near Kent Island

18. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
United States
Tessa
P11,711
P15,047 total
includes taxes & fees
Aug 25 - Aug 26
Rod 'N' Reel Resort

19. Best Western Annapolis

Best Western Annapolis
Annapolis
United States
George
P4,925
P5,615 total
includes taxes & fees
Aug 23 - Aug 24
Best Western Annapolis

20. Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
United States
Jackie
P7,808
P8,667 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express Annapolis East-Kent Island by IHG
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Stay near popular Sherwood attractions

Back Creek Community Park

Back Creek Community Park is just one of the places to see in Sherwood, so why not enjoy the other things to explore during your travels? Wander the marina or discover the area's sunsets.
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Goat Island

Commune with nature and explore the great outdoors at Goat Island during your travels in Sherwood. Wander the marina or discover the area's sunsets.
See properties

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.

See all hotels in Sherwood
A large brick house with a green roof, surrounded by lush gardens and trees.

Top Sherwood Hotel Reviews

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Great location, slept soundly, very quiet. Bed was comfortable and room was nice. The only exception was a small bathroom, but it was clean and was fine. Nice staff too."
Anna 2-night trip
Posted 3 hours ago
Historic Inns of Annapolis
Hilton Garden Inn Annapolis Downtown

Hilton Garden Inn Annapolis Downtown

10/10 Excellent
"The location is great- not in the heart of the crowds down around the city dock, but close enough to walk down there in only a few minutes. The only negative is that the elevators were showing some grit/grime (gum stuck to the elevator floor) and the AC filter in the room was so filthy that we had to take it out and rinse it clean in the shower (not something you wanna do when you’re on your trip)."
Vincent 2-night trip
Posted 16 hours ago
Hilton Garden Inn Annapolis Downtown
Rod 'N' Reel Resort

Rod 'N' Reel Resort

10/10 Excellent
"Food at 1936 restaurant was amazing! We loved the views!!"
Amber 1-night trip
Posted 19 hours ago
Rod 'N' Reel Resort
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

10/10 Excellent
"We loved the quality & size of our room, the front desk folks were repeatedly helpful and very friendly and courteous. Fabulous swimming pool and hot tub area - plenty of room and the attached bathrooms with shower stalls were clean and quite useful! Wish the room had a microwave but there’s one up by the front desk so that was not a major issue. Great location with easy access to Paris Baguette, CVS Pharmacy, and the bus system is a short walk away!"
Marc 5-night trip
Posted 21 hours ago
Courtyard by Marriott Annapolis
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

10/10 Excellent
"The overall property is great. Large pools both inside and outside, separate swim areas for adults. Several nice restaurants to choose from. The rooms are spacious and very clean. We also had a spa service, and it was excellent. There is a lot to do around the hotel. We will go back!"
Cynthia 2-night trip
Posted 1 day ago
Hyatt Regency Chesapeake Bay
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

8/10 Good
"The pool was closed but there was no notice or notification that it would be. We were really looking forward to swimming and that was part of the reason we booked this specific hotel"
Sonja 1-night trip
Posted 1 day ago
Crowne Plaza Annapolis by IHG
Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"Amazing experience highly recommend"
Andrew 2-night trip
Posted 2 days ago
Inn at Perry Cabin

More cheap stays in Sherwood

Best Western Annapolis

Best Western Annapolis

2520 Riva Rd Annapolis MD
P4,925
P5,615 total
Aug 23 - Aug 24
includes taxes & fees
Best Western Annapolis
St Michaels Inn

St Michaels Inn

1228 S Talbot Street St. Michaels MD
P5,478
P6,026 total
Aug 31 - Sep 1
includes taxes & fees
St Michaels Inn
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

124 Womack Dr Annapolis MD
P5,999
P6,839 total
Aug 24 - Aug 25
includes taxes & fees
Hampton Inn & Suites Annapolis
Holiday Inn Express & Suites Annapolis by IHG

Holiday Inn Express & Suites Annapolis by IHG

2451 Riva Rd Annapolis MD
P6,209
P7,079 total
Aug 23 - Aug 24
includes taxes & fees
Holiday Inn Express & Suites Annapolis by IHG
Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

3101 Main Street Grasonville MD
P7,410
P8,225 total
Aug 25 - Aug 26
includes taxes & fees
8/10 Very Good! (1,000 reviews)
Best Western Kent Narrows Inn
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

1020 Kent Narrows Rd Grasonville MD
P7,808
P8,667 total
Sep 1 - Sep 2
includes taxes & fees
Holiday Inn Express Annapolis East-Kent Island by IHG

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 DoubleTree by Hilton Hotel Annapolis and Historic Inns of 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. Crowne Plaza Annapolis by IHG and Rod 'N' Reel Resort 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 Knapp's Narrows Marina & Inn and Goat Island. 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.

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