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

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Check prices for these dates

Tonight
26 Oct - 27 Oct
Tomorrow
27 Oct - 28 Oct
This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

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Our top choices for Sherwood hotels

1. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
Sherwood
United States
Joan
AU$203
includes taxes & fees
1 Nov - 2 Nov
Knapps Narrows Marina & Inn

2. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
United States
Kelly
AU$274
includes taxes & fees
27 Oct - 28 Oct
The Tilghman Island Inn

3. St Michaels Inn

St Michaels Inn
St. Michaels
United States
Dean
AU$125
includes taxes & fees
1 Nov - 2 Nov
St Michaels Inn

4. Wylder Tilghman Island

Wylder Tilghman Island
Tilghman
United States
Gary
AU$430
includes taxes & fees
27 Oct - 28 Oct
Wylder Tilghman Island

5. The Wildset

The Wildset
Downtown St. Michaels
United States
Sarah
AU$394
includes taxes & fees
9 Nov - 10 Nov
The Wildset

6. George Brooks House B&B

George Brooks House B&B
St. Michaels
United States
Erin
AU$280
includes taxes & fees
27 Oct - 28 Oct
George Brooks House B&B

7. Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
United States
Edwin
AU$141
includes taxes & fees
27 Oct - 28 Oct
Baymont by Wyndham Easton

8. Hampton Inn Easton

Hampton Inn Easton
Easton
United States
Andrew
AU$200
includes taxes & fees
29 Oct - 30 Oct
Hampton Inn Easton

9. Parsonage Inn

Parsonage Inn
Downtown St. Michaels
United States
Paul
AU$391
includes taxes & fees
2 Nov - 3 Nov
Parsonage Inn

10. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Virgilio
AU$758
includes taxes & fees
11 Nov - 12 Nov
Inn at Perry Cabin

11. Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
Easton
United States
Alison
AU$233
includes taxes & fees
27 Oct - 28 Oct
Holiday Inn Express Easton by IHG

12. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
United States
Amanda
AU$211
includes taxes & fees
1 Nov - 2 Nov
Fairfield Inn & Suites by Marriott Easton

13. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
United States
Garmai
AU$210
includes taxes & fees
1 Nov - 2 Nov
Rod 'N' Reel Resort

14. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
United States
Donna
AU$186
includes taxes & fees
15 Nov - 16 Nov
Best Western Plus Easton Inn & Suites

15. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
United States
Joseph
AU$240
includes taxes & fees
1 Nov - 2 Nov
Hyatt Place Kent Narrows & Marina

16. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
United States
Crystal
AU$132
includes taxes & fees
15 Nov - 16 Nov
Quality Inn Grasonville near Kent Island

17. Historic Inns of Annapolis

Historic Inns of Annapolis
Historic District
United States
Christiaan
AU$174
includes taxes & fees
26 Nov - 27 Nov
Historic Inns of Annapolis

18. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
Grasonville
United States
Charles
AU$207
includes taxes & fees
22 Nov - 23 Nov
Hilton Garden Inn Kent Island Marina

19. The Tidewater Inn

The Tidewater Inn
Easton
United States
Miriam
AU$257
includes taxes & fees
1 Nov - 2 Nov
The Tidewater Inn

20. Kent Island Resort

Kent Island Resort
Stevensville
United States
Bethany
AU$240
includes taxes & fees
17 Nov - 18 Nov
Kent Island Resort
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Stay near popular Sherwood attractions

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

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.
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

Recent Reviews in Sherwood

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Great location!"
Stacey 2-night trip
Posted 16 hours ago
Historic Inns of Annapolis
St Michaels Inn

St Michaels Inn

8/10 Good
"The parking was very convenient, close to your room. The breakfast was continental, however, more seating would be helpful. The rooms were very clean and minimal furnishings. We were there for a wedding nearby and the location was great for us."
Travis 2-night trip
Posted 17 hours ago
St Michaels Inn
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

10/10 Excellent
"Very quiet great location."
Panagiotis 2-night trip
Posted 18 hours ago
Sonesta ES Suites Annapolis
Best Western Annapolis

Best Western Annapolis

8/10 Good
"The room and lobby were incredibly clean. The staff was pleasant and helpful. Overall pleased with the stay. Only downside was that the flush lever of the toilet would get stuck on the lid of the tank. And the chain to the flapper valve likely needs to be shortened. Once I adjusted the lever and tank lid the problem was corrected."
Courtney 1-night trip
Posted 21 hours ago
Best Western Annapolis
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

10/10 Excellent
"Excellent hotel, fantastic scenic 'on-the-water' location with multiple restaurants nearby. The room was spacious, clean and comfortable. The bar was reasonably priced and had a relaxed atmosphere which was perfect for our trip. Would stay again!"
Hayley 1-night trip
Posted 23 hours ago
Hyatt Place Kent Narrows & Marina
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

8/10 Good
"The hotel was clean and well located, and the staff was pleasant and helpful. My only complaint was that the mattress was a little soft, and I would have preferred a choice of pillows."
Jonnet 2-night trip
Posted 2 days ago
Graduate by Hilton Annapolis
Hilton Garden Inn Annapolis

Hilton Garden Inn Annapolis

8/10 Good
"We got in late and left early. It was a decent hotel."
William 1-night trip
Posted 3 days ago
Hilton Garden Inn Annapolis
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

10/10 Excellent
"We are boaters so love the atmosphere of staying in a marina with a boat yard. The sunsets were beautiful there. Make sure you get a room facing the bay."
Joan 2-night trip
Posted 3 days ago
Knapps Narrows Marina & Inn
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

10/10 Excellent
"Easy access to downtown, Great waterside restaurants."
John 1-night trip
Posted 3 days ago
Annapolis Waterfront Hotel, Autograph Collection

More cheap accommodation in Sherwood

Best Western Annapolis

Best Western Annapolis

2520 Riva Rd Annapolis MD
AU$109
23 Nov - 24 Nov
includes taxes & fees
7.8/10 Good! (1,005 reviews)
Best Western Annapolis
St Michaels Inn

St Michaels Inn

1228 S Talbot Street St. Michaels MD
AU$125
1 Nov - 2 Nov
includes taxes & fees
8/10 Very good! (1,012 reviews)
St Michaels Inn
Baymont by Wyndham Easton

Baymont by Wyndham Easton

8523 Ocean Gtwy Easton MD
AU$141
27 Oct - 28 Oct
includes taxes & fees
Baymont by Wyndham Easton
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

124 Womack Dr Annapolis MD
AU$149
22 Nov - 23 Nov
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
AU$159
24 Nov - 25 Nov
includes taxes & fees
Holiday Inn Express & Suites Annapolis by IHG
Cambridge Inn

Cambridge Inn

2831 Ocean Gateway Cambridge MD
Get ratesCambridge Inn

Find out more about Sherwood

Top reasons to visit Sherwood

  • Scenic Outdoor Activities: Enjoy picturesque hikes and relaxing picnics in local parks, perfect for a romantic day out.
  • Cultural Attractions: Explore the history museum and local urban parks, offering insights into Sherwood's rich heritage.
  • Natural Wonders: Visit Sherwood Nature Reserve and Sherwood Arboretum for stunning natural beauty and wildlife.
  • Charming Accommodation: Stay in delightful bed and breakfasts or pet-friendly hotels for a comfortable experience.
  • Welcoming Community: Experience the friendly locals and community spirit that make Sherwood a memorable destination.

Find great hotels near Sherwood

Discover a variety of accommodation options in Sherwood, Maryland, perfect for every type of traveller. Whether you're seeking a charming bed and breakfast or a comfortable hotel, you'll find pet-friendly and adventure-filled experiences to make your stay memorable. Explore the best hotels and unique lodging choices that cater to your needs for a delightful beach vacation. Your ideal Sherwood getaway awaits!

  • St Michaels Inn: This hotel offers a professional and business-oriented atmosphere, making it an ideal choice for corporate travellers. Located 9.7km from Sherwood, St Michaels Inn features essential amenities for business needs, including a Conference Centre, versatile Meeting Rooms, and ample Conference Space. The serene environment and modern facilities provide a conducive setting for productive meetings and conferences. Guests can enjoy comfortable accommodations while having easy access to various local attractions, perfect for unwinding after a busy day.
  • Rod 'N' Reel Resort: Situated 20.9km from Sherwood, this family-friendly 3-star resort combines adventure and relaxation. Rod 'N' Reel Resort caters to both business and leisure travellers, featuring multiple Meeting Rooms and Conference Space. Guests can partake in exciting adventure sports with on-site activities such as kayaking and personal motor watercraft rentals. Families will enjoy amenities like an Arcade Game Room and a Ping Pong Table. The resort's diverse offerings ensure that all guests, whether seeking adventure or relaxation, have a memorable stay.
  • The Tidewater Inn: Just 20.9km from Sherwood, The Tidewater Inn is a charming 3-star escape that blends business, adventure, and relaxation. The hotel features comprehensive business amenities, including a Business Centre and multiple Meeting Rooms. Guests can indulge in various recreational activities nearby, such as kayaking and boat tours, or unwind at the full-service spa offering treatments like body scrubs and reflexology. With its elegant décor and serene atmosphere, The Tidewater Inn promises a delightful stay for those seeking both work and leisure.

Where to stay near Sherwood

For those seeking a blend of outdoor adventure and cultural experiences, Sherwood, Maryland offers a delightful escape. Enjoy scenic hikes and picnics in local parks, perfect for a romantic day out. Nearby cities boast family-friendly atmospheres and rich historical sites. Don't miss the warmest months for ideal sunny weather, and consider staying in charming Lismore accommodation for a comfortable base. With friendly locals and great views, Sherwood promises an unforgettable getaway.

  • St. Michaels: Nestled 8.0km from Sherwood, St. Michaels is a charming town that offers a delightful mix of outdoor activities and romantic getaways. Known for its picturesque boardwalk and recreational areas, this city attracts visitors year-round, with peak seasons in April and from June to July. Families and couples alike will appreciate the local beaches and serene lakeside vistas. The laid-back atmosphere and stunning landscapes make it an ideal destination for those looking to unwind or enjoy quality time with loved ones.
  • Tilghman: Just 6.4km from Sherwood, Tilghman is a quaint waterfront town that beckons with its stunning scenery and outdoor adventures. Peak visitor numbers occur between June and August, as tourists flock to enjoy the tranquil beaches and scenic lakes. The charming boardwalk and recreational areas provide a perfect backdrop for both romantic strolls and family outings. Whether you're keen on fishing, kayaking, or simply soaking up the sun, Tilghman offers an inviting experience for all who seek natural beauty and outdoor fun.
  • Bozman: Located 4.8km away from Sherwood, Bozman is a hidden gem that promises a unique experience for travellers. With visitor numbers peaking in March and from June to July, this city is less seasonal, making it a great option for a spontaneous getaway. The emphasis on outdoor activities and stunning scenery makes it perfect for nature lovers and those after a romantic escape. Enjoy the nearby beaches and lakes while exploring the local recreational areas, ensuring a memorable visit filled with relaxation and adventure.

Things to do near Sherwood

Sherwood, Maryland, is perfect for an outdoor, romantic getaway steeped in culture. Visitors can enjoy leisurely strolls along the scenic boardwalk, explore educational attractions, and relax in the recreational areas. It's an ideal spot for those seeking a charming escape amidst nature and community spirit.

Shopping

For a delightful shopping experience in Sherwood, visit Saint Michaels Village, a charming shopping centre just 9.7km away, offering a vibrant mix of city and family vibes. If you're up for a drive, consider the Bay Bridge Market Place Shopping Center, located 19.7km away, for more entertainment and family options.

Recreation

Hog Neck Golf Course offers an enjoyable outdoor golfing experience with stunning landscapes, perfect for sports enthusiasts. For a blissful retreat, visit Talbot Massage for soothing body treatments that promote relaxation. For a touch of culture, the Ballet Theater of Maryland presents captivating dance performances in a romantic setting.

Adventure

Chesapeake Beach Water Park, 20.9km from Sherwood, offers thrilling water slides and family fun. For a taste of adventure on the water, check out Annapolis Sailing School, 25.7km away, perfect for water sports enthusiasts. Tose Family Tennis Center, 29.0km from Sherwood, caters to tennis lovers seeking excitement.

Nightlife

In Sherwood, the Avalon Theatre offers a charming cultural experience just 20.9km away, perfect for a romantic night out. For family fun, head to Annapolis Bowl, 32.2km away, with its thrilling arcade adventures. The Regal Waugh Chapel cinema, located 43.5km away, promises family-friendly entertainment and romance.

Booking tips and Expedia advantages for Sherwood

For a budget-friendly trip to Sherwood, plan your visit between January and March when accommodation prices are lower. Tuesdays offer the cheapest stay, while Saturdays are pricier. Use Expedia to compare options based on budget and location, and sort by price to uncover the best deals. Consider booking a package deal that combines flights, accommodation, and activities for extra savings. Look for free local attractions and utilise public transport to minimise expenses. Keep an eye out for minute deals and rewards programs to further stretch your budget.

  • 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 narrow down your options based on your budget, preferred location, and the type of accommodation you’re after. To find the most affordable prices and special offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can save some dollars by combining your Sherwood hotel booking with your flights and activities through an Expedia package deal.

Find the best attractions near Sherwood

Sherwood, Maryland, is an ideal destination for outdoor enthusiasts and culture lovers alike, offering a mix of history, romance, and family-friendly experiences. Explore local attractions such as the history museum, marina, and urban park, alongside natural gems like Sherwood Nature Reserve and Sherwood Arboretum. Whether you're after scenic walks or cultural insights, Sherwood has something for every traveller to enjoy.

  • Spocott Windmill: Located 22.5km from Sherwood, this historic windmill offers a glimpse into early American agricultural practices. Its picturesque setting makes for great photos and a peaceful stroll.
  • Chesapeake Bay Maritime Museum: Just 9.7km away, this maritime museum immerses you in the rich culture and heritage of the Chesapeake Bay. Explore fascinating exhibits on boat building, fishing, and the area's maritime history.
  • Tilghman Watermen’s Museum: A mere 6.4km from Sherwood, this charming museum showcases the life and traditions of watermen in the region. You'll gain insight into their crucial role in the local culture and economy.

Best time to go to Sherwood

The best time to visit Sherwood is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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 visiting Sherwood, Maryland, the two primary airports to consider are Washington, DC (DCA-Ronald Reagan Washington National) and Baltimore, MD (BWI-Baltimore Washington Intl. Thurgood Marshall). DCA is approximately 62.8km away, with luxurious hotels such as Salamander Washington DC and InterContinental Washington D.C. - The Wharf both situated 3.2km from the airport. BWI is slightly closer at around 54.7km, featuring the upscale Four Seasons Hotel Baltimore and Sagamore Pendry Baltimore, both 12.9km away, offering convenient shuttle services. For those considering a further option, Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional) is located 53.2km from Sherwood, with several comfortable hotels nearby.

Frequently asked questions

What is the best area to stay in Sherwood?
The best area to stay in Sherwood, Maryland, is along the waterfront of the Chesapeake Bay, particularly around Sherwood Road and its intersecting lanes.This area is characterised by its direct access to the Chesapeake Bay, offering stunning water views and a tranquil setting. You'll find a mix of private holiday rentals and a few select guesthouses, many with their own jetties or private beach access. The general layout is quite spread out, with properties often set back from the main road, providing a sense of privacy.For couples seeking a peaceful retreat, this waterfront stretch is ideal. You can enjoy quiet evenings watching the sunset over the Bay, perhaps indulging in fresh seafood from local purveyors, or simply relaxing by the water. It's a superb spot for unwinding and reconnecting away from the hustle and bustle.Families will also find this area highly suitable. Many rentals offer spacious grounds, often with outdoor amenities like fire pits or space for lawn games. The proximity to the water means easy access for kayaking, paddleboarding, or just splashing around.
When is the best time to go to Sherwood?
The best time to go to Sherwood, Maryland, is during the shoulder seasons of late spring (May to early June) and early autumn (September to October).These periods offer pleasant weather, with comfortable temperatures that are ideal for outdoor activities, without the intense heat and humidity of mid-summer. You'll also find fewer crowds compared to the peak summer months, allowing for a more relaxed experience at local attractions and eateries.For those who enjoy water activities like sailing or kayaking, late spring and early autumn still provide ample opportunities to enjoy the Chesapeake Bay. The water is warm enough for swimming in early autumn, and the breezes are usually gentle, making for an enjoyable day out on the water.If you're interested in local events and festivals, it's worth checking the Sherwood calendar.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Sherwood.
How can I save on a hotel booking in Sherwood with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Sherwood hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Sherwood?
Prices for hotels in Sherwood often vary, but you can find a great deal from AU$109 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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