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

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Check prices for these dates

Tonight
11 Sept - 12 Sept
Tomorrow
12 Sept - 13 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

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Our top choices for Sherwood hotels

1. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
Sherwood
United States
BARBARA
AU$229
includes taxes & fees
14 Sept - 15 Sept
Knapps Narrows Marina & Inn

2. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
United States
Robert M
AU$312
includes taxes & fees
21 Sept - 22 Sept
The Tilghman Island Inn

3. St Michaels Inn

St Michaels Inn
St. Michaels
United States
Karen
AU$132
includes taxes & fees
6 Oct - 7 Oct
St Michaels Inn

4. Wylder Tilghman Island

Wylder Tilghman Island
Tilghman
United States
Gary
AU$326
includes taxes & fees
13 Sept - 14 Sept
Wylder Tilghman Island

5. The Wildset

The Wildset
Downtown St. Michaels
United States
Paula
AU$402
includes taxes & fees
5 Oct - 6 Oct
The Wildset

6. George Brooks House B&B

George Brooks House B&B
St. Michaels
United States
Erin
AU$322
includes taxes & fees
14 Sept - 15 Sept
George Brooks House B&B

7. Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
United States
Erik
AU$150
includes taxes & fees
20 Sept - 21 Sept
Baymont by Wyndham Easton

8. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
United States
Stephen
AU$197
includes taxes & fees
28 Sept - 29 Sept
Best Western Plus Easton Inn & Suites

9. Rod 'N' Reel Resort

Rod 'N' Reel Resort
Chesapeake Beach
United States
Francine
AU$255
includes taxes & fees
6 Oct - 7 Oct
Rod 'N' Reel Resort

10. Hampton Inn Easton

Hampton Inn Easton
Easton
AU$236
includes taxes & fees
13 Sept - 14 Sept
Hampton Inn Easton

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

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
United States
Emily
AU$183
includes taxes & fees
6 Oct - 7 Oct
Holiday Inn Express Annapolis East-Kent Island by IHG

12. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
United States
Faezeh
AU$154
includes taxes & fees
7 Oct - 8 Oct
Quality Inn Grasonville near Kent Island

13. The Tidewater Inn

The Tidewater Inn
Easton
United States
Miriam
AU$279
includes taxes & fees
29 Sept - 30 Sept
The Tidewater Inn

14. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
United States
Stephanie
AU$208
includes taxes & fees
4 Oct - 5 Oct
Fairfield Inn & Suites by Marriott Easton

15. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
United States
Joshua
AU$179
includes taxes & fees
28 Sept - 29 Sept
Best Western Kent Narrows Inn

16. Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
Deale
United States
Dale
AU$326
includes taxes & fees
14 Sept - 15 Sept
Anchored Inn at Hidden Harbour Marina

17. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
Grasonville
United States
roney
AU$226
includes taxes & fees
7 Oct - 8 Oct
Hilton Garden Inn Kent Island Marina

18. Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
Easton
United States
Brady
AU$123
includes taxes & fees
20 Sept - 21 Sept
Econo Lodge Easton Route 50

19. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
United States
Karen
AU$234
includes taxes & fees
7 Oct - 8 Oct
Hyatt Place Kent Narrows & Marina

20. Inn at Perry Cabin

Inn at Perry Cabin
Downtown St. Michaels
United States
Andrew
AU$996
includes taxes & fees
6 Oct - 7 Oct
Inn at Perry Cabin
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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

Recent Reviews in Sherwood

St Michaels Inn

St Michaels Inn

10/10 Excellent
"Property about 1.5 miles from the center of town. We knew about the location and we were quite pleased with everything and the eggs in the buffet were excellent for a hotel breakfast.....much better than other hotels"
Gary 2-night trip
Posted 8 hours ago
St Michaels Inn
Rod 'N' Reel Resort

Rod 'N' Reel Resort

8/10 Good
"Great stay! Very clean and kind staff. The amenities close much too early (8pm), making them difficult to enjoy."
Jessica 1-night trip
Posted 8 hours ago
Rod 'N' Reel Resort
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

8/10 Good
"Parking is good and restaurant was convenient"
Jackie 1-night trip
Posted 13 hours ago
Crowne Plaza Annapolis by IHG
Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Wonderful hotel in a great location."
Peter 1-night trip
Posted 15 hours ago
Historic Inns of Annapolis
Annapolis Waterfront Hotel, Autograph Collection

Annapolis Waterfront Hotel, Autograph Collection

8/10 Good
"The location was great. We were able to walk everywhere. Considering the price of rooms, the $39 parking fee was high."
Gary 1-night trip
Posted 21 hours ago
Annapolis Waterfront Hotel, Autograph Collection
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

10/10 Excellent
"Great location"
Boryana 1-night trip
Posted 23 hours ago
Graduate by Hilton Annapolis
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

8/10 Good
"Our extended family had 7 rooms booked for a 4 day weekend wedding and we were all separated in different buildings. It would have been nice to have them in same area. Because we were there several days we ran out of several things such as towels, paper towels, and coffee packets for our room. I was surprised they didn't replenish any of this without having to get them ourselves. They also do not come and remove garbage or offer new sheets. The rooms were nice and spacious and the staff was friendly."
Julie 1-night trip
Posted 1 day ago
Sonesta ES Suites Annapolis
Best Western Annapolis

Best Western Annapolis

8/10 Good
"Clean but no coffee maker in room. Limited breakfast that wasn’t very good. Would not stay here again."
Leigh 2-night trip
Posted 2 days ago
Best Western Annapolis
Courtyard by Marriott Annapolis

Courtyard by Marriott Annapolis

8/10 Good
"Nice location to get to the Maryland REN Faire, Annapolis and multiple restaurants and shopping opportunities"
joe 3-night trip
Posted 3 days ago
Courtyard by Marriott Annapolis

More cheap accommodation in Sherwood

Best Western Annapolis

Best Western Annapolis

2520 Riva Rd Annapolis MD
AU$120
27 Sept - 28 Sept
includes taxes & fees
7.8/10 Good! (1,001 reviews)
Best Western Annapolis
St Michaels Inn

St Michaels Inn

1228 S Talbot Street St. Michaels MD
AU$132
6 Oct - 7 Oct
includes taxes & fees
8/10 Very good! (1,007 reviews)
St Michaels Inn
Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island

101 Vfw Ave Grasonville MD
AU$154
7 Oct - 8 Oct
includes taxes & fees
7.8/10 Good! (965 reviews)
Quality Inn Grasonville near Kent Island
Hampton Inn & Suites Annapolis

Hampton Inn & Suites Annapolis

124 Womack Dr Annapolis MD
AU$154
29 Sept - 30 Sept
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$161
27 Sept - 28 Sept
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
AU$179
28 Sept - 29 Sept
includes taxes & fees
8/10 Very good! (1,001 reviews)
Best Western Kent Narrows 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$120 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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