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

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Our top choices for Sherwood hotels

1. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (391 reviews)
"Breakfast is excellent, staff very friendly"
United States
Polina
The price is AU$236
includes taxes & fees
29 July - 30 July
Knapps Narrows Marina & Inn

2. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.2 out of 10, Very good, (1,016 reviews)
"Room was pleasant and clean and breakfast was great!"
United States
Karen
The price is AU$128
includes taxes & fees
25 Aug - 26 Aug
St Michaels Inn

3. The Tilghman Island Inn

The Tilghman Island Inn
3.5 star property
Tilghman
9.4 out of 10, Exceptional, (152 reviews)
"Totally charming. We had a lovely time and our dogs loved it."
United States
Wm
The price is AU$355
includes taxes & fees
9 Aug - 10 Aug
The Tilghman Island Inn

4. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.2 out of 10, Wonderful, (1,007 reviews)
"Very clean and the breakfast was delicious!"
United States
Ruth
The price is AU$219
includes taxes & fees
5 Aug - 6 Aug
Best Western Plus Easton Inn & Suites

5. The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (485 reviews)
"Wonderful hotel!"
United States
Tracey
The price is AU$428
includes taxes & fees
17 Aug - 18 Aug
The Wildset

6. Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
8.8 out of 10, Excellent, (103 reviews)
"Super lovely, very cute even when our weather was pretty rainy."
United States
Jennifer
The price is AU$553
includes taxes & fees
2 Aug - 3 Aug
Wylder Tilghman Island

7. Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (578 reviews)
"place was grand- we'll be back"
United States
Donald
The price is AU$230
includes taxes & fees
6 Aug - 7 Aug
Hampton Inn Easton

8. Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (907 reviews)
"It was pleasant having a room that overlooked the courtyard."
United States
Karen
The price is AU$159
includes taxes & fees
19 Aug - 20 Aug
Quality Inn

9. Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
3.0 star property
Easton
9.0 out of 10, Wonderful, (622 reviews)
"A clean hotel and a great breakfast."
United States
Maura
The price is AU$244
includes taxes & fees
2 Aug - 3 Aug
Holiday Inn Express Easton by IHG

10. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
3.0 star property
Easton
9.6 out of 10, Exceptional, (383 reviews)
"Clean, friendly and easily accessible from rt 50."
United States
Stephanie
The price is AU$213
includes taxes & fees
23 Aug - 24 Aug
Fairfield Inn & Suites by Marriott Easton

11. George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (76 reviews)
"This weekend was an anniversary gift for my daughter and her husband. They had a wonderful time and were highly complimentary of the accommodations, the delicious breakfast and the location."
United States
Erin
The price is AU$333
includes taxes & fees
5 Aug - 6 Aug
George Brooks House B&B

12. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
2.5 star property
Grasonville
7.8 out of 10, Good, (943 reviews)
"Great staff and breakfast crew. Extremely reasonable price, for convenient location."
United States
Jonathan
The price is AU$159
includes taxes & fees
24 Aug - 25 Aug
Quality Inn Grasonville near Kent Island

13. The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (903 reviews)
"The Tidewater Inn was the best"
United States
Diana
The price is AU$256
includes taxes & fees
24 Aug - 25 Aug
The Tidewater Inn

14. Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.6 out of 10, Excellent, (1,011 reviews)
"I would stay again"
United States
Tron
The price is AU$323
includes taxes & fees
5 Aug - 6 Aug
Rod 'N' Reel Resort

15. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
2.5 star property
Grasonville
8.0 out of 10, Very good, (1,006 reviews)
"good for a short stay"
United States
chanel
The price is AU$190
includes taxes & fees
30 July - 31 July
Best Western Kent Narrows Inn

16. Sandaway Suites & Beach

Sandaway Suites & Beach
3.0 star property
Oxford
9.4 out of 10, Exceptional, (188 reviews)
"It was a beautiful stay!"
United States
Eliza
The price is AU$339
includes taxes & fees
3 Aug - 4 Aug
Sandaway Suites & Beach

17. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
9.0 out of 10, Wonderful, (1,007 reviews)
"Me and my husband went for a one year anniversary. Staying at the hilton was wonderful relaxing, everyone was so pleasant and helpful.The restaurants nearby were great. I love the view we'll be coming back again."
United States
Tammy
The price is AU$235
includes taxes & fees
16 Aug - 17 Aug
Hilton Garden Inn Kent Island Marina

18. Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
2.5 star property
Easton
6.6 out of 10, (395 reviews)
"Easy check in, clean and comfortable room. "
United States
michael
The price is AU$128
includes taxes & fees
3 Aug - 4 Aug
Econo Lodge Easton Route 50

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

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (1,009 reviews)
"I have stayed several times over the last few years and the place continues to be very good."
United States
Thomas R.
The price is AU$187
includes taxes & fees
18 Aug - 19 Aug
Holiday Inn Express Annapolis East-Kent Island by IHG

20. SureStay by Best Western Prince Frederick

SureStay by Best Western Prince Frederick
2.5 star property
Prince Frederick
7.6 out of 10, Good, (287 reviews)
"Clean, quiet...great place to stay."
United States
Greg
The price is AU$126
includes taxes & fees
5 Aug - 6 Aug
SureStay by Best Western Prince Frederick
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.

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

Top Sherwood Hotel Reviews

Recent Reviews in Sherwood

More cheap accommodation in Sherwood

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$126 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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