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Top hotels and accommodation in Sherwood

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (878)
"Great stay beautiful view"
The price is AU$238
includes taxes & fees
10 Aug - 11 Aug
Holiday Inn Express Annapolis East-Kent Island by IHG

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (603)
"Great place to stay. "
The price is AU$264
includes taxes & fees
25 Aug - 26 Aug
Hyatt Place Kent Narrows & Marina

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (975)
"Great spot with beautiful views. "
The price is AU$265
includes taxes & fees
10 Aug - 11 Aug
Hilton Garden Inn Kent Island Marina

The Westin Annapolis

4.0 star property
8.6 out of 10, Excellent, (1006)
"The Hotel was very clean and convenient to everything that we wanted to do!!!!"
The price is AU$280
includes taxes & fees
11 Aug - 12 Aug
The Westin Annapolis

SureStay by Best Western Prince Frederick

2.5 star property
7.6 out of 10, Good, (160)
"Clean rooms and comfortable beds. "
The price is AU$136
includes taxes & fees
11 Aug - 12 Aug
SureStay by Best Western Prince Frederick

Hilton Garden Inn Annapolis

3.0 star property
8.2 out of 10, Very good, (1003)
"Great staff! Super clean."
The price is AU$168
includes taxes & fees
10 Aug - 11 Aug
Hilton Garden Inn Annapolis

Holiday Inn Express Prince Frederick by IHG

2.5 star property
8.8 out of 10, Excellent, (656)
"Ive stayed here year after year and it never disappoints "
The price is AU$183
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Express Prince Frederick by IHG

Cambridge Inn

2.0 star property
5.2 out of 10, (521)
"Very good price, friendly and helpful staff, not a bad room for the price, was a comfortable stay for the night. "
Cambridge Inn

Hampton Inn & Suites Annapolis

2.5 star property
8.2 out of 10, Very good, (1005)
"Very nice stay. Front desk staff was friendly and the pool is a great bonus."
The price is AU$182
includes taxes & fees
14 Aug - 15 Aug
Hampton Inn & Suites Annapolis

Courtyard by Marriott Annapolis

3.0 star property
8.6 out of 10, Excellent, (1007)
"Great place and great staff "
The price is AU$176
includes taxes & fees
25 Aug - 26 Aug
Courtyard by Marriott Annapolis

Annapolis Waterfront Hotel, Autograph Collection

4.0 star property
8.8 out of 10, Excellent, (850)
"We were pleased with the staff, room and the view. We were disappointed that there was no restaurant or bar on the property as the description led us to believe."
The price is AU$388
includes taxes & fees
17 Aug - 18 Aug
Annapolis Waterfront Hotel, Autograph Collection

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (404)
"Staff was very polite and friendly. "
The price is AU$391
includes taxes & fees
24 Aug - 25 Aug
The Inn at Chesapeake Bay Beach Club

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1821)
"Loved the hotel-great location "
Historic Inns of Annapolis

Holiday Inn Express & Suites Annapolis by IHG

2.5 star property
8.2 out of 10, Very good, (1006)
"Bed was very comfortable "
The price is AU$164
includes taxes & fees
13 Aug - 14 Aug
Holiday Inn Express & Suites Annapolis by IHG

Wylder Tilghman Island

2.0 star property
8.6 out of 10, Excellent, (57)
"Good service and good options to enjoy the stays. "
The price is AU$359
includes taxes & fees
18 Aug - 19 Aug
Wylder Tilghman Island

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (107)
"Hotel was great and peaceful. This hotel was water front. Nice surroundings!! I enjoyed to stay here."
The price is AU$318
includes taxes & fees
3 Sept - 4 Sept
Kent Island Resort

Hyatt Regency Chesapeake Bay

4.0 star property
8.8 out of 10, Excellent, (1002)
"Excellent place only missing the club room !!!"
The price is AU$437
includes taxes & fees
25 Aug - 26 Aug
Hyatt Regency Chesapeake Bay

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1011)
"Excellent hospitable staff made the stay even better!"
The price is AU$174
includes taxes & fees
10 Aug - 11 Aug
DoubleTree by Hilton Hotel Annapolis

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1008)
"Room is spacious, great for families"
The price is AU$178
includes taxes & fees
17 Aug - 18 Aug
SpringHill Suites by Marriott Annapolis

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1001)
"Very clean and friendly staff. Best mattress and pillows have had in hotel."
The price is AU$215
includes taxes & fees
7 Aug - 8 Aug
Crowne Plaza Annapolis by IHG
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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Learn more about Sherwood

Love sailing, nature and sunsets? Get away to Sherwood!

Top Sherwood Hotel Reviews

Find out more about 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.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

Where is the best place to stay in Sherwood?

Historic Inns of Annapolis, located 17.6 mi (28.4 km) from the heart of Sherwood, is a top choice for your stay, based on our traveller data. Two other choices for your stay in the area are Graduate by Hilton Annapolis and DoubleTree by Hilton Hotel Annapolis. See all available top hotels, or vacation rentals in Sherwood.

What are some of the best holiday rentals that Sherwood has to offer?

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! : This holiday home rental outside of Sherwood is located in the city centre, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. See all vacation rentals in Sherwood.

If I need to cancel my hotel reservation in Sherwood, will I receive a refund?

Yes, most hotel reservations are fully refundable as long as you cancel before the hotel’s cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you might still have the option to cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Sherwood.

What's the best accommodation for a budget-friendly stay in Sherwood?

Based on reviews, Lowes Wharf Marina Inn is a popular 3-star inn for our travellers looking for an economical choice, and features free WiFi and free parking. View all budget hotels in Sherwood.

What's the best dog-friendly place to stay in Sherwood?

Lowes Wharf Marina Inn is a top inn for people travelling 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?

Hyatt Regency Chesapeake Bay: Offers 2 outdoor swimming pools, a children's pool and a private beach. Best Western Annapolis and SpringHill Suites by Marriott Annapolis are a couple of other choices with an on-site 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 accommodation options to choose from. Find out more about Sherwood.

What are the top places to visit in Sherwood?

A couple of favourite places to visit are Goat Island and Knapp's Narrows Marina & Inn. You'll also find St. Michaels Winery and St. Michaels Marina in the area. Take a look at what more there is to see and do in Expedia's Sherwood guide.

What's the seasonal weather like in Sherwood?

The hottest months are usually July and August, with an average temperature of 24°C, while the coldest months are January and February, with an average of 5°C. Average annual precipitation for Sherwood is 1341 mm.