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Top hotels and accommodation in Sherwood

Cambridge Inn

2.0 star property
5.2 out of 10, (522)
"Very good price, friendly and helpful staff, not a bad room for the price, was a comfortable stay for the night. "
Cambridge Inn

Hyatt Regency Chesapeake Bay

4.0 star property
8.8 out of 10, Excellent, (1003)
"I absolutely loved this place !! Would highly recommend (:"
The price is AU$434
includes taxes & fees
25 Aug - 26 Aug
Hyatt Regency Chesapeake Bay

Holiday Inn Express Cambridge by IHG

2.5 star property
8.8 out of 10, Excellent, (720)
"Very well managed and operated! "
The price is AU$228
includes taxes & fees
17 Aug - 18 Aug
Holiday Inn Express Cambridge by IHG

Econo Lodge Easton Route 50

2.5 star property
6.6 out of 10, (372)
"The staff was VERY nice"
The price is AU$136
includes taxes & fees
9 Sept - 10 Sept
Econo Lodge Easton Route 50

Hampton Inn Easton

2.5 star property
9.0 out of 10, Wonderful, (527)
"Check in staff is very helpful"
The price is AU$245
includes taxes & fees
7 Sept - 8 Sept
Hampton Inn Easton

Quality Inn

2.5 star property
7.6 out of 10, Good, (767)
"Comfortable and reasonably priced we stay at this clean hotel when we are here in this area. "
The price is AU$156
includes taxes & fees
18 Aug - 19 Aug
Quality Inn

Best Western Plus Easton Inn & Suites

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Nice comfortable stay."
The price is AU$201
includes taxes & fees
8 Sept - 9 Sept
Best Western Plus Easton Inn & Suites

Fairfield Inn & Suites by Marriott Easton

2.5 star property
9.6 out of 10, Exceptional, (357)
"Great place! "
The price is AU$272
includes taxes & fees
21 Aug - 22 Aug
Fairfield Inn & Suites by Marriott Easton

Hummingbird Inn

3.5 star property
10.0 out of 10, Exceptional, (77)
"Hummingbird Inn is so gracious to all guests. I was there for a triathlon and Eric and Mary made sure I was taken care of to race! Love this Inn!"
Hummingbird Inn

The Tidewater Inn

3.0 star property
8.8 out of 10, Excellent, (813)
"Very nice hotel and area. Would stay again. "
The price is AU$302
includes taxes & fees
12 Aug - 13 Aug
The Tidewater Inn

Sandaway Suites & Beach

3.0 star property
9.4 out of 10, Exceptional, (145)
"Beautiful historic building and rooms. Scenic, quiet grounds, calming views of the bay. A true gem !"
The price is AU$483
includes taxes & fees
21 Aug - 22 Aug
Sandaway Suites & Beach

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (33)
"Loved the Oaks! Fabulous accommodations and excellent staff"
The price is AU$697
includes taxes & fees
14 Aug - 15 Aug
The Oaks Waterfront

St Michaels Inn

2.5 star property
8.2 out of 10, Very good, (1005)
"Great spot to be close to town for a modest price. "
The price is AU$163
includes taxes & fees
1 Sept - 2 Sept
St Michaels Inn

The Wildset

2.5 star property
9.8 out of 10, Exceptional, (354)
"This is where we stay everytime we come to St. Michaels - Top Knotch!"
The price is AU$366
includes taxes & fees
18 Aug - 19 Aug
The Wildset

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (358)
"Beautiful place to stay."
The price is AU$1,060
includes taxes & fees
2 Sept - 3 Sept
Inn at Perry Cabin

Parsonage Inn

3.5 star property
9.2 out of 10, Wonderful, (130)
"Beautiful Victorian Cottage Home. Outstanding service and breakfast. Wonderful hosts made us feel right @ home!"
The price is AU$386
includes taxes & fees
12 Aug - 13 Aug
Parsonage Inn

George Brooks House B&B

3.0 star property
8.8 out of 10, Excellent, (61)
"Gorgeous quaint historic house. Friendly owner, close to town "
The price is AU$395
includes taxes & fees
12 Aug - 13 Aug
George Brooks House B&B

Quality Inn

2.5 star property
7.8 out of 10, Good, (805)
"Conveniently located with overall great value."
The price is AU$166
includes taxes & fees
24 Aug - 25 Aug
Quality Inn

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (982)
"Great spot with beautiful views. "
The price is AU$259
includes taxes & fees
1 Sept - 2 Sept
Hilton Garden Inn Kent Island Marina

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (881)
"Great stay beautiful view"
The price is AU$216
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Express Annapolis East-Kent Island 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 Sonesta ES Suites 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?

Sonesta ES Suites Annapolis: Provides buffet, a seasonal outdoor pool and complimentary wireless Internet access. SpringHill Suites by Marriott Annapolis and Best Western 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.