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

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Nov 13 - Nov 15
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Our top choices for Sherwood hotels

A marina with several boats docked, a building with multiple levels, and a calm water surface reflecting the structures.

1. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (402 reviews)
"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."
United States
Joan
The price is ā‚©136,529
ā‚©150,182 total
includes taxes & fees
Nov 9 - Nov 10
Knapps Narrows Marina & Inn
A waterfront property with a covered patio, a dock, and a boat.

2. Wylder Tilghman Island

Wylder Tilghman Island
2.0 star property
Tilghman
9.0 out of 10, Wonderful, (122 reviews)
"Very nice stay"
United States
Gary
The price is ā‚©245,752
ā‚©338,592 total
includes taxes & fees
Dec 1 - Dec 2
Wylder Tilghman Island
A room with a fireplace, a dining area with chairs, a large window with a view of the outside, and a cabinet with bottles.

3. Inn at Perry Cabin

Inn at Perry Cabin
5.0 star property
Downtown St. Michaels
9.6 out of 10, Exceptional, (407 reviews)
"Fantastic place; one of those that you donā€™t want to leave the property until the very sad time to go. Lovely staff, all of them, amazing food."
United States
Virgilio
The price is ā‚©594,474
ā‚©653,921 total
includes taxes & fees
Dec 9 - Dec 10
Inn at Perry Cabin
A reception desk with a wooden finish, a sign reading "St. Michaels Inn", and a staircase leading to upper floors.

4. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.0 out of 10, Very good, (1,005 reviews)
"Staff was very pleasant. Room was clean and a very nice Breakfast included."
United States
Dean
The price is ā‚©104,445
ā‚©114,890 total
includes taxes & fees
Dec 1 - Dec 2
St Michaels Inn
A two-story house with a porch, a front door, and a small garden area.

5. The Wildset

The Wildset
2.5 star property
Downtown St. Michaels
9.8 out of 10, Exceptional, (526 reviews)
"Wonderful place to stay. The staff was beyond helpful. Everything is homemade and nightly sā€™mores by the fire pit were so much fun! Can not recommend this place enough!"
United States
Dena
The price is ā‚©271,693
ā‚©332,994 total
includes taxes & fees
Dec 1 - Dec 2
The Wildset
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

6. The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (46 reviews)
"Absolutely perfect little 3 day get away. The entire atmosphere was excellent, great complementary breakfast from menu, beautiful modern rooms, perfectly manicured landscaping with lots of seating for relaxing by the water. The entire staff were so friendly and helpful. We made an excellent choice and would definitely go back. 10+ out of 10."
United States
William
The price is ā‚©600,864
ā‚©660,950 total
includes taxes & fees
Nov 12 - Nov 13
The Oaks Waterfront
A two-story house with a swimming pool, outdoor seating, and a covered patio area.

7. George Brooks House B&B

George Brooks House B&B
3.0 star property
St. Michaels
8.8 out of 10, Excellent, (78 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 ā‚©244,523
ā‚©268,975 total
includes taxes & fees
Nov 9 - Nov 10
George Brooks House B&B
A Victorian-style building with a prominent tower, a porch with outdoor seating, and a sign indicating it is a bed and breakfast.

8. Parsonage Inn

Parsonage Inn
3.5 star property
Downtown St. Michaels
9.2 out of 10, Wonderful, (139 reviews)
"The staff were great. The breakfast was delicious and the location is perfect for walking into town."
United States
Susan
The price is ā‚©293,537
ā‚©322,891 total
includes taxes & fees
Nov 9 - Nov 10
Parsonage Inn
A gazebo with a dome, surrounded by a white fence, near a waterfront with a clear sky.

9. Rod 'N' Reel Resort

Rod 'N' Reel Resort
4.0 star property
Chesapeake Beach
8.8 out of 10, Excellent, (1,003 reviews)
"Place is gorgeous, clean and very welcoming."
United States
Patricia
The price is ā‚©197,953
ā‚©265,192 total
includes taxes & fees
Nov 30 - Dec 1
Rod 'N' Reel Resort
A lakeside view with sailboats, grassy areas, and white Adirondack chairs.

10. Sandaway Suites & Beach

Sandaway Suites & Beach
3.0 star property
Oxford
9.6 out of 10, Exceptional, (224 reviews)
"Had a wonderful time at a beautiful property."
United States
Gary
The price is ā‚©374,895
ā‚©412,385 total
includes taxes & fees
Nov 11 - Nov 12
Sandaway Suites & Beach
An indoor swimming pool with lounge chairs and a no diving sign.

11. Holiday Inn Express Easton by IHG

Holiday Inn Express Easton by IHG
3.0 star property
Easton
9.0 out of 10, Wonderful, (639 reviews)
"would go again"
United States
Alison
The price is ā‚©191,141
ā‚©210,255 total
includes taxes & fees
Nov 19 - Nov 20
Holiday Inn Express Easton by IHG
A modern lobby with a stone fireplace, a blue patterned rug, a blue sofa with colorful cushions, a brown leather chair, and a round coffee table.

12. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
3.0 star property
Easton
9.6 out of 10, Exceptional, (396 reviews)
"Love this hotel, everyone was friendly and it was so clean! Iā€™m really picky about where I stay and I would absolutely stay here again."
United States
Amanda
The price is ā‚©172,914
ā‚©190,206 total
includes taxes & fees
Nov 15 - Nov 16
Fairfield Inn & Suites by Marriott Easton
A large, stately house with a grand entrance, multiple windows, and a symmetrical facade.

13. The Tidewater Inn

The Tidewater Inn
3.0 star property
Easton
8.8 out of 10, Excellent, (938 reviews)
"We had a wonderful stay and thoroughly enjoyed our time in Easton!"
United States
Miriam
The price is ā‚©244,387
ā‚©268,826 total
includes taxes & fees
Nov 22 - Nov 23
The Tidewater Inn
A modern hotel dining area with a long table, four chairs, and three pendant lights.

14. Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (595 reviews)
"Pet friendly...very nice for our dog Staff helpful"
United States
Andrew
The price is ā‚©178,389
ā‚©196,227 total
includes taxes & fees
Nov 10 - Nov 11
Hampton Inn Easton
A spacious living room with a fireplace, a sofa, a coffee table, and a staircase leading to another level.

15. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.0 out of 10, Wonderful, (1,008 reviews)
"Plenty of parking! Comfortable beds and pillows. The staff was amazing, kind, helpful and friendly. I would definitely stay there again."
United States
Margaret
The price is ā‚©162,470
ā‚©178,717 total
includes taxes & fees
Nov 15 - Nov 16
Best Western Plus Easton Inn & Suites
A rooftop terrace with wicker furniture, a fire pit, and a view of a marina.

16. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.4 out of 10, Exceptional, (857 reviews)
"Great place to stay"
United States
Michael
The price is ā‚©183,085
ā‚©203,224 total
includes taxes & fees
Nov 15 - Nov 16
Hyatt Place Kent Narrows & Marina
A hotel entrance with a stone facade, large glass doors, and a sign indicating it is The Inn.

17. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
4.0 star property
Stevensville
9.4 out of 10, Exceptional, (512 reviews)
"Great property super friendly, helpful staff."
United States
scott
The price is ā‚©247,156
ā‚©309,076 total
includes taxes & fees
Dec 9 - Dec 10
The Inn at Chesapeake Bay Beach Club
A covered outdoor seating area with brick walls, two potted plants, and a table and chairs.

18. Baymont by Wyndham Easton

Baymont by Wyndham Easton
2.5 star property
Easton
7.6 out of 10, Good, (958 reviews)
"Staff who received us was very helpful and respectful. Breakfast was great, rooms are well maintained and clean."
United States
Edwin
The price is ā‚©111,954
ā‚©123,150 total
includes taxes & fees
Nov 10 - Nov 11
Baymont by Wyndham Easton
A patio with outdoor seating, overlooking a marina with boats.

19. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
3.0 star property
Grasonville
8.8 out of 10, Excellent, (1,002 reviews)
"Everything was fantastic"
United States
Gamil
The price is ā‚©163,453
ā‚©181,433 total
includes taxes & fees
Nov 18 - Nov 19
Hilton Garden Inn Kent Island Marina
A modern kitchen with a large island, bar stools, and a wine rack.

20. Anchored Inn at Hidden Harbour Marina

Anchored Inn at Hidden Harbour Marina
2.5 star property
Deale
9.4 out of 10, Exceptional, (522 reviews)
"Everything was great"
United States
sherman
The price is ā‚©220,071
ā‚©250,881 total
includes taxes & fees
Nov 29 - Nov 30
Anchored Inn at Hidden Harbour Marina
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.
View all properties

Hotels recommended for families in Sherwood

A marina with several boats docked, a building with multiple levels, and a calm water surface reflecting the structures.

Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
3.0 star property
Sherwood
9.4 out of 10, Exceptional, (402)
The price is ā‚©136,529
ā‚©150,182 total
includes taxes & fees
Nov 9 - Nov 10
Knapps Narrows Marina & Inn
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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

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

Historic Inns of Annapolis

Historic Inns of Annapolis

10/10 Excellent
"Beautiful inns. Well maintained. Walking distance to the heart of Annapolis."
Eleni 3-night trip
Posted 12 hours ago
Historic Inns of Annapolis

More cheap stays in Sherwood

St Michaels Inn

St Michaels Inn

1228 S Talbot Street St. Michaels MD
The price is ā‚©104,445 per night from Dec 1 to Dec 2
ā‚©104,445
ā‚©114,890 total
Dec 1 - Dec 2
includes taxes & fees

Frequently asked questions

Where is the best place to stay in Sherwood?
Knapps Narrows Marina & Inn is one of the top choices for your stay based on our traveler data. This hotel is a short 14-minute walk from Chesapeake Bay, and it offers a marina and free breakfast. Two other choices for your visit to the area are DoubleTree by Hilton Hotel Annapolis and Historic Inns of Annapolis. See all available top hotels, or vacation rentals in Sherwood.
If I need to cancel my hotel reservation in Sherwood, will I receive a refund?
Yes, most room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If your reservation is non-refundable, you might still have the option to cancel and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Sherwood.
Where can I learn more about changing or cancelling my trip to Sherwood?
To find more details about changing or cancelling your trip to Sherwood, head over to our customer service page.
What's the best pet-friendly place to stay in Sherwood?
Lowes Wharf Marina Inn is a top inn for people traveling 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?
Knapps Narrows Marina & Inn: Hotel, 14-minute walk from Chesapeake Bay. Features daily, a seasonal outdoor pool, and free self parking. Crowne Plaza Annapolis by IHG and Rod 'N' Reel Resort are a couple of other choices that feature an onsite pool. View all hotels with pools in Sherwood.
What's the best hotel for staying near Salisbury - Ocean City Wicomico Regional Airport (SBY)?
Country Inn & Suites by Radisson, Salisbury, MD is one of the top choices for your stay and is a popular 3-star hotel featuring free breakfast and an indoor pool. It's located 2.2 mi (3.6 km) from Salisbury - Ocean City Wicomico Regional Airport. Other options close to the airport include Microtel Inn & Suites by Wyndham Salisbury and Sleep Inn Salisbury.
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 accommodations to choose from. Find out more about Sherwood.
What should I do while I'm visiting Sherwood?
A couple of favorite places to visit are Knapp's Narrows Marina & Inn and Goat Island. You'll also find St. Michaels Winery and Saint Michaels Town Hall in the area. Check out what more to see and do in Expedia's Sherwood guide.
What's the weather like in Sherwood?
The hottest months are usually July and August with an average temp of 75Ā°F, while the coldest months are January and February with an average of 41Ā°F. Average annual precipitation for Sherwood is 53 inches.