Accommodations in Sherwood You’ll Love

Affordable, Top-Rated Places to Stay in Sherwood – For Every Budget

Looking for accommodation in Sherwood (Maryland)? Discover a wide range of places to stay starting at just $53.00 per night – from hotels and bed & breakfasts to vacation rentals. Whether you're visiting for business or leisure, you'll find the perfect place that fits your budget and travel needs. Book your ideal Sherwood accommodation today!

We found 12 Accommodations in Sherwood and the surrounding area (within 40 miles)

St. Michaels Inn

Hotel in Saint Michaels near Sherwood, Maryland , 1228 South Talbot Street

Featuring an outdoor pool and sun terrace with lounge chairs, this hotel is 1 mi from historic St.

Parking
Pets allowed
Outdoor pool
Swimming pool
Swimming Pool

Good 987 Reviews 7.5

from $89.10 Show details »

George Brooks House B&B

B&B in Saint Michaels near Sherwood, Maryland , 24500 Rolles Range Road

11 miles from Academy of the Arts in Saint Michaels, George Brooks House B&B offers accommodations with access to a hot tub.

Parking
Pets allowed
Breakfast in the room
Spa and wellness centre

Pleasant 16 Reviews 6.9

from $176.00 Show details »

Parsonage Inn Bed and Breakfast

B&B in Saint Michaels near Sherwood, Maryland , 210 North Talbot Street

Parsonage Inn Bed and Breakfast in Saint Michaels provides adults-only accommodations with pool with a view, free bikes, and a garden.

Parking
Pets allowed
Outdoor pool
Swimming pool
Swimming Pool

Fabulous 48 Reviews 8.8

from $220.00 Show details »

St Michaels Harbour Inn, Marina and Spa

Inn in Saint Michaels near Sherwood, Maryland , 101 N. Harbour Road

Boasting an on-site spa, restaurant and outdoor swimming pool, this resort is located in Saint Michaels.

Parking
Restaurant
Pets allowed
Bar
Fitness centre

Fabulous 465 Reviews 8.9

from $281.40 Show details »

Wades Point Inn on the Bay

B&B in Saint Michaels near Sherwood, Maryland , 10090 Wades Point Road PO Box 7

Wades Point Inn on the Bay offers accommodations in Saint Michaels, 16 miles from Academy of the Arts.

Parking
Kids' outdoor play equipment

Superb 120 Reviews 9.2

from $249.48 Show details »

Old Brick Inn

Inn in Saint Michaels near Sherwood, Maryland , 401 S. Talbot Street

Old Brick Inn is made up of three buildings, all located in St.

Parking
Allergy-free room

Fabulous 169 Reviews 8.8

from $238.50 Show details »

Wylder Hotel - Tilghman Island

Hotel in Saint Michaels near Sherwood, Maryland , 21551 Chesapeake House Drive

Where a bayside cool retreat awaits: a rebirth of an 1898 original boarding house where watermen ran the docks and crabs were piled high on picnic tab...

Parking
Restaurant
Pets allowed
Bar
Sauna

Very good 95 Reviews 8.4

from $190.30 Show details »

Tilghman Island Inn

Hotel in Tilghman Island near Sherwood, Maryland , 21384 Coopertown Rd

Located in Tilghman Island, 23 miles from Academy of the Arts, Tilghman Island Inn has accommodations with a seasonal outdoor swimming pool, free priv...

Parking
Restaurant
Pets allowed
Bar
Family rooms

Fabulous 57 Reviews 8.9

from $202.95 Show details »

The Wildset

Hotel in Saint Michaels near Sherwood, Maryland , 209 North Talbot Street

Located in Saint Michaels, 11 miles from Academy of the Arts, The Wildset has accommodations with a restaurant, free private parking and a bar.

Parking
Restaurant
Pets allowed
Bar

Superb 130 Reviews 9.2

from $250.75 Show details »

The Happy Place

Holiday home in Tilghman Island near Sherwood, Maryland , 5918 Tilghman Island Road

The Happy Place offers accommodations in Tilghman Island, 23 miles from Academy of the Arts.

Parking
Pets allowed
Family rooms
Kids' outdoor play equipment

Exceptional 3 Reviews 10.0

from $398.16 Show details »

Baydream Believer

Holiday home in Saint Michaels near Sherwood, Maryland , 8718 Bozman Neavitt Road

Baydream Believer offers accommodations in Saint Michaels, 15 miles from Academy of the Arts.

Parking
Family rooms
Outdoor pool
Swimming pool
Swimming Pool

no reviews

from $1.220.94 Show details »

Serene Waterfront Retreat on Chesapeake...

Holiday home in Saint Michaels near Sherwood, Maryland , 24318 Oakwood Park Rd

Serene Waterfront Retreat on Chesapeake Bay in St Michaels offers accommodations in Saint Michaels, 13 miles from Academy of the Arts.

Parking
Pets allowed

Exceptional 4 Reviews 10.0

from $395.03 Show details »

Number of Accommodations in Sherwood	12
Average price per night	$279.00
Lowest price per night	$53,00
Highest price per night	$2.142,05

Discover Sherwood – Your Guide to the Best Places to Stay

Planning a trip to Sherwood? Choosing the right place to stay is one of the most important parts of making your visit memorable. Whether you are looking for a luxury hotel, a cozy guesthouse, a modern apartment, or a family-friendly vacation rental, Sherwood offers a wide range of lodging options to suit every travel style and budget.

When deciding where to stay in Sherwood, consider key factors like location, amenities, reviews, and proximity to attractions or public transport. Do you prefer being in the heart of the city close to restaurants, shops, and nightlife? Or do you want a quiet neighborhood with a more local feel? With so many types of accommodations in Sherwood, from boutique hotels to spacious homes, you are sure to find something that fits your needs.

Tips for Finding the Perfect Stay in Sherwood

To find the perfect place to stay in Sherwood, consider your budget, preferred location, and the amenities you need. Do you want to stay in a hotel or a vacation rental or do your prefer an apartment or house with more space, privacy, and the opportunity to live like a local? Do you need access to a kitchen, laundry facilities, or a gym? Research online reviews and ratings to get an idea of what past guests have experienced. Also, consider the type of trip you're taking. If you're traveling with family, you may need a larger space or a kid-friendly environment. If you're on a romantic getaway, you may want a more intimate setting.

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Accommodations in Sherwood You’ll Love

Affordable, Top-Rated Places to Stay in Sherwood – For Every Budget

We found 12 Accommodations in Sherwood and the surrounding area (within 40 miles)

Discover Sherwood – Your Guide to the Best Places to Stay

Tips for Finding the Perfect Stay in Sherwood