Find hotels in Sherwood, MD from ₩124,165

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Sep 23 - Sep 24
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Sep 26 - Sep 28
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Compare 1,193 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

The Tilghman Island Inn
Outdoor banquet area

The Tilghman Island Inn

3.5 star property
9.6 out of 10, Exceptional, (110)
"Great staff and food!"
The price is ₩285,124
₩313,636 total
includes taxes & fees
Sep 28 - Sep 29
The Tilghman Island Inn
Graduate by Hilton Annapolis
View from property

Graduate by Hilton Annapolis

4.0 star property
9.4 out of 10, Exceptional, (1011)
"Great area and it was a perfect hotel for our trip. "
The price is ₩247,085
₩281,676 total
includes taxes & fees
Sep 29 - Sep 30
Graduate by Hilton Annapolis
Flag House Inn
Front of property

Flag House Inn

3.5 star property
9.4 out of 10, Exceptional, (78)
"Lovely B&B close to EVERYTHING! The host were so kind and helpful. The common areas were very nice as well as the front porch!"
The price is ₩228,795
₩260,826 total
includes taxes & fees
Sep 24 - Sep 25
Flag House Inn
The Inn at Chesapeake Bay Beach Club
Front of property - evening/night

The Inn at Chesapeake Bay Beach Club

4.0 star property
9.4 out of 10, Exceptional, (419)
"Beautiful hotel with friendly staff and great food! Comfortable bed, stayed at the Barn. "
The price is ₩312,941
₩382,747 total
includes taxes & fees
Oct 1 - Oct 2
The Inn at Chesapeake Bay Beach Club
Hummingbird Inn
Porch

Hummingbird Inn

3.5 star property
10.0 out of 10, Exceptional, (80)
"The Hummingbird Inn is a Ritz Carlton (service wise) disguised as a BnB. It’s cute, has charm, but moreover, you immediately feel a sincere sense of welcome. And the breakfast is first rate. Well done Mary and Eric!"
The price is ₩391,802
₩430,982 total
includes taxes & fees
Sep 25 - Sep 26
Hummingbird Inn
TownePlace Suites by Marriott Annapolis
Exterior

TownePlace Suites by Marriott Annapolis

3.0 star property
9.2 out of 10, Wonderful, (26)
"The staff was great!"
The price is ₩152,994
₩174,414 total
includes taxes & fees
Sep 29 - Sep 30
TownePlace Suites by Marriott Annapolis
Hyatt Place Kent Narrows & Marina
Terrace/patio

Hyatt Place Kent Narrows & Marina

3.0 star property
9.4 out of 10, Exceptional, (628)
"we loved the view and the room"
The price is ₩235,054
₩260,910 total
includes taxes & fees
Oct 19 - Oct 20
Hyatt Place Kent Narrows & Marina
Inn at Perry Cabin
Breakfast, lunch, dinner served; ocean views

Inn at Perry Cabin

5.0 star property
9.6 out of 10, Exceptional, (364)
"Beautiful place to stay."
The price is ₩794,871
₩961,802 total
includes taxes & fees
Oct 7 - Oct 8
Inn at Perry Cabin
Kent Island Resort
Aerial view

Kent Island Resort

3.5 star property
9.2 out of 10, Wonderful, (114)
"Great INN super nice staff"
The price is ₩236,584
₩313,797 total
includes taxes & fees
Oct 1 - Oct 2
Kent Island Resort
Historic Inns of Annapolis
Terrace/patio

Historic Inns of Annapolis

3.5 star property
9.0 out of 10, Wonderful, (1847)
"Perfect location…terrific staff…spacious room with a king sized bed! "
The price is ₩141,750
₩209,162 total
includes taxes & fees
Sep 30 - Oct 1
Historic Inns of Annapolis
The Oaks Waterfront
Front of property

The Oaks Waterfront

4.0 star property
10.0 out of 10, Exceptional, (38)
"Loved the Oaks! Fabulous accommodations and excellent staff"
The price is ₩574,560
₩632,016 total
includes taxes & fees
Sep 25 - Sep 26
The Oaks Waterfront
SpringHill Suites by Marriott Annapolis
Free daily self-serve breakfast

SpringHill Suites by Marriott Annapolis

3.0 star property
9.0 out of 10, Wonderful, (1005)
"Clean room, Good breakfast and friendly staff."
The price is ₩158,418
₩180,596 total
includes taxes & fees
Sep 29 - Sep 30
SpringHill Suites by Marriott Annapolis
Parsonage Inn
Porch

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 ₩318,505
₩350,355 total
includes taxes & fees
Sep 28 - Sep 29
Parsonage Inn
Fairfield Inn & Suites by Marriott Easton
View from property

Fairfield Inn & Suites by Marriott Easton

2.5 star property
9.6 out of 10, Exceptional, (362)
"Absolutely amazing staff! Nicest hotel ive ever been in!"
The price is ₩223,927
₩246,319 total
includes taxes & fees
Oct 5 - Oct 6
Fairfield Inn & Suites by Marriott Easton
Hilton Garden Inn Kent Island Marina
Terrace/patio

Hilton Garden Inn Kent Island Marina

3.0 star property
9.0 out of 10, Wonderful, (999)
"Hotel was great, beautiful location near the water"
The price is ₩217,153
₩241,040 total
includes taxes & fees
Sep 30 - Oct 1
Hilton Garden Inn Kent Island Marina
Laurel Grove Inn on the South
Outdoor dining

Laurel Grove Inn on the South

3.5 star property
9.0 out of 10, Wonderful, (526)
"Great location with fantastic views. Very friendly owner "
The price is ₩250,353
₩285,402 total
includes taxes & fees
Sep 24 - Sep 25
Laurel Grove Inn on the South
Crowne Plaza Annapolis by IHG
Indoor pool

Crowne Plaza Annapolis by IHG

3.5 star property
8.8 out of 10, Excellent, (1015)
"Good location"
The price is ₩155,775
₩177,583 total
includes taxes & fees
Sep 30 - Oct 1
Crowne Plaza Annapolis by IHG
Knapps Narrows Marina & Inn
Exterior

Knapps Narrows Marina & Inn

3.0 star property
9.4 out of 10, Exceptional, (342)
"Beautiful view!"
The price is ₩305,987
₩336,586 total
includes taxes & fees
Sep 28 - Sep 29
Knapps Narrows Marina & Inn
Holiday Inn Express Annapolis East-Kent Island by IHG
Exterior

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
9.2 out of 10, Wonderful, (902)
"The BEAUTIFUL backyard on the water, the walking trail, and the walkability to several restaurants were so nice!"
The price is ₩187,765
₩208,419 total
includes taxes & fees
Oct 19 - Oct 20
Holiday Inn Express Annapolis East-Kent Island by IHG
Sonesta ES Suites Annapolis
Egyptian cotton sheets, premium bedding, pillowtop beds, desk

Sonesta ES Suites Annapolis

3.0 star property
8.8 out of 10, Excellent, (893)
"Had a great stay."
The price is ₩136,442
₩155,552 total
includes taxes & fees
Sep 28 - Sep 29
Sonesta ES Suites Annapolis
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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Top Sherwood Hotel Reviews

Candlewood Suites Annapolis by IHG

Candlewood Suites Annapolis by IHG

10/10 Excellent
"Friendly clean and secure place "
Tina 2-night trip
Posted 5 days ago
Candlewood Suites Annapolis by IHG

More cheap stays in Sherwood

More cheap stays in Sherwood

Best Western Annapolis

Best Western Annapolis

2520 Riva Rd, Annapolis, MD
The price is ₩108,917 per night from Sep 28 to Sep 29
₩108,917
₩124,165 total
Sep 28 - Sep 29
includes taxes & fees
7.8/10 Good! (1,013 reviews)

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 traveler data. Two other choices for your visit to the area are Sonesta ES Suites Annapolis and DoubleTree by Hilton Hotel 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?

Sonesta ES Suites Annapolis: Offers buffet, a seasonal outdoor pool, and complimentary wireless internet access. Best Western Annapolis and St Michaels Inn 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 Goat Island and Knapp's Narrows Marina & Inn. You'll also find St. Michaels Winery and St. Michaels Marina 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 75°F, while the coldest months are January and February with an average of 41°F. Average annual precipitation for Sherwood is 53 inches.

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