Find Family Hotels in Sherwood, MD

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Top Sherwood Family Hotels

Rod 'N' Reel Resort

4.0 star property
Chesapeake Beach
8.4 out of 10, Very Good, (1000)
"The hotel is beautiful I can’t wait for"
United States
Lynn
The price is SAR 399
SAR 518 total
includes taxes & fees
2 Jan - 3 January 2026
Rod 'N' Reel Resort

Quality Inn

2.5 star property
Easton
7.6 out of 10, Good, (824)
"Everything was clean; staff friendly; breakfast great"
United States
Richard
The price is SAR 303
SAR 333 total
includes taxes & fees
14 Dec - 15 Dec
Quality Inn

DoubleTree by Hilton Hotel Annapolis

4.0 star property
Annapolis
8.6 out of 10, Excellent, (1007)
"Great place!"
United States
Tawnya
The price is SAR 311
SAR 354 total
includes taxes & fees
4 Jan - 5 January 2026
DoubleTree by Hilton Hotel Annapolis

Historic Inns of Annapolis

3.5 star property
Historic District
9.0 out of 10, Wonderful, (1901)
"Great staff, comfortable beds, clean rooms and perfect location "
United States
Dawn
Historic Inns of Annapolis

Best Western Plus Easton Inn & Suites

2.5 star property
Easton
9.2 out of 10, Wonderful, (1001)
"Spacious room, friendly staff, nice bathroom. Everyone is very accommodating."
United States
DONNA
The price is SAR 484
SAR 533 total
includes taxes & fees
8 Dec - 9 Dec
Best Western Plus Easton Inn & Suites

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
Grasonville
9.2 out of 10, Wonderful, (930)
"nice, clean, up to date, budget friendly hotel"
United States
mike
The price is SAR 297
SAR 329 total
includes taxes & fees
18 Dec - 19 Dec
Holiday Inn Express Annapolis East-Kent Island by IHG

Best Western Kent Narrows Inn

2.5 star property
Grasonville
8.0 out of 10, Very Good, (1003)
"Our room was clean, smelled great, and the breakfast was good with many options."
United States
Eric
The price is SAR 313
SAR 348 total
includes taxes & fees
22 Dec - 23 Dec
Best Western Kent Narrows Inn

Hampton Inn Easton

2.5 star property
Easton
9.0 out of 10, Wonderful, (553)
"all excellent with kudos to staff and the breakfast cook."
United States
JOSEPH
The price is SAR 419
SAR 461 total
includes taxes & fees
4 Jan - 5 January 2026
Hampton Inn Easton

Quality Inn

2.5 star property
Grasonville
7.8 out of 10, Good, (859)
"room was nice breakfast was good and the staff was very friendly and helpful. "
United States
Esai
The price is SAR 319
SAR 354 total
includes taxes & fees
14 Dec - 15 Dec
Quality Inn

The Tidewater Inn

3.0 star property
Easton
8.8 out of 10, Excellent, (841)
"Friendly staff, spotless room, great location. "
United States
Steven
The price is SAR 672
SAR 739 total
includes taxes & fees
14 Dec - 15 Dec
The Tidewater Inn
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.

Top Sherwood Hotel Reviews

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Frequently asked questions

What's Sherwood like for family-friendly vacations?
You might want to consider the welcoming destination of Sherwood if you've been thinking about a trip for the whole family. The island setting, sailing, and restaurants are just some of the things that make this an attractive family vacation spot. Arrange a flight into Easton, MD (ESN-Easton - Newnam), which is located 14.1 mi (22.7 km) from the city center.
When's the best time to book a family-friendly vacation 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.
What's there to see and do with your family in Sherwood?
While you are visiting Sherwood, you and the family might want to check out some interesting spots such as Knapp's Narrows Marina & Inn, St. Michaels Marina, and Saint Michaels Village. Make sure you have lots of time for activities like Rod n Reel Charter Fishing and Chesapeake Beach Water Park.