Search Family-Friendly Hotels in Sherwood

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Sherwood Family-Friendly Hotels

This weekend
Next weekend

Top Sherwood Family-Friendly Hotels

DoubleTree by Hilton Hotel Annapolis

4.0 star property
Annapolis
  • Cots/infant beds provided
8.6 out of 10, Excellent, (1027)
Families love this hotel's thoughtful touches‚ complimentary cots, premium TV channels for film nights, and blackout drapes for peaceful naps. Just an 18-minute walk from Annapolis Bowl, the quiet rooms provide relaxation while the sparkling pool delights young swimmers.
The price is 1.566.299 ₫
1.785.581 ₫ total
includes taxes & fees
21 Dec - 22 Dec
DoubleTree by Hilton Hotel Annapolis

Rod 'N' Reel Resort

4.0 star property
Chesapeake Beach
  • Arcade/games room
8.4 out of 10, Very good, (1001)
Splash between indoor and seasonal outdoor pools while youngsters delight in the arcade room at this shoreside haven. Parents appreciate the marina activities, paddleboard adventures, kayaking excursions, and proximity to Chesapeake Beach Water Park. Soul food dining completes memorable family moments.
The price is 2.750.600 ₫
3.580.606 ₫ total
includes taxes & fees
4 Dec - 5 Dec
Rod 'N' Reel Resort

Quality Inn

2.5 star property
Easton
  • Pool
  • Breakfast included
  • Pet-friendly
  • Parking included
  • Free WiFi
  • Air conditioning
7.6 out of 10, Good, (820)
Splash into family adventures at the seasonal outdoor pool while enjoying comfortable, spacious accommodation praised for exceptional cleanliness. Parents appreciate the friendly staff, free breakfast with excellent choices, and convenient fitness centre and laundry facilities.
The price is 2.129.539 ₫
2.342.492 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Quality Inn

Holiday Inn Express Annapolis East-Kent Island by IHG

2.5 star property
Grasonville
  • Cots/infant beds provided
9.2 out of 10, Wonderful, (925)
Splash into family adventures at this waterfront hotel featuring a gated seasonal pool with sun loungers and umbrellas. Kids appreciate premium TV channels while parents love the free breakfast buffet, convenient Matapeake State Park access, and complimentary cots.
The price is 2.088.821 ₫
2.318.592 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express Annapolis East-Kent Island by IHG

Quality Inn

2.5 star property
Grasonville
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
7.8 out of 10, Good, (855)
The price is 2.241.620 ₫
2.488.198 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Quality Inn

Best Western Kent Narrows Inn

2.5 star property
Grasonville
  • Indoor pool
8.0 out of 10, Very good, (1007)
The price is 2.426.751 ₫
2.693.694 ₫ total
includes taxes & fees
8 Dec - 9 Dec
Best Western Kent Narrows Inn

Hampton Inn Easton

2.5 star property
Easton
  • Cots/infant beds provided
  • Indoor pool
9.0 out of 10, Wonderful, (550)
Splash into excitement at the indoor swimming pool while little ones enjoy cots and rollaway beds provided at no extra cost. Friendly staff ensure a warm welcome, and a delicious free breakfast buffet energises the whole family for daily adventures.
The price is 2.953.888 ₫
3.249.277 ₫ total
includes taxes & fees
25 Dec - 26 Dec
Hampton Inn Easton

Hyatt Place Kent Narrows & Marina

3.0 star property
Grasonville
  • Indoor pool
9.4 out of 10, Exceptional, (666)
The price is 3.061.789 ₫
3.398.586 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Hyatt Place Kent Narrows & Marina

Historic Inns of Annapolis

3.5 star property
Historic District
  • Cots/infant beds provided
9.0 out of 10, Wonderful, (1906)
Families appreciate the thoughtful amenities at this historic hotel, from complimentary cots to premium TV channels with blackout drapes for better naps. Ellen O. Moyer Nature Park sits just steps away, while the central Annapolis location provides walking access to family-friendly sightseeing.
Historic Inns of Annapolis

Graduate by Hilton Annapolis

4.0 star property
Annapolis
  • Cots/infant beds provided
9.4 out of 10, Exceptional, (1007)
Complimentary bicycles invite families to explore scenic Annapolis together while being just minutes from the beach. The hotel's comfortable rooms feature premium TV channels and films, with cots available for little travellers at no extra cost.
The price is 3.259.826 ₫
3.716.202 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Graduate by Hilton 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.

Top Sherwood Hotel Reviews

Frequently asked questions

What's Sherwood like for family-friendly holidays?
You may 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 spot for a family holiday. Arrange a flight into Easton, MD (ESN-Easton - Newnam), which is located 14.1 mi (22.7 km) from the city centre.
When's the best time to book a family-friendly holiday 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.
What's there to see and do with your family in Sherwood?
While you are visiting Sherwood, you and the family may want to explore some interesting spots such as Knapp's Narrows Marina & Inn, St. Michaels Marina and Saint Michaels Village. Make sure that you have lots of time for activities such as Rod n Reel Charter Fishing and Chesapeake Beach Water Park.