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Find Family Hotels in Ridgely, MD

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Check availability on Ridgely Family Hotels

Our top choices for Ridgely family-friendly hotels

Exterior
Best Western Denton Inn

Best Western Denton Inn

Best Western Denton Inn
2.5 star property
Denton
8.6 out of 10, Excellent, (577)
"Desk staff was friendly and courteous. Couldn’t stay for breakfast, but smelled great! Room was clean and comfortable."
United States
Andrew
The price is NT$3,408
NT$3,783 total
includes taxes & fees
Dec 14 - Dec 15
Best Western Denton Inn
Indoor pool
Quality Inn & Suites Harrington - Milford

Quality Inn & Suites Harrington - Milford

Quality Inn & Suites Harrington - Milford
2.5 star property
Harrington
7.8 out of 10, Good, (1002)
"Great family stay, highly recommended!"
United States
CasH
The price is NT$2,253
NT$2,501 total
includes taxes & fees
Jan 11 - 2026/1/12
Quality Inn & Suites Harrington - Milford
Exterior
Quality Inn

Quality Inn

Quality Inn
2.5 star property
Easton
7.6 out of 10, Good, (825)
"Everything was clean; staff friendly; breakfast great"
United States
Richard
The price is NT$2,519
NT$2,771 total
includes taxes & fees
Dec 21 - Dec 22
Quality Inn
Lobby
Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
2.5 star property
Chestertown
8.6 out of 10, Excellent, (858)
"The room was a great size and very clean. The staff were very accommodating and friendly. The amenities were very good. We would definitely recommend this hotel. "
United States
Santa
The price is NT$3,180
NT$3,529 total
includes taxes & fees
Dec 17 - Dec 18
Comfort Inn & Suites Chestertown
Exterior
Hampton Inn Easton

Hampton Inn Easton

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 NT$3,484
NT$3,832 total
includes taxes & fees
Jan 4 - 2026/1/5
Hampton Inn Easton
Exterior
Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
2.5 star property
Grasonville
9.2 out of 10, Wonderful, (932)
"It was very comfortable and clean"
United States
Maria
The price is NT$2,714
NT$3,013 total
includes taxes & fees
Jan 3 - 2026/1/4
Holiday Inn Express Annapolis East-Kent Island by IHG
Lobby
Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites

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 NT$4,022
NT$4,425 total
includes taxes & fees
Dec 18 - Dec 19
Best Western Plus Easton Inn & Suites
Terrace/patio
The Tidewater Inn

The Tidewater 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 NT$5,582
NT$6,140 total
includes taxes & fees
Jan 11 - 2026/1/12
The Tidewater Inn
Suite, Multiple Beds, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board
Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown

Red Roof Inn & Suites Chestertown
2.0 star property
Chestertown
7.2 out of 10, Good, (420)
"Professional staff, warm greetings clean room "
United States
Dr. Nicholas and Mrs. Karen
The price is NT$2,245
NT$2,492 total
includes taxes & fees
Dec 17 - Dec 18
Red Roof Inn & Suites Chestertown
Terrace/patio
Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
3.0 star property
Grasonville
9.6 out of 10, Exceptional, (674)
"Great view, good ambiance all around"
United States
Dianne
The price is NT$3,622
NT$4,020 total
includes taxes & fees
Dec 14 - Dec 15
Hyatt Place Kent Narrows & 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

Top Ridgely Hotel Reviews

Best Western Denton Inn

Best Western Denton Inn

10/10 Excellent
"Desk staff was friendly and courteous. Couldn’t stay for breakfast, but smelled great! Room was clean and comfortable."
Andrew 1-night trip
Posted 3 days ago
Best Western Denton Inn

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Frequently asked questions

What's Ridgely like for family-friendly vacations?
The destination of Ridgely is a great choice if you've been thinking about a vacation with your kids. The parks and restaurants are just a few things that make this an attractive spot for a family vacation. Take to the air and fly into Easton, MD (ESN-Easton - Newnam), which is located 13.5 mi (21.8 km) from the city center.
When's the best time to book a family-friendly vacation in Ridgely?
The hottest months are usually July and August with an average temp of 74°F, while the coldest months are January and February with an average of 40°F. Average annual precipitation for Ridgely is 55 inches.
What's there to see and do with your family in Ridgely?
While you and your family are visiting Ridgely, you might want to check out some kid-friendly attractions such as Wye Landing, Queenstown Premium Outlets, and Hazel Miner Monument. Make sure you have lots of time for activities like Pickering Creek Audubon Center and Caroline Public Library.