A marina with numerous boats docked at wooden piers under a clear sky.

Find Family Hotels in Eastern Shore, MD

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Check availability on Eastern Shore Family Hotels

Tonight
Aug 26 - Aug 27
Tomorrow
Aug 27 - Aug 28
This weekend
Aug 28 - Aug 30
Next weekend
Sep 4 - Sep 6

Our top choices for Eastern Shore family-friendly hotels

1. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
  • Family-friendly getaway with indoor pool offers fun activities, free breakfast, and comfortable spaces for all ages.
NT$4,430
NT$4,873 total
includes taxes & fees
Aug 30 - Aug 31
Best Western Plus Easton Inn & Suites

2. Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
  • Family-friendly fun on the Kent Island escape—enjoy the seasonal outdoor pool, hiking trails, and beautiful views of Chesapeake Bay.
NT$4,048
NT$4,493 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express Annapolis East-Kent Island by IHG

3. Best Western Denton Inn

Best Western Denton Inn
Denton
  • Family-friendly pool oasis near Martinak State Park offers cool splashes and free perks for the whole gang.
NT$3,387
NT$3,759 total
includes taxes & fees
Aug 31 - Sep 1
Best Western Denton Inn

4. The Tidewater Inn

The Tidewater Inn
Easton
  • Family getaway enchantment awaits with premium entertainment, requested kitchen essentials, and nearby outdoor adventures.
NT$5,706
NT$6,277 total
includes taxes & fees
Aug 27 - Aug 28
The Tidewater Inn

5. Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
NT$3,618
NT$4,016 total
includes taxes & fees
Sep 1 - Sep 2
Comfort Inn & Suites Cambridge

6. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
  • Family fun escape at Fairfield Inn Easton with indoor saltwater pool, complimentary breakfast, and convenient location.
NT$4,308
NT$4,738 total
includes taxes & fees
Aug 30 - Aug 31
Fairfield Inn & Suites by Marriott Easton

7. Quality Inn

Quality Inn
Easton
  • Family-oriented hotel delivers fun for all with seasonal outdoor pool and complimentary breakfast every morning.
NT$3,475
NT$3,822 total
includes taxes & fees
Aug 27 - Aug 28
Quality Inn

8. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
NT$5,323
NT$5,908 total
includes taxes & fees
Sep 8 - Sep 9
Hyatt Place Kent Narrows & Marina

9. Hampton Inn Easton

Hampton Inn Easton
Easton
  • Family-friendly adventure awaits with a comfortable indoor pool, super comfy beds, and thoughtful staff ready to make memories.
NT$4,662
NT$5,129 total
includes taxes & fees
Aug 30 - Aug 31
Hampton Inn Easton

10. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
  • Kids will love this resort's waterslide, private beach, and pools—a paradise for adventure with kayaking and year-round swimming options.
NT$6,470
NT$8,864 total
includes taxes & fees
Sep 2 - Sep 3
Hyatt Regency Chesapeake Bay
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Choose what matters most at family-friendly hotels in Eastern Shore

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Family-friendly hotels with free breakfast in Eastern Shore

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
NT$4,048
NT$4,493 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express Annapolis East-Kent Island by IHG

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
NT$4,430
NT$4,873 total
includes taxes & fees
Aug 30 - Aug 31
Best Western Plus Easton Inn & Suites

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
NT$4,308
NT$4,738 total
includes taxes & fees
Aug 30 - Aug 31
Fairfield Inn & Suites by Marriott Easton

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
NT$5,323
NT$5,908 total
includes taxes & fees
Sep 8 - Sep 9
Hyatt Place Kent Narrows & Marina

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
NT$3,618
NT$4,016 total
includes taxes & fees
Sep 1 - Sep 2
Comfort Inn & Suites Cambridge

Quality Inn

Quality Inn
Easton
NT$3,475
NT$3,822 total
includes taxes & fees
Aug 27 - Aug 28
Quality Inn

Best Western Denton Inn

Best Western Denton Inn
Denton
NT$3,387
NT$3,759 total
includes taxes & fees
Aug 31 - Sep 1
Best Western Denton Inn

Econo Lodge Easton Route 50

Econo Lodge Easton Route 50
Easton
NT$2,581
NT$2,840 total
includes taxes & fees
Sep 2 - Sep 3
Econo Lodge Easton Route 50

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
NT$3,254
NT$3,612 total
includes taxes & fees
Sep 15 - Sep 16
Quality Inn Grasonville near Kent Island

Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown
Chestertown
NT$3,417
NT$3,793 total
includes taxes & fees
Sep 15 - Sep 16
Comfort Inn & Suites Chestertown
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Family-friendly hotels with pools in Eastern Shore

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
NT$4,048
NT$4,493 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express Annapolis East-Kent Island by IHG

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
NT$4,430
NT$4,873 total
includes taxes & fees
Aug 30 - Aug 31
Best Western Plus Easton Inn & Suites

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
NT$4,308
NT$4,738 total
includes taxes & fees
Aug 30 - Aug 31
Fairfield Inn & Suites by Marriott Easton

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
NT$5,323
NT$5,908 total
includes taxes & fees
Sep 8 - Sep 9
Hyatt Place Kent Narrows & Marina

SeaLoft Oceanfront Hotel

SeaLoft Oceanfront Hotel
Midtown Ocean City
NT$2,266
NT$2,538 total
includes taxes & fees
Sep 23 - Sep 24
SeaLoft Oceanfront Hotel

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
NT$3,618
NT$4,016 total
includes taxes & fees
Sep 1 - Sep 2
Comfort Inn & Suites Cambridge

Castle in the Sand

Castle in the Sand
Midtown Ocean City
NT$2,410
NT$2,699 total
includes taxes & fees
Sep 20 - Sep 21
Castle in the Sand

Beachcomber

Beachcomber
North Ocean City
NT$2,639
NT$3,592 total
includes taxes & fees
Aug 30 - Aug 31
Beachcomber

Quality Inn

Quality Inn
Easton
NT$3,475
NT$3,822 total
includes taxes & fees
Aug 27 - Aug 28
Quality Inn

Fenwick Inn

Fenwick Inn
North Ocean City
NT$2,266
NT$3,015 total
includes taxes & fees
Sep 21 - Sep 22
Fenwick 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.
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Top Eastern Shore Hotel Reviews

Quality Inn Ocean City Beachfront

Quality Inn Ocean City Beachfront

8/10 Good
"It’s pleasant, clean, and welcoming there! Great location! The only downside is the constant lines for breakfast."
Lidiia 4-night trip
Posted 5 hours ago
Quality Inn Ocean City Beachfront
Fenwick Inn

Fenwick Inn

8/10 Good
"Staff was great!"
Sasha 1-night trip
Posted 6 hours ago
Fenwick Inn
Howard Johnson by Wyndham Ocean City Oceanfront

Howard Johnson by Wyndham Ocean City Oceanfront

10/10 Excellent
"Everything there were excellent, just need to maintain the outside of the building"
mina 4-night trip
Posted 6 hours ago
Howard Johnson by Wyndham Ocean City Oceanfront
Ashore Oceanfront Hotel by Marriott

Ashore Oceanfront Hotel by Marriott

10/10 Excellent
"It was a great hotel to go with family and our dog! So close to assateague island"
Irina 1-night trip
Posted 11 hours ago
Ashore Oceanfront Hotel by Marriott
Tidelands Caribbean Hotel and Suites

Tidelands Caribbean Hotel and Suites

10/10 Excellent
"Really loved the hotel but def needs cable tv for night time watching. You only get a couple channels and they all suck lol! Beds were comfy and the shower water was piping hot, which I loved. The view from our balcony, ocean block, was amazing. The AC makes no sound so if you need a fan sound to sleep, bring your own. I was discouraged reading so many other bad reviews on here but glad I gave it a try anyway. The staff were wonderful and so helpful so tidelands def deserves all stars. I could see the parking being an issue too but almost anywhere downtown is like that. We stayed end of August and had a great parking spot. You’re in walking distance to anything you’d need so once you’re parked you are set."
Kelli 4-night trip
Posted 11 hours ago
Tidelands Caribbean Hotel and Suites
Plim Plaza Hotel

Plim Plaza Hotel

10/10 Excellent
"Staff was very helpful and made you feel welcomed. The view was incredible. Love that you literally are right on the beach. Had live entertainment and good food."
Lori 2-night trip
Posted 15 hours ago
Plim Plaza Hotel
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

10/10 Excellent
"God"
AHMED 1-night trip
Posted 15 hours ago
Grand Hotel Ocean City Oceanfront
Castle in the Sand

Castle in the Sand

8/10 Good
"The beach view is good."
Arnoldo 2-night trip
Posted 16 hours ago
Castle in the Sand

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