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

Find Hotels with a Pool in Eastern Shore, MD

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Check availability on Eastern Shore Hotels with a Pool

Tonight
Aug 30 - Aug 31
Tomorrow
Aug 31 - Sep 1
Next weekend
Sep 4 - Sep 6
In two weeks
Sep 11 - Sep 13

Our top choices for Eastern Shore hotels with a pool

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

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
  • Splashy pool escapes by the bay; seasonal swimming paradise with sun-soaked loungers.
$123 nightly
$137 total
Sep 28 - Sep 29
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG

2. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
  • Make a splash at this family-friendly hotel with an indoor pool that welcomes guests year-round.
$129 nightly
$142 total
Sep 28 - Sep 29
Total with taxes and fees
Best Western Plus Easton Inn & Suites

3. St Michaels Inn

St Michaels Inn
St. Michaels
  • Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
$87 nightly
$96 total
Sep 9 - Sep 10
Total with taxes and fees
St Michaels Inn

4. Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
  • Cambridge hotel offers year-round indoor pool and fitness amenities for a refreshing escape.
$114 nightly
$126 total
Sep 7 - Sep 8
Total with taxes and fees
Comfort Inn & Suites Cambridge

5. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
  • Dive into saltwater serenity at this Easton hotel with indoor pool and shuttle service.
$135 nightly
$149 total
Sep 6 - Sep 7
Total with taxes and fees
Fairfield Inn & Suites by Marriott Easton

6. Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront
Downtown Ocean City
  • Oceanside pool escape in Maryland features refreshing indoor and seasonal outdoor pool with poolside loungers and bar service.
$118 nightly
$132 total
Sep 17 - Sep 18
Total with taxes and fees
Hyatt Place Ocean City / Oceanfront

7. Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort
North Ocean City
  • Luxurious indoor pool retreat with beachfront bliss makes this ocean getaway a splash.
$133 nightly
$147 total
Sep 20 - Sep 21
Total with taxes and fees
Princess Royale Oceanfront Resort

8. Fenwick Inn

Fenwick Inn
North Ocean City
  • Dive into resort-style relaxation at this indoor pool oasis just steps from Maryland Beach.
$84 nightly
$95 total
Sep 21 - Sep 22
Total with taxes and fees
Fenwick Inn

9. Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront
Downtown Ocean City
  • Float in indoor or outdoor pools with oceanfront views in this beach retreat.
$117 nightly
$131 total
Sep 7 - Sep 8
Total with taxes and fees
Grand Hotel Ocean City Oceanfront

10. Carousel Resort Hotel & Condominiums

Carousel Resort Hotel & Condominiums
North Ocean City
  • Splash into seaside bliss with year-round pools and beachfront relaxation at this coastal retreat.
$88 nightly
$98 total
Sep 30 - Oct 1
Total with taxes and fees
Carousel Resort Hotel & Condominiums
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Choose what matters most at hotels with a pool in Eastern Shore

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Eastern Shore

Holiday Inn Express Annapolis East-Kent Island by IHG

Holiday Inn Express Annapolis East-Kent Island by IHG
Grasonville
$123 nightly
$137 total
Sep 28 - Sep 29
Total with taxes and fees
Holiday Inn Express Annapolis East-Kent Island by IHG

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
$129 nightly
$142 total
Sep 28 - Sep 29
Total with taxes and fees
Best Western Plus Easton Inn & Suites

St Michaels Inn

St Michaels Inn
St. Michaels
$87 nightly
$96 total
Sep 9 - Sep 10
Total with taxes and fees
St Michaels Inn

Best Western Denton Inn

Best Western Denton Inn
Denton
$119 nightly
$132 total
Sep 2 - Sep 3
Total with taxes and fees
Best Western Denton Inn

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
$114 nightly
$126 total
Sep 7 - Sep 8
Total with taxes and fees
Comfort Inn & Suites Cambridge

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
$135 nightly
$149 total
Sep 6 - Sep 7
Total with taxes and fees
Fairfield Inn & Suites by Marriott Easton

Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront
Downtown Ocean City
$118 nightly
$132 total
Sep 17 - Sep 18
Total with taxes and fees
Hyatt Place Ocean City / Oceanfront

Fenwick Inn

Fenwick Inn
North Ocean City
$84 nightly
$95 total
Sep 21 - Sep 22
Total with taxes and fees
Fenwick Inn

Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
$100 nightly
$111 total
Sep 28 - Sep 29
Total with taxes and fees
Quality Inn Grasonville near Kent Island

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
$271 nightly
$308 total
Sep 2 - Sep 3
Total with taxes and fees
Hyatt Regency Chesapeake Bay
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4-star hotels with pools in Eastern Shore

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
$271 nightly
$308 total
Sep 2 - Sep 3
Total with taxes and fees
Hyatt Regency Chesapeake Bay

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
$240 nightly
$267 total
Sep 28 - Sep 29
Total with taxes and fees
The Inn at Chesapeake Bay Beach Club

DoubleTree by Hilton Ocean City Oceanfront

DoubleTree by Hilton Ocean City Oceanfront
Midtown Ocean City
$171 nightly
$192 total
Sep 7 - Sep 8
Total with taxes and fees
DoubleTree by Hilton Ocean City Oceanfront

Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites
Midtown Ocean City
$205 nightly
$230 total
Sep 30 - Oct 1
Total with taxes and fees
Hilton Ocean City Oceanfront Suites

The Oaks Waterfront

The Oaks Waterfront
Easton
$440 nightly
$484 total
Sep 3 - Sep 4
Total with taxes and fees
The Oaks Waterfront
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

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

10/10 Excellent
"Only drawback was arcade area. We had young children with us and most of the machines were not working which was a disappointment."
Kathy 4-night trip
Posted less than an hour ago
Princess Royale Oceanfront Resort
Princess Bayside Beach Hotel

Princess Bayside Beach Hotel

8/10 Good
"It was cold in the room when we arrived."
John C. 1-night trip
Posted less than an hour ago
Princess Bayside Beach Hotel
Quality Inn Ocean City Beachfront

Quality Inn Ocean City Beachfront

8/10 Good
"Property xlose to beach, clean rooms, and no fee for parking."
Jennifer 1-night trip
Posted 3 hours ago
Quality Inn Ocean City Beachfront
Holiday Inn & Suites Ocean City by IHG

Holiday Inn & Suites Ocean City by IHG

10/10 Excellent
"Best place to stay in OC if you have a family its worth the extra cost"
Matthew James 6-night trip
Posted 3 hours ago
Holiday Inn & Suites Ocean City by IHG
Crystal Beach Hotel

Crystal Beach Hotel

10/10 Excellent
"Nice property. Excellent location. Fitness needs better upkeep. Staff were friendly. Overall a great place."
Christina 1-night trip
Posted 3 hours ago
Crystal Beach Hotel
Plim Plaza Hotel

Plim Plaza Hotel

10/10 Excellent
"Pool and hot tubs were so relaxing and spacious. Proximity to the boardwalk could not be beat! Room was cozy and comfy."
Kristi 3-night trip
Posted 5 hours ago
Plim Plaza Hotel
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

10/10 Excellent
"👍"
Anthony 3-night trip
Posted 19 hours ago
Grand Hotel Ocean City Oceanfront
Bonita Beach Hotel

Bonita Beach Hotel

10/10 Excellent
"Very well kept hotel clean"
Melvin 2-night trip
Posted 2 days ago
Bonita Beach Hotel

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