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
Sep 4 - Sep 5
Tomorrow
Sep 5 - Sep 6
This weekend
Sep 4 - Sep 6
Next weekend
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.
$119 nightly
$132 total
Oct 5 - Oct 6
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 27 - Sep 28
Total with taxes and fees
Best Western Plus Easton Inn & Suites

3. Park Place Hotel

Park Place Hotel
Downtown Ocean City
  • Relax at the oceanfront seasonal pool with loungers and umbrellas, just steps from the boardwalk for a perfect beach getaway.
$80 nightly
$88 total
Sep 29 - Sep 30
Total with taxes and fees
Park Place Hotel

4. 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 14 - Sep 15
Total with taxes and fees
St Michaels Inn

5. Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
  • Scenic waters beckon at this island escape with a relaxing indoor pool and waterfront deck for breathtaking sunset views.
$152 nightly
$169 total
Oct 4 - Oct 5
Total with taxes and fees
Hyatt Place Kent Narrows & Marina

6. 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 13 - Sep 14
Total with taxes and fees
Fairfield Inn & Suites by Marriott Easton

7. Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
  • Cambridge hotel offers year-round indoor pool and fitness amenities for a refreshing escape.
$115 nightly
$128 total
Sep 28 - Sep 29
Total with taxes and fees
Comfort Inn & Suites Cambridge

8. 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.
$97 nightly
$109 total
Oct 5 - Oct 6
Total with taxes and fees
Grand Hotel Ocean City Oceanfront

9. Best Western Denton Inn

Best Western Denton Inn
Denton
  • Poolside retreat with a cozy fireplace lobby and complimentary breakfast makes this Denton stay refreshingly convenient.
$119 nightly
$132 total
Sep 7 - Sep 8
Total with taxes and fees
Best Western Denton Inn

10. 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
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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 Easton by IHG

Holiday Inn Express Easton by IHG
Easton
$159 nightly
$175 total
Sep 6 - Sep 7
Total with taxes and fees
Holiday Inn Express Easton by IHG

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
Easton
$129 nightly
$142 total
Sep 27 - Sep 28
Total with taxes and fees
Best Western Plus Easton Inn & Suites

Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
Easton
$135 nightly
$149 total
Sep 13 - Sep 14
Total with taxes and fees
Fairfield Inn & Suites by Marriott Easton

Hampton Inn & Suites Salisbury/Fruitland

Hampton Inn & Suites Salisbury/Fruitland
Fruitland
$122 nightly
$137 total
Sep 13 - Sep 14
Total with taxes and fees
Hampton Inn & Suites Salisbury/Fruitland

Best Western Plus Pocomoke City

Best Western Plus Pocomoke City
Pocomoke City
$118 nightly
$132 total
Sep 7 - Sep 8
Total with taxes and fees
Best Western Plus Pocomoke City

Hyatt Place Kent Narrows & Marina

Hyatt Place Kent Narrows & Marina
Grasonville
$152 nightly
$169 total
Oct 4 - Oct 5
Total with taxes and fees
Hyatt Place Kent Narrows & Marina

Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
$115 nightly
$128 total
Sep 28 - Sep 29
Total with taxes and fees
Comfort Inn & Suites Cambridge

Country Inn & Suites by Radisson, Salisbury, MD

Country Inn & Suites by Radisson, Salisbury, MD
Salisbury
$84 nightly
$94 total
Sep 13 - Sep 14
Total with taxes and fees
Country Inn & Suites by Radisson, Salisbury, MD

Courtyard by Marriott Salisbury

Courtyard by Marriott Salisbury
Salisbury
$117 nightly
$131 total
Sep 14 - Sep 15
Total with taxes and fees
Courtyard by Marriott Salisbury

Fenwick Inn

Fenwick Inn
North Ocean City
$84 nightly
$95 total
Sep 21 - Sep 22
Total with taxes and fees
Fenwick Inn
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4-star hotels with pools in Eastern Shore

Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
$273 nightly
$310 total
Sep 29 - Sep 30
Total with taxes and fees
Hyatt Regency Chesapeake Bay

Hilton Ocean City Oceanfront Suites

Hilton Ocean City Oceanfront Suites
Midtown Ocean City
$156 nightly
$175 total
Oct 6 - Oct 7
Total with taxes and fees
Hilton Ocean City Oceanfront Suites

The Oaks Waterfront

The Oaks Waterfront
Easton
$440 nightly
$484 total
Sep 7 - Sep 8
Total with taxes and fees
The Oaks Waterfront

The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
$210 nightly
$233 total
Sep 9 - Sep 10
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
$106 nightly
$118 total
Oct 5 - Oct 6
Total with taxes and fees
DoubleTree by Hilton Ocean City Oceanfront
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

Francis Scott Key Family Resort

Francis Scott Key Family Resort

10/10 Excellent
"Staff were friendly and professional. The check-in & check-out process was easy. Rooms and facilities were clean, well kept and maintained. The resort had numerous amenities suitable for all ages. We would absolutely stay there again!"
Cassandra 1-night trip
Posted 4 hours ago
Francis Scott Key Family Resort
Castle in the Sand

Castle in the Sand

8/10 Good
"We had a great time. Ocean view room was great! Bar and restaurant was very nice. Quick service and food very good. Breakfast buffet was very nice, lots of choices. Beds were comfortable, full size coffee pot was wonderful, so much better than those tiny 4 cup ones. Cupboards stocked well. Always had fresh towels. Beach was nice , not over crowded."
Kelly 4-night trip
Posted 6 hours ago
Castle in the Sand
Quality Inn Oceanfront

Quality Inn Oceanfront

10/10 Excellent
"It was really pretty the only thing I did not like was the bathroom in the room they don’t correct it really good but other than that it’s pretty nice"
Isis 1-night trip
Posted 6 hours ago
Quality Inn Oceanfront
Princess Bayside Beach Hotel

Princess Bayside Beach Hotel

10/10 Excellent
"Warm welcome. Friendly staff."
Necati 3-night trip
Posted 6 hours ago
Princess Bayside Beach Hotel
Bonita Beach Hotel

Bonita Beach Hotel

8/10 Good
"We were able to check-in 2 hours early, which was nice. The carpet in the room wasn't as clean as we hoped, but overall we had a nice stay."
Andre'a 1-night trip
Posted 1 day ago
Bonita Beach Hotel
Crystal Beach Hotel

Crystal Beach Hotel

8/10 Good
"You pay extra for more than 2 adults. Do not be honest on your people staying. The more people entered increases the rate and they do not increase the key cards or towels, linens, etc. non smoking rooms, balcony, etc — completely understand — have a smoking area with benches to sit and relax!!"
Bernice 3-night trip
Posted 2 days ago
Crystal Beach Hotel
Plim Plaza Hotel

Plim Plaza Hotel

10/10 Excellent
"The hotel was great but the restaurants weren't. They shorted us 3 crabs and left the clams off the meal. When asked about it they said they were out of clams and they would put 3 more crabs in for us.if your paying 140 for a meal you would think they'd te1ll you they were out of stuff when your ordering. Went to get some breakfast sandwiches for us and the waiter said I had to order from the bar. I waited 10 minutes and was totally ignored. No customers but me. So I got some sandwiches elsewhere."
jennifer 5-night trip
Posted 2 days ago
Plim Plaza Hotel

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