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Find Hotels with a Pool in Stevensville, MD

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Check availability on Stevensville Hotels with a Pool

Tonight
Aug 10 - Aug 11
Tomorrow
Aug 11 - Aug 12
This weekend
Aug 14 - Aug 16
Next weekend
Aug 21 - Aug 23

Our top choices for Stevensville 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.
₩167,535
₩185,963 total
includes taxes & fees
Sep 7 - Sep 8
Holiday Inn Express Annapolis East-Kent Island by IHG

2. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn
Grasonville
  • Aquatic bliss awaits at this central hotel, with a rejuvenating indoor pool and hot tub sanctuary.
₩162,017
₩179,839 total
includes taxes & fees
Sep 7 - Sep 8
Best Western Kent Narrows Inn

3. 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.
₩235,113
₩260,976 total
includes taxes & fees
Sep 8 - Sep 9
Hyatt Place Kent Narrows & Marina

4. Kent Island Resort

Kent Island Resort
Stevensville
  • Victorian pool retreat with sun loungers and umbrellas by Chesapeake Bay Bridge.
₩227,828
₩300,821 total
includes taxes & fees
Sep 7 - Sep 8
Kent Island Resort

5. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club
Stevensville
  • Dive into summer luxury at this Eastern Shore retreat with a seasonal outdoor pool and personalized spa services.
₩303,601
₩372,813 total
includes taxes & fees
Aug 31 - Sep 1
The Inn at Chesapeake Bay Beach Club

6. Hilton Garden Inn Kent Island Marina

Hilton Garden Inn Kent Island Marina
Grasonville
  • Dive into ultimate bay views with serene indoor pool sessions at this waterfront hotel.
₩206,646
₩229,377 total
includes taxes & fees
Aug 23 - Aug 24
Hilton Garden Inn Kent Island Marina

7. Quality Inn Grasonville near Kent Island

Quality Inn Grasonville near Kent Island
Grasonville
  • Take a dip anytime, day or night, in this hotel's seasonal outdoor pool near Chesapeake Bay.
₩140,786
₩156,272 total
includes taxes & fees
Sep 1 - Sep 2
Quality Inn Grasonville near Kent Island

8. Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD
Annapolis
  • Float in the peaceful indoor pool after exploring Annapolis; the refreshing waters of this recently remodeled hotel await.
₩128,397
₩146,372 total
includes taxes & fees
Aug 31 - Sep 1
Country Inn & Suites by Radisson, Annapolis, MD

9. Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG
Annapolis
  • Indoor aquatic retreat offers year-round poolside luxury in Annapolis near shopping and dining.
₩154,865
₩176,546 total
includes taxes & fees
Sep 1 - Sep 2
Crowne Plaza Annapolis by IHG

10. St Michaels Inn

St Michaels Inn
St. Michaels
  • Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
₩125,440
₩137,984 total
includes taxes & fees
Aug 31 - Sep 1
St Michaels Inn
View all properties

Choose what matters most at hotels with a pool in Stevensville

Breakfast included
Hot tub
4 stars
5 stars
Spa

Top Stevensville Hotel Reviews

Rod 'N' Reel Resort

Rod 'N' Reel Resort

8/10 Good
"Our stay was marred by a fire alarm that went off at 9:30 AM on 8/9/2026. We followed instructions and exited our room, but we received no information or "all clear" signal from the staff. It was concerning to see employees working in the lobby as if no emergency was taking place. Additionally, the hotel hosted a wedding and a cocktail hour during our stay, which impacted the overall experience. We felt very uncomfortable walking through the wedding guests with our bags , I think this area should have been cordoned off . Poor event planning!"
Stephen 1-night trip
Posted 1 hour ago
Rod 'N' Reel Resort
Sonesta ES Suites Annapolis

Sonesta ES Suites Annapolis

8/10 Good
"There was gum on the carpet otherwise clean room..,full size refrigerator was a great help to keep our water bottles and soda cold"
Berna 5-night trip
Posted 2 hours ago
Sonesta ES Suites Annapolis
Crowne Plaza Annapolis by IHG

Crowne Plaza Annapolis by IHG

8/10 Good
"Room was clean but a few things were broken. Toilet paper holder broken, cabinet door for the cupboard of the refrigerator broken. Called for maintenance and they came right away. Pool area VERY small hot tub broken. No one used the pool area..looked dirty. Workout room ok, treadmill worked as expected. Food store area stocked with drinks, snacks. Hot coffee/chocolate and frozen meals, ice cream. $3 and up. Restaurant has designated/limited hours, we weren’t around when they were open but menu options looked like variety. Limited parking especially if there are events booked. 3 out of the 4 nights we were there 2 events happening at a time. NO parking. Overflow lot in bank parking in front of hotel but is distance from hotel if you have abilities or hauling luggage. Keurig in room but only 2 kcups. Have to pay for coffee in lobby store. Great location for mall and AMC theater also several eating places in mall and around hotel with one next door. Can walk to all but have to cross 4 lanes of traffic which was not difficult at cross walk."
Danielle 4-night trip
Posted 2 hours ago
Crowne Plaza Annapolis by IHG
Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

8/10 Good
"Front Desk staff was very attentive and accommodating. Stevie, especially went out of her way to ensure we could get a late check out!!"
Thomas 3-night trip
Posted 19 hours ago
Graduate by Hilton Annapolis
DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

8/10 Good
"Property was clean but a bit dated , staff was exceptional, AC was loud"
David 3-night trip
Posted 19 hours ago
DoubleTree by Hilton Hotel Annapolis
St Michaels Inn

St Michaels Inn

8/10 Good
"This could be a perfect spot in pricey St Michael's. It is very much in need of room renovation. Biggest issue- poor water service and the water smelled of rotten eggs."
Clifton 2-night trip
Posted 22 hours ago
St Michaels Inn
The Westin Annapolis

The Westin Annapolis

10/10 Excellent
"Nice clean hotel rooms very nice comfortable bed, loved the pillows close to everything Miss Shirley’s restaurant was very good food"
Miranda 6-night trip
Posted 3 days ago
The Westin Annapolis
Kent Island Resort

Kent Island Resort

10/10 Excellent
"I loved the kayaks!!"
Melinda 2-night trip
Posted 6 days ago
Kent Island Resort

Frequently asked questions

What are some accommodations with pools in Stevensville?
The Inn at Chesapeake Bay Beach Club: Hotel, 7-minute walk from Chesapeake Bay. Features a full-service spa, a seasonal outdoor pool, and a sauna. Kent Island Resort: Hotel, 14-minute walk from Chesapeake Bay. Offers free self parking, a seasonal outdoor pool, and complimentary bicycles. DoubleTree by Hilton Hotel Annapolis: Offers complimentary wireless internet access, a pool, and kitchens. Historic Inns of Annapolis: Features complimentary wireless internet access, a communal pool, and kitchens. Crowne Plaza Annapolis by IHG: Offers kitchens, a pool, and televisions.
What is there to see and do in Stevensville?
Spend some time experiencing the great outdoors at Northern Chesapeake Bay and Chesapeake Bay. Discover sights such as Matapeake State Park, Love Point State Park, and Romancoke Wharf County Park during your stay. You'll also discover lots of options for restaurants in Stevensville.
When is the best time to book a hotel with a pool in Stevensville?
You may want to think about a place to stay that offers an outdoor pool if you're planning to visit Stevensville in the hottest months of July, August, or June when the average temp is 74°F. Lodging offering an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 39°F.

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