Find Hotels with a Pool in Trappe, MD

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Check availability on Trappe Hotels with a Pool

Top Trappe Hotels with a Pool

Seasonal outdoor pool
Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn

3.0 star property
Tilghman
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Laundry
9.4 out of 10, Exceptional, (352)
Marina-side seasonal pool creates a serene retreat overlooking Chesapeake Bay waters. Guests appreciate the immaculate rooms with private balconies, complimentary bicycles for island adventures, and boat tours launching steps away.
$100 nightly
The price is $110
Nov 12 - Nov 13
Total with taxes and fees
Knapps Narrows Marina & Inn
Indoor pool
Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge

2.5 star property
Cambridge
  • Indoor pool
8.2 out of 10, Very Good, (783)
Swimming enthusiasts delight in the temperature-controlled indoor pool, open from 9:00 AM to 10:00 PM daily. Beyond aquatic recreation, guests appreciate free bicycles for exploring nearby Choptank River Lighthouse and the consistently praised breakfast buffet.
$110 nightly
The price is $122
Nov 30 - Dec 1
Total with taxes and fees
Comfort Inn & Suites Cambridge
Seasonal outdoor pool
Quality Inn

Quality Inn

2.5 star property
Easton
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
  • Free WiFi
  • Air conditioning
7.6 out of 10, Good, (810)
Poolside relaxation awaits after exploring the city center at this welcoming hotel. Spacious, clean rooms provide comfort while friendly staff ensure exceptional service. Guests appreciate the quiet atmosphere, complimentary breakfast, and convenient amenities.
$81 nightly
The price is $89
Dec 7 - Dec 8
Total with taxes and fees
Quality Inn
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
St Michaels Inn

St Michaels Inn

2.5 star property
St. Michaels
  • Pool loungers
8.2 out of 10, Very Good, (1000)
Sparkling waters beckon at the seasonal outdoor pool, complete with sun loungers and umbrellas from May through September. Conveniently situated near Chesapeake Bay Maritime Museum, this hotel offers continental breakfast and garden views after invigorating local hikes.
$106 nightly
The price is $117
Nov 24 - Nov 25
Total with taxes and fees
St Michaels Inn
Outdoor pool
Best Western Denton Inn

Best Western Denton Inn

2.5 star property
Denton
  • Outdoor pool
8.6 out of 10, Excellent, (573)
Poolside relaxation awaits at the sun-drenched outdoor swimming area, where guests enjoy refreshing dips after exploring Denton. Spotlessly maintained rooms, friendly staff, and a delicious continental breakfast create the perfect formula for a rejuvenating stay.
$109 nightly
The price is $121
Nov 16 - Nov 17
Total with taxes and fees
Best Western Denton Inn
Seasonal outdoor pool
Wylder Tilghman Island

Wylder Tilghman Island

2.0 star property
Tilghman
  • On private beach
8.8 out of 10, Excellent, (88)
Seasonal outdoor swimming beckons travelers from March through October at this waterfront haven. Complementing the pool, a private beach, sauna, and free bicycles create perfect relaxation opportunities along the river's edge.
$191 nightly
The price is $211
Dec 1 - Dec 2
Total with taxes and fees
Wylder Tilghman Island
Lobby
Quality Inn

Quality Inn

2.5 star property
Grasonville
  • Pool
  • Breakfast included
  • Parking included
  • Free WiFi
  • Air conditioning
  • Business services
7.8 out of 10, Good, (849)
Cooling waters await at the seasonal outdoor pool, open 24 hours from May to October. This hotel sits near the Chesapeake Exploration Center, offering comfortable rooms, a complimentary breakfast buffet, and friendly service praised by past guests.
$94 nightly
The price is $104
Nov 23 - Nov 24
Total with taxes and fees
Quality Inn
Indoor pool
Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG

2.5 star property
Cambridge
  • Indoor pool
  • Hot tub
8.8 out of 10, Excellent, (751)
Splashing adventures await in the pristine indoor pool, open from 8 AM to 11 PM, while the soothing hot tub melts away travel tensions. Families appreciate the spotless facilities, comfortable rooms with refrigerators, and hearty free breakfast buffet that energizes each day.
$125 nightly
The price is $139
Nov 16 - Nov 17
Total with taxes and fees
Holiday Inn Express Cambridge by IHG
Indoor pool, 2 outdoor pools, pool umbrellas, sun loungers
Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay

4.0 star property
Cambridge
  • 2 outdoor pools
  • Indoor pool
  • Poolside bar
  • Pool loungers
  • On private beach
  • Hot tub
8.8 out of 10, Excellent, (1000)
Splash down the waterslide into aquatic bliss at this riverside resort's multiple pools. Guests enjoy poolside dining, a hot tub retreat, and sun loungers for ultimate relaxation, all complemented by golf, tennis, and spa treatments nearby.
$152 nightly
The price is $173
Nov 23 - Nov 24
Total with taxes and fees
Hyatt Regency Chesapeake Bay
Seasonal outdoor pool, sun loungers
Days Inn & Suites by Wyndham Cambridge

Days Inn & Suites by Wyndham Cambridge

2.5 star property
Cambridge
  • Pool loungers
  • Near the beach
6.6 out of 10, (1000)
Sunbathing reaches new heights at the seasonal outdoor pool, where cozy loungers invite afternoon relaxation. Multilingual staff ensure seamless service while comfortable rooms with premium bedding await after poolside adventures.
$72 nightly
The price is $80
Nov 16 - Nov 17
Total with taxes and fees
Days Inn & Suites by Wyndham Cambridge
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 Trappe Hotel Reviews

St Michaels Inn

St Michaels Inn

10/10 Excellent
"clean and comfy, friendly staff"
Tamara 2-night trip
Posted 1 day ago
St Michaels Inn

Frequently asked questions

What are some hotels with pools in Trappe?
Hyatt Regency Chesapeake Bay: Features 2 outdoor pools, a children's pool, and a private beach. St Michaels Inn: Offers daily, a seasonal outdoor pool, and free self parking. Inn at Perry Cabin: Provides a full-service spa, an outdoor pool, and 2 bars. The Tidewater Inn: Offers complimentary wired internet access, an indoor pool, and free self parking. Best Western Plus Easton Inn & Suites: Features buffet, a seasonal outdoor pool, and free self parking.
What is there to see and do in Trappe?
The picturesque setting of Gerry Boyle Park at Great Marsh and Long Wharf Park showcase the area's natural beauty. Discover sights such as Bill Burton Fishing Pier State Park during your stay.
When is the best time to book a hotel with a pool in Trappe?
You may want to consider an accommodation that offers an outdoor pool if you're planning to visit Trappe in the warmest months of July, August, or June when the average temperature is 74°F. Lodging with an indoor pool may be what you want if you visit during the coldest months of January, February, or December when the average temp is 40°F.

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