Find Hotels with a Pool in Trappe, MD from CA $105

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Check prices for these dates

Tonight
Nov 5 - Nov 6
Tomorrow
Nov 6 - Nov 7
This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for Trappe hotels with a pool

A resort with a large pool, outdoor seating, and a view of the sea.

1. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
4.0 star property
Cambridge
8.8 out of 10, Excellent, (1,003 reviews)
  • cleanliness
    Aquatic paradise awaits with 2 outdoor pools, indoor pool, and waterslide offering year-round relaxation at this riverside resort.
The price is CA $202
CA $269 total
includes taxes & fees
Nov 23 - Nov 24
Hyatt Regency Chesapeake Bay
A large indoor swimming pool with clear water, tiled walls, and a ceiling with ventilation ducts.

2. Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG
2.5 star property
Cambridge
8.8 out of 10, Excellent, (822 reviews)
  • cleanliness
    Splash into relaxation with a rejuvenating indoor pool and hot tub retreat at this Cambridge hotel.
The price is CA $167
CA $185 total
includes taxes & fees
Dec 6 - Dec 7
Holiday Inn Express Cambridge by IHG
A swimming pool with a 5ft depth marker, white lounge chairs, and tables arranged around the pool area.

3. Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
2.5 star property
Cambridge
8.4 out of 10, Very good, (925 reviews)
  • cleanliness
    Cambridge hotel offers year-round indoor pool and fitness amenities for a refreshing escape.
The price is CA $159
CA $177 total
includes taxes & fees
Nov 30 - Dec 1
Comfort Inn & Suites Cambridge
A swimming pool with a tiled edge, a lifeguard chair, and a sign on the wall.

4. Hampton Inn Easton

Hampton Inn Easton
2.5 star property
Easton
9.0 out of 10, Wonderful, (595 reviews)
  • cleanliness
    Dive into refreshing luxury at this Easton hotel with a pristine indoor pool and fitness centre for your aquatic escape.
The price is CA $183
CA $201 total
includes taxes & fees
Nov 9 - Nov 10
Hampton Inn Easton
A hotel pool area with multiple pools, lounge chairs, and a pool lift.

5. Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites
2.5 star property
Easton
9.0 out of 10, Wonderful, (1,007 reviews)
  • cleanliness
    Make a splash at this family-friendly hotel with an indoor pool that welcomes guests year-round.
The price is CA $166
CA $183 total
includes taxes & fees
Nov 16 - Nov 17
Best Western Plus Easton Inn & Suites
A residential area with a large building, a swimming pool, and well-maintained lawns.

6. Baymont by Wyndham Easton

Baymont by Wyndham Easton
2.5 star property
Easton
7.6 out of 10, Good, (957 reviews)
  • cleanliness
    Dive into summer bliss at this quality hotel featuring a seasonal outdoor pool and fitness centre.
The price is CA $115
CA $126 total
includes taxes & fees
Nov 12 - Nov 13
Baymont by Wyndham Easton
A swimming pool with a fenced area, lounge chairs, and a covered seating area.

7. Days Inn & Suites by Wyndham Cambridge

Days Inn & Suites by Wyndham Cambridge
2.5 star property
Cambridge
6.4 out of 10, (1,004 reviews)
  • cleanliness
    Dive into seasonal outdoor pool bliss at this Cambridge retreat for adult relaxation.
The price is CA $106
CA $117 total
includes taxes & fees
Nov 19 - Nov 20
Days Inn & Suites by Wyndham Cambridge
A rectangular swimming pool with a white edge, a covered patio area with outdoor furniture, and a flagpole with two flags.

8. St Michaels Inn

St Michaels Inn
2.5 star property
St. Michaels
8.0 out of 10, Very good, (1,001 reviews)
  • cleanliness
    Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
The price is CA $107
CA $118 total
includes taxes & fees
Dec 1 - Dec 2
St Michaels Inn
An indoor swimming pool with clear water, marked depth lines, and a lifeguard chair.

9. Fairfield Inn & Suites by Marriott Easton

Fairfield Inn & Suites by Marriott Easton
3.0 star property
Easton
9.6 out of 10, Exceptional, (396 reviews)
  • cleanliness
    Dive into saltwater serenity at this Easton hotel with indoor pool and shuttle service.
The price is CA $177
CA $195 total
includes taxes & fees
Nov 19 - Nov 20
Fairfield Inn & Suites by Marriott Easton
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a large island with stools.

10. The Oaks Waterfront

The Oaks Waterfront
4.0 star property
Easton
10.0 out of 10, Exceptional, (46 reviews)
  • cleanliness
    Scenic waterfront pool creates a summer paradise with views and easy water access.
The price is CA $615
CA $676 total
includes taxes & fees
Nov 8 - Nov 9
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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Choose what matters most at hotels with a pool in Trappe

Breakfast included
4 stars

Top Trappe Hotel Reviews

A large indoor swimming pool with clear water, tiled walls, and a ceiling with ventilation ducts.
Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG
Cambridge

10/10 Excellent

Very clean and close to ammenities
Canada
Albert
Reviewed May 21, 2025
Holiday Inn Express Cambridge by IHG

Frequently Asked Questions

What are some hotels with pools in Trappe?

St Michaels Inn: Features daily, a seasonal outdoor pool, and free self parking. Hyatt Regency Chesapeake Bay: Offers 2 outdoor pools, a children's pool, and a private beach. The Tidewater Inn: Features daily, a seasonal outdoor pool, and free self parking. Days Inn & Suites by Wyndham Cambridge: Offers a full-service spa, an outdoor pool, and 2 bars. Inn at Perry Cabin: Features complimentary wired internet access, an indoor 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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