TOP Hotels with Pool in Trappe, MD for 2026

Q: What are some hotels with pools in Trappe?

Hyatt Regency Chesapeake Bay : Features 2 outdoor swimming pools, a children's pool and a private beach. Inn at Perry Cabin : Offers a full-service spa, an outdoor pool and 2 bars. Best Western Plus Easton Inn & Suites : Provides complimentary high-speed (wired) Internet access, an indoor pool and free self parking. The Wildset : Offers daily, a seasonal outdoor pool and free self parking. St Michaels Inn : Features daily, a seasonal outdoor pool and free self parking.

Rural Maryland Farm Landscape with long Dirt Road leading to a Red Barn

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Trappe Hotels with Pool

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Trappe hotels with a pool

Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas

St Michaels Inn

St. Michaels

Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.

Rp2.636.644 total

includes taxes & fees

1 Jun - 2 Jun

Best Western Plus Easton Inn & Suites

Easton

Make a splash at this family-friendly hotel with an indoor pool that welcomes guests year-round.

Rp2.514.042 total

includes taxes & fees

26 May - 27 May

Holiday Inn Express Easton by IHG

Easton

Splashy indoor pool retreat creates a refreshing escape in the heart of Easton.

Rp2.825.862 total

includes taxes & fees

4 Jun - 5 Jun

Quality Inn Grasonville near Kent Island

Grasonville

Take a dip anytime, day or night, in this hotel's seasonal outdoor pool near Chesapeake Bay.

Rp2.089.499 total

includes taxes & fees

1 Jun - 2 Jun

Quality Inn

Easton

Dive into summer bliss at this quality hotel featuring a seasonal outdoor pool and fitness centre.

Rp2.018.055 total

includes taxes & fees

28 May - 29 May

Best Western Denton Inn

Denton

Poolside retreat with a cosy fireplace lobby and complimentary breakfast makes this Denton stay refreshingly convenient.

Rp2.522.149 total

includes taxes & fees

27 May - 28 May

Days Inn & Suites by Wyndham Cambridge

Cambridge

Dive into seasonal outdoor pool bliss at this Cambridge retreat for adult relaxation.

Rp1.588.019 total

includes taxes & fees

14 Jun - 15 Jun

Knapps Narrows Marina & Inn

Sherwood

Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.

Rp2.923.305 total

includes taxes & fees

26 May - 27 May

View all properties

Choose what matters most at hotels with a pool in Trappe

Breakfast included

4 stars

Top Trappe Hotel Reviews

Hyatt Regency Chesapeake Bay

10/10 Excellent

"There’s nothing I don’t like about this place. It is so peaceful and beautiful."

Quality Inn Grasonville near Kent Island

2/10 Terrible

"The rooms at this hotel reserved specifically for Expedia customers are only at the front of the place. The front is about 150 ft. From a major highway. Trucks, tractor trailer, motorcycles. Loud cars racing up Rt. 50s made for one of the loudest, disturbed sleeps ever. We asked for a room facing away from the highway, but we were told we needed to pay full price for another room. No paying the difference between room price. She did offer 10% for the new room, but the cost was still $240.00. Bring ear plugs if you decide to stay here. The approach to the breakfast area was sickeningly rich with pine cleaner. Not what you want with your coffee. It was aged, but not dirty. Staff hinted this is what you get when you book Expedia. Thanks. But no thanks. I'm finding booking rooms with Expedia may not be the way to go in the future."

Frequently asked questions

What are some hotels with pools in Trappe?

Hyatt Regency Chesapeake Bay: Features 2 outdoor swimming pools, a children's pool and a private beach. Inn at Perry Cabin: Offers a full-service spa, an outdoor pool and 2 bars. Best Western Plus Easton Inn & Suites: Provides complimentary high-speed (wired) Internet access, an indoor pool and free self parking. The Wildset: Offers daily, a seasonal outdoor pool and free self parking. St Michaels Inn: Features daily, a seasonal outdoor pool and free self parking.

What is there to see and do in Trappe?

The picturesque settings 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 accommodation that has an outdoor pool if you'll be visiting Trappe in the warmest months of July, August or June, when the average temperature is 24°C. Accommodation with an indoor pool may be what you want if you come to town during the coldest months of January, February or December, when the average temp is 5°C.

Explore a world of travel with Expedia

More ways to book

Book Hotels with Pool in Trappe on Expedia.com

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Trappe Hotels with Pool