A rural landscape with a dirt road leading to a red barn, surrounded by fields and a clear sky.

Find Hotels with a Pool in Trappe, MD from CA $99

  • 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 a Pool

Tonight
Sep 20 - Sep 21
Tomorrow
Sep 21 - Sep 22
Next weekend
Sep 25 - Sep 27
In two weeks
Oct 2 - Oct 4

Our top choices for Trappe hotels with a pool

1. Comfort Inn & Suites Cambridge

Comfort Inn & Suites Cambridge
Cambridge
  • Cambridge hotel offers year-round indoor pool and fitness amenities for a refreshing escape.
CA $162
CA $180 total
includes taxes & fees
Sep 29 - Sep 30
Comfort Inn & Suites Cambridge

2. Holiday Inn Express Cambridge by IHG

Holiday Inn Express Cambridge by IHG
Cambridge
  • Splash into relaxation with a rejuvenating indoor pool and hot tub retreat at this Cambridge hotel.
CA $178
CA $197 total
includes taxes & fees
Oct 18 - Oct 19
Holiday Inn Express Cambridge by IHG

3. Days Inn & Suites by Wyndham Cambridge

Days Inn & Suites by Wyndham Cambridge
Cambridge
  • Dive into seasonal outdoor pool bliss at this Cambridge retreat for adult relaxation.
CA $89
CA $99 total
includes taxes & fees
Sep 23 - Sep 24
Days Inn & Suites by Wyndham Cambridge

4. Baymont by Wyndham Easton

Baymont by Wyndham Easton
Easton
  • Dive into summer bliss at this quality hotel featuring a seasonal outdoor pool and fitness centre.
CA $137
CA $151 total
includes taxes & fees
Sep 27 - Sep 28
Baymont by Wyndham Easton

5. 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.
CA $180
CA $198 total
includes taxes & fees
Sep 27 - Sep 28
Best Western Plus Easton Inn & Suites

6. St Michaels Inn

St Michaels Inn
St. Michaels
  • Seasonal outdoor pool retreat with plush loungers makes summer days in St. Michaels extra delightful.
CA $120
CA $132 total
includes taxes & fees
Sep 21 - Sep 22
St Michaels Inn

7. Hyatt Regency Chesapeake Bay

Hyatt Regency Chesapeake Bay
Cambridge
  • Aquatic paradise awaits with 2 outdoor pools, indoor pool, and waterslide offering year-round relaxation at this riverside resort.
CA $305
CA $413 total
includes taxes & fees
Oct 13 - Oct 14
Hyatt Regency Chesapeake Bay

8. Hampton Inn Easton

Hampton Inn Easton
Easton
  • Dive into refreshing luxury at this Easton hotel with a pristine indoor pool and fitness centre for your aquatic escape.
CA $193
CA $213 total
includes taxes & fees
Oct 18 - Oct 19
Hampton Inn Easton

9. Knapps Narrows Marina & Inn

Knapps Narrows Marina & Inn
Sherwood
  • Seaside swimming haven at marina hotel offers poolside relaxation and boat adventures.
CA $210
CA $231 total
includes taxes & fees
Sep 21 - Sep 22
Knapps Narrows Marina & Inn

10. The Tilghman Island Inn

The Tilghman Island Inn
Tilghman
  • Seasonal waterfront escape with outdoor pool, bicycle rentals, and private island charm.
CA $287
CA $315 total
includes taxes & fees
Sep 27 - Sep 28
The Tilghman Island Inn
View all properties

Choose what matters most at hotels with a pool in Trappe

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Trappe Hotel Reviews

Best Western Plus Easton Inn & Suites

Best Western Plus Easton Inn & Suites

10/10 Excellent
"Never heard any noise from anyone in room Nextdoor."
Noah 1-night trip
Posted 3 days ago
Best Western Plus Easton Inn & Suites
St Michaels Inn

St Michaels Inn

8/10 Good
"The one issue was there were flies in our room and a squished bug came on our wall. There also were cobwebs in the corner. Not enough pillows and old."
Rachel 1-night trip
Posted 6 days ago
St Michaels Inn
Inn at Perry Cabin

Inn at Perry Cabin

10/10 Excellent
"It’s so lovely and elegant I almost don’t want to tell people it’s there. Stunning, perfect in every way."
Susan 1-night trip
Posted 12 days ago
Inn at Perry Cabin

Frequently asked questions

What are some hotels with pools in Trappe?
Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!: Offers daily, a seasonal outdoor pool, and free self parking. St Michaels Inn: Provides 2 outdoor pools, a children's pool, and a private beach. Hyatt Regency Chesapeake Bay: Offers a full-service spa, an outdoor pool, and 2 bars. The Tidewater Inn: Features daily, a seasonal outdoor pool, and free self parking. Inn at Perry Cabin: Offers 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.

Explore a world of travel with Expedia