Find Hotels with a Pool in Pilgrim, KY from CA $103

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Pilgrim Hotels with a Pool

This weekend
Next weekend

Our top choices for Pilgrim hotels with a pool

The Landmark Hotel

The Landmark Hotel
3.5 star property
Pikeville
8.4 out of 10, Very good, (1,000 reviews)
  • cleanliness
    Splash into summertime bliss at this hotel's serene outdoor pool oasis with cozy sun loungers.
The price is CA $122
CA $139 total
includes taxes & fees
Mar 8 - Mar 9
The Landmark Hotel

Holiday Inn Express Hotel & Suites Pikeville by IHG

Holiday Inn Express Hotel & Suites Pikeville by IHG
2.5 star property
Pikeville
8.4 out of 10, Very good, (596 reviews)
  • cleanliness
    Soak in relaxation at the hotel's sparkling indoor pool, where aquatic bliss meets fitness opportunities.
The price is CA $174
CA $199 total
includes taxes & fees
Mar 8 - Mar 9
Holiday Inn Express Hotel & Suites Pikeville by IHG

Ramada Hotel & Conference Center by Wyndham Paintsville

Ramada Hotel & Conference Center by Wyndham Paintsville
2.5 star property
Paintsville
8.8 out of 10, Excellent, (557 reviews)
  • cleanliness
    Splashy pool adventures await at this hotel with both indoor and outdoor swimming spots for year-round fun.
The price is CA $151
CA $167 total
includes taxes & fees
Mar 15 - Mar 16
Ramada Hotel & Conference Center by Wyndham Paintsville

Comfort Suites Prestonsburg West

Comfort Suites Prestonsburg West
2.5 star property
Prestonsburg
8.6 out of 10, Excellent, (708 reviews)
  • cleanliness
    Splash into relaxation at this cozy hotel with a warm indoor pool perfect for aquatic fun.
The price is CA $150
CA $170 total
includes taxes & fees
Mar 1 - Mar 2
Comfort Suites Prestonsburg West

Days Inn by Wyndham Paintsville

Days Inn by Wyndham Paintsville
2.0 star property
Paintsville
7.6 out of 10, Good, (522 reviews)
  • cleanliness
    Splash into summer at the seasonal mountain motel pool, open daily from May through September for refreshing dips and relaxation.
The price is CA $93
CA $103 total
includes taxes & fees
Feb 26 - Feb 27
Days Inn by Wyndham Paintsville

Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!

Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!
Matewan
8.6 out of 10, Excellent, (7 reviews)
  • cleanliness
    Private mountain retreat with outdoor pool, hot tub, and game room offers a perfect balance of relaxation and adventure.
The price is CA $248
CA $531 total
includes taxes & fees
Feb 25 - Feb 26
Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!
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.

Choose what matters most at hotels with a pool in Pilgrim

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

Top Pilgrim Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Pilgrim?
The Landmark Hotel: Features free self parking, an outdoor pool, and complimentary wireless internet access. Kentucky's Majestic Mountaintop Estate with pool: The Bluegrass Palace: Offers complimentary wireless internet access, a pool, and kitchens. Hampton Inn Pikeville: Features an indoor pool, an outdoor pool, and complimentary wired internet access. Ramada Hotel & Conference Center by Wyndham Paintsville: Offers buffet, an indoor pool, and free self parking. Holiday Inn Express Hotel & Suites Pikeville by IHG: Features daily, a seasonal outdoor pool, and free self parking.
What is there to see and do in Pilgrim?
The picturesque setting of Hatfield McCoy Trail - Buffalo Mountain Trail System and Jenny Wiley State Resort Park showcase the area's natural beauty. Discover sights such as Roy Collier Community Center, The Coal House, and Loretta Lynn's Birthplace - Butcher Hollow during your stay.
When is the best time to book a hotel with a pool in Pilgrim?
You may want to consider an accommodation with an outdoor swimming pool if you're planning to visit Pilgrim in the warmest months of July, August, or June when the average temp is 71°F. Lodging with an indoor pool may be what you want if you are visiting during the coldest months of January, February, or December when the average temperature is 39°F.

Explore a world of travel with Expedia