A large suspension bridge with a distinctive gothic arch design, spanning over a forested area.

Find Hotels with a Pool in Portland, NY

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Portland Hotels with a Pool

Tonight
Oct 4 - Oct 5
Tomorrow
Oct 5 - Oct 6
Next weekend
Oct 9 - Oct 11
In two weeks
Oct 16 - Oct 18

Our top choices for Portland hotels with a pool

An indoor pool with clear water, a lounge area with chairs, and a pool lift sign.
A hotel room with a large bed, a separate bathroom with a bathtub, a mirror, and a small table.
A multi-story hotel with a covered entrance and a parking lot.
A modern kitchen with a bar area, wooden flooring, and a large painting of a sunset.

1. Best Western Dunkirk & Fredonia Inn

Best Western Dunkirk & Fredonia Inn
Dunkirk
  • Refreshing swim sessions await year-round at this hotel's immaculate indoor aquatic haven.
$117 nightly
$132 total
Nov 1 - Nov 2
Total with taxes and fees
Best Western Dunkirk & Fredonia Inn
An indoor swimming pool with clear water, a 3-foot depth marking, and a view of the outside through large windows.
A spacious living room with a fireplace, a television, and a coffee table.
A hotel lobby with a reception desk, seating area, and a kitchenette in the background.
A hotel room with a large bed, a bathtub, a desk with a television, and a view of the outdoors.

2. Webb's Year Round Resort

Webb's Year Round Resort
Mayville
  • Slip into the inviting indoor pool before unwinding in the hot tub at this lakeside motel retreat.
$119 nightly
$134 total
Oct 5 - Oct 6
Total with taxes and fees
Webb's Year Round Resort
A pool area with lounge chairs and tables, a bar, and a view of the lake.
A spacious lobby with a central round table, stone pillars, and a high ceiling with chandeliers.
An outdoor dining area with wooden chairs, a table with a fire feature, and a view of a body of water at dusk.
A waterfront hotel with multiple buildings, a dock, and a landscaped area with pathways and greenery.

3. Chautauqua Harbor Hotel - Jamestown

Chautauqua Harbor Hotel - Jamestown
Celoron
  • Lakefront splashes and indoor dips await at this harbor hotel with year-round aquatic options.
$135 nightly
$153 total
Nov 1 - Nov 2
Total with taxes and fees
Chautauqua Harbor Hotel - Jamestown
An indoor swimming pool with a 5 feet deep and 15 feet long marking, surrounded by a beige floor and blue walls.
A reception area with two green sofas, a potted plant, a TV, and framed artwork on the walls.
A compact bathroom with a mirror, a sink, a microwave, and a coffee maker.
A modern hotel lobby with a dining area, a bar, and a seating area.

4. Holiday Inn Express & Suites Jamestown by IHG

Holiday Inn Express & Suites Jamestown by IHG
Jamestown
  • Refreshing swims await in the hotel's serene indoor pool, offering a splash of relaxation during any season.
$99 nightly
$112 total
Nov 2 - Nov 3
Total with taxes and fees
Holiday Inn Express & Suites Jamestown by IHG
A swimming pool with a deck, lounge chairs, and an umbrella.
A kitchen with wooden cabinets, stainless steel appliances, a microwave, and a stove.
A house with a porch, a small garden with flowers, and a starry night sky.
A single-story house with a porch, a lawn, and autumn foliage in the background.

5. Fall colors, cozy firepits, and perfect family gathering times await on 5 Acres.

Fall colors, cozy firepits, and perfect family gathering times await on 5 Acres.
Mayville
  • Rural retreat offers paradise with heated outdoor pool for starry evening swims and sunlit relaxation.
$489 nightly
$552 total
Oct 7 - Oct 8
Total with taxes and fees
Fall colors, cozy firepits, and perfect family gathering times await on 5 Acres.
View all properties

Choose what matters most at hotels with a pool in Portland

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Portland Hotel Reviews

Holiday Inn Express & Suites Jamestown by IHG

Holiday Inn Express & Suites Jamestown by IHG

10/10 Excellent
"We stay at this location every time we bring our kid to college. It’s become a home away from home. The staff are all always super helpful and so nice. The rooms are great and spacious. Coffee and breakfast downstairs are really good. My only qualm is the walls are on the thinner side so having neighbors who are noisier can be a pain but we live. I have literally zero complaints about the hotel itself."
Rachel 2-night trip
Posted 21 hours ago
Holiday Inn Express & Suites Jamestown by IHG

Frequently asked questions

What are some accommodations with pools in Portland?
Clarion Hotel Conference Center on Lake Erie: Offers a seasonal outdoor pool, an indoor pool, and 2 bars. Chautauqua Harbor Hotel - Jamestown: Provides daily, an indoor pool, and free self parking. Webb's Year Round Resort: Features daily, a pool, and complimentary wired internet access. Athenaeum Hotel: Provides sun loungers, a pool, and complimentary wireless internet access. The White Inn: Offers continental, an indoor pool, and free self parking.
What is there to see and do in Portland?
The picturesque setting of Lake Erie showcases the area's natural beauty. Discover sights such as 21 Brix Winery during your stay.
When is the best time to book a hotel with a pool in Portland?
Taking into account the local weather in Portland can help you maximize your time at the pool during your trip. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are February and January with an average of 30°F. The snowiest months in Portland are January, November, March, and February, with each month seeing an average of 7 inches of snowfall.

Explore a world of travel with Expedia