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

Find Hotels with a Pool in Portland, NY from CA $153

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Check availability on Portland Hotels with a Pool

Tonight
Sep 24 - Sep 25
Tomorrow
Sep 25 - Sep 26
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

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.
CA $240
CA $271 total
includes taxes & fees
Sep 27 - Sep 28
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 modern bathroom with a bathtub, toilet, and sink.
A hotel lobby with a reception desk, seating area, and a kitchenette in the background.
A spacious living room with a fireplace, a television, and a coffee table.

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.
CA $136
CA $153 total
includes taxes & fees
Oct 5 - Oct 6
Webb's Year Round Resort
A pool area with lounge chairs and tables, a bar, and a view of the lake.
A bar area with a central counter, bar stools, and a sign reading "CAROUSEL BAR".
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.

3. Chautauqua Harbor Hotel - Jamestown

Chautauqua Harbor Hotel - Jamestown
Celoron
  • Lakefront splashes and indoor dips await at this harbour hotel with year-round aquatic options.
CA $214
CA $242 total
includes taxes & fees
Oct 4 - Oct 5
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 compact bathroom with a mirror, a sink, a microwave, and a coffee maker.
A hotel room with a bed, a desk, a microwave, a coffee maker, and a sink.
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.
CA $168
CA $190 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Express & Suites Jamestown by IHG
A swimming pool with a deck, lounge chairs, and an umbrella.
A single-story house with a porch, a lawn, and autumn foliage in the background.
A house with a porch, a small garden with flowers, and a starry night sky.
A cozy living room with a stone fireplace, a grey sofa, and a wooden floor.

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.
CA $349
CA $775 total
includes taxes & fees
Sep 27 - Sep 28
Fall colors, cozy firepits, and perfect family gathering times await on 5 Acres.
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Choose what matters most at hotels with a pool in Portland

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Portland Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Portland?
Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly: Features a seasonal outdoor pool, an indoor pool, and 2 bars. Modern Lux Tiny Cabins in Wooded Getaway w/Hot Tub: Offers daily, an indoor pool, and free self parking. Clarion Hotel Conference Center on Lake Erie: Features daily, a pool, and complimentary wired internet access. Chautauqua Harbor Hotel - Jamestown: 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.

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