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

Find Hotels with a Pool in Portland, NY

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Check availability on Portland Hotels with a Pool

Tonight
Sep 5 - Sep 6
Tomorrow
Sep 6 - Sep 7
Next weekend
Sep 11 - Sep 13
In two weeks
Sep 18 - Sep 20

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 multi-story hotel with a covered entrance and a parking lot.
A hotel room with a large bed, a separate bathroom with a bathtub, a mirror, and a small table.
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.
$126 nightly
$142 total
Sep 20 - Sep 21
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 modern bathroom with a bathtub, toilet, and sink.

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.
$106 nightly
$120 total
Sep 11 - Sep 12
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 waterfront hotel with multiple buildings, a dock, and a landscaped area with pathways and greenery.
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.

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.
$152 nightly
$172 total
Sep 27 - Sep 28
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 modern hotel lobby with a dining area, a bar, and a seating area.
A compact bathroom with a mirror, a sink, a microwave, and a coffee maker.

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.
$134 nightly
$151 total
Oct 5 - Oct 6
Total with taxes and fees
Holiday Inn Express & Suites Jamestown by IHG
A swimming pool with a deck, lounge chairs, and an umbrella.
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.
A kitchen with wooden cabinets, stainless steel appliances, a microwave, and a stove.

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
Sep 27 - Sep 28
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

Best Western Dunkirk & Fredonia Inn

Best Western Dunkirk & Fredonia Inn

8/10 Good
"The staff were extremely pleasant and helpful. The hotel is in a great location. Many restaurants and stores were within walking distance."
Yolanda 3-night trip
Posted 6 days ago
Best Western Dunkirk & Fredonia Inn

Frequently asked questions

What are some accommodations with pools in Portland?
Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly: Offers daily, an indoor pool, and free self parking. Webb's Year Round Resort: Provides a seasonal outdoor pool, an indoor pool, and 2 bars. Chautauqua Harbor Hotel - Jamestown: Features daily, a pool, and complimentary wired internet access. Clarion Hotel Conference Center on Lake Erie: 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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