Find Hotels with a Pool in Portland, NY

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Check availability on Portland Hotels with a Pool

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Top Portland Hotels with a Pool

Exterior
Chautauqua Harbor Hotel - Jamestown

Chautauqua Harbor Hotel - Jamestown

3.5 star property
Celoron
9.6 out of 10, Exceptional, (1003)
"Our stay was amazing! The staff was so friendly and helpful, and the room was clean, spacious, and updated. The lake view was absolutely beautiful. I’d love to come back in the summer!"
United States
Chrystal
$101 nightly
The price is $114
Jan 1 - Jan 2, 2026
Total with taxes and fees
Chautauqua Harbor Hotel - Jamestown
Indoor pool
Webb's Year Round Resort

Webb's Year Round Resort

2.5 star property
Mayville
7.2 out of 10, Good, (200)
"Very quiet and comfortable. Excellent view of lake."
United States
Joanna
$107 nightly
The price is $121
Dec 22 - Dec 23
Total with taxes and fees
Webb's Year Round Resort
Indoor pool
Holiday Inn Express & Suites Jamestown by IHG

Holiday Inn Express & Suites Jamestown by IHG

2.5 star property
Jamestown
9.2 out of 10, Wonderful, (791)
"Was great stay and the bfast was excellent "
United States
Deborah
$97 nightly
The price is $110
Jan 6 - Jan 7, 2026
Total with taxes and fees
Holiday Inn Express & Suites Jamestown by IHG
Indoor pool
Best Western Dunkirk & Fredonia Inn

Best Western Dunkirk & Fredonia Inn

2.5 star property
Dunkirk
7.8 out of 10, Good, (971)
"Check-in was flawless and the room was very clean and comfortable. "
United States
Megan
$140 nightly
The price is $158
Dec 9 - Dec 10
Total with taxes and fees
Best Western Dunkirk & Fredonia Inn
Outdoor pool, a heated pool
Ideal Winter getaway for snowmobiling, skiing, family time!

Ideal Winter getaway for snowmobiling, skiing, family time!

Mayville
9.8 out of 10, Exceptional, (23)
"We have amazing family time!!! This house has everything to have fun with the kids!!"
United States
Maria Magdalena Q.
$353 nightly
The price is $399
Dec 14 - Dec 15
Total with taxes and fees
Ideal Winter getaway for snowmobiling, skiing, family time!
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.
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Top Portland Hotel Reviews

Best Western Dunkirk & Fredonia Inn

Best Western Dunkirk & Fredonia Inn

10/10 Excellent
"Clean room . Good heat. Good breakfast."
Gerald 4-night trip
Posted 2 days ago
Best Western Dunkirk & Fredonia Inn

Frequently asked questions

What are some accommodations with pools in Portland?
The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country: Provides a seasonal outdoor pool, an indoor pool, and 2 bars. Quality Inn Dunkirk: Features daily, an indoor pool, and free self parking. Chautauqua Harbor Hotel - Jamestown: Provides continental, an indoor pool, and free self parking. Webb's Year Round Resort: Offers daily, a pool, and complimentary wired internet access. Clarion Hotel Conference Center on Lake Erie: Provides complimentary wireless internet access, a pool, and kitchens.
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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