Photo by Matthew Jay

Hotels with Swimming Pool in Middlesex, New York

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Middlesex Hotels with Swimming Pool

Tonight
Jan 9 - Jan 10
Tomorrow
Jan 10 - Jan 11
This weekend
Jan 9 - Jan 11
Next weekend
Jan 16 - Jan 18

Our top choices for Middlesex hotels with a pool

Indoor pool
Hampton Inn Penn Yan

Hampton Inn Penn Yan

Hampton Inn Penn Yan
2.5 star property
Penn Yan
9.4 out of 10, Exceptional, (1,001 reviews)
"Great hotel with great views. "
United States
Donald
The price is P4,223
P4,729 total
includes taxes & fees
Jan 20 - Jan 21
Hampton Inn Penn Yan
Indoor pool
Microtel by Wyndham Penn Yan Finger Lakes Region

Microtel by Wyndham Penn Yan Finger Lakes Region

Microtel by Wyndham Penn Yan Finger Lakes Region
3.0 star property
Penn Yan
8.8 out of 10, Excellent, (1,002 reviews)
"Clean room, great location. Friendly staff"
United States
Jamie
The price is P4,729
P5,297 total
includes taxes & fees
Jan 25 - Jan 26
Microtel by Wyndham Penn Yan Finger Lakes Region
Indoor pool
Best Western Plus Vineyard Inn & Suites

Best Western Plus Vineyard Inn & Suites

Best Western Plus Vineyard Inn & Suites
2.5 star property
Penn Yan
9.6 out of 10, Exceptional, (1,002 reviews)
"Room was great and so was staff"
United States
Jennifer
The price is P4,981
P5,579 total
includes taxes & fees
Jan 15 - Jan 16
Best Western Plus Vineyard Inn & Suites
Indoor pool
41 Lakefront Hotel, Trademark Collection By Wyndham

41 Lakefront Hotel, Trademark Collection By Wyndham

41 Lakefront Hotel, Trademark Collection By Wyndham
3.0 star property
Geneva
8.2 out of 10, Very Good, (1,079 reviews)
"Clean rooms nice location . "
United States
Darnell D.
The price is P5,274
P5,986 total
includes taxes & fees
Jan 13 - Jan 14
41 Lakefront Hotel, Trademark Collection By Wyndham
Indoor pool
Holiday Inn Express & Suites Geneva Finger Lakes by IHG

Holiday Inn Express & Suites Geneva Finger Lakes by IHG

Holiday Inn Express & Suites Geneva Finger Lakes by IHG
2.5 star property
Geneva
9.2 out of 10, Wonderful, (1,000 reviews)
"Clean, remodeled room. Excellent shower Comfortable bed Nice TV "
United States
Mark
The price is P6,215
P6,868 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn Express & Suites Geneva Finger Lakes by IHG
Indoor pool
Comfort Inn & Suites Farmington - Victor

Comfort Inn & Suites Farmington - Victor

Comfort Inn & Suites Farmington - Victor
2.5 star property
Farmington
8.8 out of 10, Excellent, (1,000 reviews)
"Room was spotless and staff were very courteous and friendly! "
United States
Bernard
The price is P4,863
P5,374 total
includes taxes & fees
Jan 19 - Jan 20
Comfort Inn & Suites Farmington - Victor
Indoor pool
Hampton Inn Geneva

Hampton Inn Geneva

Hampton Inn Geneva
2.5 star property
Geneva
8.4 out of 10, Very Good, (735 reviews)
"The room was nice, clean, and comfortable."
United States
Anthony
The price is P5,776
P6,555 total
includes taxes & fees
Jan 18 - Jan 19
Hampton Inn Geneva
Indoor pool
Fairfield Inn & Suites by Marriott Geneva Finger Lakes

Fairfield Inn & Suites by Marriott Geneva Finger Lakes

Fairfield Inn & Suites by Marriott Geneva Finger Lakes
3.0 star property
Western Gardens
9.2 out of 10, Wonderful, (627 reviews)
"Super clean, great breakfast and friendly staff!"
United States
Lynne
The price is P6,333
P7,188 total
includes taxes & fees
Jan 12 - Jan 13
Fairfield Inn & Suites by Marriott Geneva Finger Lakes
Seasonal outdoor pool, pool umbrellas, sun loungers
Geneva On The Lake

Geneva On The Lake

Geneva On The Lake
3.0 star property
Geneva
8.8 out of 10, Excellent, (308 reviews)
"It was a wonderful stay in a historical inn with an excellent restaurant and bar. Beautiful water view and immaculately maintained grounds. Very clean room and attentive staff. Would definitely come here again. "
United States
John
Geneva On The Lake
Outdoor pool, open 7:00 AM to 10:00 AM, pool umbrellas, sun loungers
Hotel Canandaigua, Tapestry Collection by Hilton

Hotel Canandaigua, Tapestry Collection by Hilton

Hotel Canandaigua, Tapestry Collection by Hilton
3.5 star property
Canandaigua
9.0 out of 10, Wonderful, (309 reviews)
"Great staff and clean rooms! I’ve stayed twice now and I’m about to rebook! "
United States
Anthony
The price is P7,775
P8,824 total
includes taxes & fees
Jan 28 - Jan 29
Hotel Canandaigua, Tapestry Collection by Hilton
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.
View all properties

Top Middlesex Hotel Reviews

Hampton Inn Penn Yan

Hampton Inn Penn Yan

10/10 Excellent
"Good manners, quiet, clean. Thank you Tina. "
Andy 1-night trip
Posted 2 days ago
Hampton Inn Penn Yan

Frequently asked questions

What are some hotels with pools in Middlesex?
The Lake House on Canandaigua: Features 2 restaurants, an outdoor pool, and a full-service spa. Hotel Canandaigua, Tapestry Collection by Hilton: Offers 2 bars, a seasonal outdoor pool, and a snack bar/deli. Plum Point Lodge: Provides free self parking, an outdoor pool, and flat-screen televisions. 41 Lakefront Hotel, Trademark Collection By Wyndham: Features free self parking, an indoor pool, and complimentary wireless internet access. Hampton Inn Penn Yan: Hotel, 1-minute walk from Keuka Lake. Offers buffet, an indoor pool, and complimentary wired internet access.
What is there to see and do in Middlesex?
Spend some time experiencing the great outdoors at Canandaigua Lake and Clarks Gully. Discover sights such as West River Marsh during your stay.
When is the best time to book a hotel with a pool in Middlesex?
Taking into account the local weather in Middlesex is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually July and August with an average temp of 67°F, while the coldest months are January and February with an average of 29°F. The snowiest months in Middlesex are January, March, February, and December, with each month seeing an average of 8 inches of snowfall.

Explore a world of travel with Expedia