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Hotels with Pool & Resorts in Middlesex from AU$119

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Check availability on Middlesex Hotels with Pool

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

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, (1003)
"Great hotel with great views. "
United States
Donald
The price is AU$119
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn Penn Yan
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, (1002)
"Room was great and so was staff"
United States
Jennifer
The price is AU$140
includes taxes & fees
4 Jan - 5 Jan 2026
Best Western Plus Vineyard Inn & Suites
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, (1001)
"Clean room, great location. Friendly staff"
United States
Jamie
The price is AU$135
includes taxes & fees
11 Jan - 12 Jan 2026
Microtel by Wyndham Penn Yan Finger Lakes Region
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, (1086)
"Room was very clean and spacious."
United States
Ann
The price is AU$175
includes taxes & fees
1 Jan - 2 Jan 2026
41 Lakefront Hotel, Trademark Collection By Wyndham
Indoor pool
Holiday Inn Express Canandaigua - Finger Lakes by IHG

Holiday Inn Express Canandaigua - Finger Lakes by IHG

Holiday Inn Express Canandaigua - Finger Lakes by IHG
2.5 star property
Canandaigua
8.6 out of 10, Excellent, (1000)
"Hotel is always clean. Staff is always welcoming and the food is always great. "
United States
Heather
The price is AU$155
includes taxes & fees
18 Jan - 19 Jan 2026
Holiday Inn Express Canandaigua - 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, (1002)
"Parking is free, and was near everything. "
United States
Lisha
The price is AU$144
includes taxes & fees
11 Jan - 12 Jan 2026
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, (732)
"The room was nice, clean, and comfortable."
United States
Anthony
The price is AU$172
includes taxes & fees
4 Jan - 5 Jan 2026
Hampton Inn Geneva
Seasonal outdoor pool, pool umbrellas, pool 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)
"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
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, (625)
"Super clean, great breakfast and friendly staff!"
United States
Lynne
The price is AU$166
includes taxes & fees
4 Jan - 5 Jan 2026
Fairfield Inn & Suites by Marriott Geneva Finger Lakes
Outdoor pool, open 7:00 AM to 10:00 AM, pool umbrellas, pool 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, (303)
"Beds are so comfy and hotel is really upscale - overlooking beautiful Canandaigua Lake. "
United States
Hilarie
The price is AU$222
includes taxes & fees
28 Jan - 29 Jan 2026
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.
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Top Middlesex Hotel Reviews

Hampton Inn Penn Yan

Hampton Inn Penn Yan

10/10 Excellent
"Clean room, facilities! Staff was friendly and our dinner in the hotel restaurant was absolutely amazing!!!!"
Kim 1-night trip
Posted 9 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. Microtel Inn & Suites by Wyndham Farmington: Features free self parking, an outdoor pool and flat-screen televisions. Plum Point Lodge: Offers free self parking, an indoor pool and complimentary wireless Internet access. 41 Lakefront Hotel, Trademark Collection By Wyndham: Hotel, 12-minute walk from Keuka Lake. Features buffet, an indoor pool and complimentary high-speed (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 the local weather in Middlesex into account can help you maximise your time at the pool during your trip. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Middlesex are January, March, February and December, with each month seeing an average of 19 cm of snowfall.