A waterfall cascading through a narrow rock formation surrounded by greenery.

Hotels with Swimming Pool in Middlesex, New York

  • 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
Oct 7 - Oct 8
Tomorrow
Oct 8 - Oct 9
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Middlesex hotels with a pool

A large indoor swimming pool with clear blue water, surrounded by tiled flooring and walls. There are multiple seating areas with chairs and tables, and large windows offering views of the outdoors.
A hotel room with a TV on a wooden cabinet, a desk with a lamp, a chair, and a large window with curtains.
A spacious dining area with a long table and multiple chairs, overhead lighting, and large windows with curtains.
A balcony with wicker furniture, a glass table, and a view of a lake and forest.

1. Hampton Inn Penn Yan

Hampton Inn Penn Yan
Penn Yan
  • Dive into aquatic bliss at this lakeside haven with an indoor pool and hot tub perfect for year-round relaxation.
P4,793
P5,368 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Penn Yan
An indoor swimming pool with clear lane markers, a tiled wall, and potted plants.
A patio area with Adirondack chairs and a pergola, featuring stone planters with flowers.
A spacious dining area with a long table and six chairs, a chandelier, and a decorative wall piece.
A Best Western Plus hotel with a covered entrance, multiple windows, and a brick facade.

2. Best Western Plus Vineyard Inn & Suites

Best Western Plus Vineyard Inn & Suites
Penn Yan
  • Immerse in the refreshing indoor pool and rejuvenating hot tub at this lakeside hotel, offering a complete aquatic retreat.
P5,679
P6,361 total
includes taxes & fees
Nov 1 - Nov 2
Best Western Plus Vineyard Inn & Suites
A swimming pool with a marble wall and a 'No Diving' sign, surrounded by chairs and a reception area.
A hotel lobby with a reception desk, seating area, and a fireplace.
A Microtel by Wyndham hotel with a covered entrance, a parking lot, and a brick facade.
A bar area with a large window, three stools, and a bowl of fruit.

3. Microtel by Wyndham Penn Yan Finger Lakes Region

Microtel by Wyndham Penn Yan Finger Lakes Region
Penn Yan
  • Enjoy a refreshing dip in the indoor pool after exploring Keuka Lake and trails.
P4,696
P5,259 total
includes taxes & fees
Nov 1 - Nov 2
Microtel by Wyndham Penn Yan Finger Lakes Region
An indoor swimming pool with clear water, tiled floor, and a ceiling with recessed lighting.
A row of slot machines in a casino with a chandelier in the background.
A large outdoor amphitheater with tiered seating and a stage at the front.
A lakeside building with a dock, a grassy area, and a sandy beach.

4. Holiday Inn Express Canandaigua - Finger Lakes by IHG

Holiday Inn Express Canandaigua - Finger Lakes by IHG
Canandaigua
  • Serene indoor pool escape welcomes visitors with year-round aquatic enjoyment at this Finger Lakes hotel near Roseland Waterpark.
P7,150
P7,901 total
includes taxes & fees
Nov 4 - Nov 5
Holiday Inn Express Canandaigua - Finger Lakes by IHG
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.
A balcony with a view of a lake, dock, and distant hills.
A waterfront restaurant with outdoor seating, stone walls, and nautical-themed decor.
A spacious dining area with a long wooden table, wicker chairs, and hanging pendant lights.

5. Hotel Canandaigua, Tapestry Collection by Hilton

Hotel Canandaigua, Tapestry Collection by Hilton
Canandaigua
  • Dive into lakeside leisure with this hotel's inviting outdoor pool, where loungers and umbrellas create a perfect relaxation spot.
P10,450
P11,860 total
includes taxes & fees
Oct 28 - Oct 29
Hotel Canandaigua, Tapestry Collection by Hilton
A poolside area with lounge chairs and umbrellas, overlooking a body of water.
A spa area with wooden tubs, a lounge chair, and a building with a balcony overlooking a lake.
A view from a balcony with a glass door, overlooking a swimming pool and a distant island.
A resort with a swimming pool, outdoor seating, and a dock with boats.

6. The Lake House on Canandaigua

The Lake House on Canandaigua
Canandaigua
  • Lakefront bliss awaits with a serene outdoor pool, cabanas, and hot tub offering stunning views of Canandaigua Lake.
P17,966
P23,100 total
includes taxes & fees
Oct 29 - Oct 30
The Lake House on Canandaigua
An indoor swimming pool area with lounge chairs and a table, a pool with a no diving sign, and a clock on the wall.
An outdoor patio with a fire feature, stone walls, and modern outdoor furniture.
A sign for Hobart and William Smith Colleges with a landscaped garden in front.
A modern lobby with a blue sofa, a round coffee table, and a stone fireplace.

7. Fairfield Inn & Suites by Marriott Geneva Finger Lakes

Fairfield Inn & Suites by Marriott Geneva Finger Lakes
Western Gardens
  • Splash into relaxation year-round with Geneva's sleek indoor pool in the Finger Lakes.
P6,709
P7,614 total
includes taxes & fees
Nov 1 - Nov 2
Fairfield Inn & Suites by Marriott Geneva Finger Lakes
A hotel swimming pool with a hot tub, a changing room, and a reception area.
A spacious lobby with a wooden floor, blue armchairs, a flat-screen TV, and a reception desk.
A dining area with wooden tables and chairs, a bar area, and large windows providing natural light.
A hotel room with a flat-screen TV, a desk with a telephone and coffee maker, a blue sofa with cushions, and a small ottoman.

8. Comfort Inn & Suites Farmington - Victor

Comfort Inn & Suites Farmington - Victor
Farmington
  • Plunge into a refreshing aquatic escape at this Farmington hotel with an indoor pool and hot tub for year-round enjoyment.
P6,647
P7,345 total
includes taxes & fees
Oct 28 - Oct 29
Comfort Inn & Suites Farmington - Victor
An indoor swimming pool with clear signage indicating no lifeguard on duty and no diving allowed.
A Hampton Inn hotel with a prominent illuminated sign, a well-maintained lawn, and a parking area.
A hotel reception desk with framed photographs on the wall, a sign reading "Welcome to Geneva," and a "Hilton Honors" sign.
A hotel room with a kitchenette, a large mirror, a television, a sofa, and a window with curtains.

9. Hampton Inn Geneva

Hampton Inn Geneva
Geneva
  • Splash into relaxation at this hotel with an indoor pool, hot tub, and sauna retreat.
P6,602
P7,494 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Geneva
An indoor swimming pool with clear glass walls, a blue tiled wall, and a tiled floor with a pool ladder.
An outdoor patio with tables and chairs, overlooking a body of water.
A modern lobby with seating areas, a reception desk, and a colorful artwork on the wall.
A hotel room with a large bed, a desk with a flat-screen TV, a sofa, and a chair.

10. 41 Lakefront Hotel, Trademark Collection By Wyndham

41 Lakefront Hotel, Trademark Collection By Wyndham
Geneva
  • Dive into waterfront relaxation with year-round indoor pool access and stunning lake views.
P6,045
P6,861 total
includes taxes & fees
Nov 3 - Nov 4
41 Lakefront Hotel, Trademark Collection By Wyndham
View all properties

Choose what matters most at hotels with a pool in Middlesex

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Middlesex Hotel Reviews

Hampton Inn Penn Yan

Hampton Inn Penn Yan

10/10 Excellent
"Great hotel! Location is great as well. We brought our dog and the property was perfect for her; plenty of space to walk and it was very clean. The room was great for all of us. Overall it was a great stay. The breakfast was tasty too."
McKenzie 2-night trip
Posted 6 hours ago
Hampton Inn Penn Yan
Holiday Inn Express Canandaigua - Finger Lakes by IHG

Holiday Inn Express Canandaigua - Finger Lakes by IHG

10/10 Excellent
"everything was great very nice staff"
Gerald 1-night trip
Posted 2 days ago
Holiday Inn Express Canandaigua - Finger Lakes by IHG
Best Western Plus Vineyard Inn & Suites

Best Western Plus Vineyard Inn & Suites

10/10 Excellent
"The hotel and grounds were so well taken care of, it was a delight to stay there! The staff was mostly friendly and the location was close to downtown attractions. My biggest complaint is there's only one elevator and it's at the far end of the corridor, not centrally located. You get a bit of a workout if your room is located at the other end!"
Christian 2-night trip
Posted 3 days ago
Best Western Plus Vineyard Inn & Suites
Comfort Inn & Suites Farmington - Victor

Comfort Inn & Suites Farmington - Victor

10/10 Excellent
"I had a great stay. Room was clean hot tub and pool were good. A good breakfast with alot of selections."
Robert 1-night trip
Posted 6 days ago
Comfort Inn & Suites Farmington - Victor

Frequently asked questions

What are some hotels with pools in Middlesex?
41 Lakefront Hotel, Trademark Collection By Wyndham: Hotel, 2-minute walk from Seneca Lake. Features free self parking, an indoor pool, and complimentary wireless internet access. The Lake House on Canandaigua: Offers 2 restaurants, an outdoor pool, and a full-service spa. Microtel by Wyndham Penn Yan Finger Lakes Region: Provides daily, an indoor pool, and free self parking. Hotel Canandaigua, Tapestry Collection by Hilton: Features 2 bars, a seasonal outdoor pool, and a snack bar/deli. Days Inn by Wyndham Geneva/Finger Lakes: Hotel, 2-minute walk from Seneca Lake. Offers a snack bar/deli, a seasonal outdoor pool, and free self parking.
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