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

Hotels with Swimming Pools in Middlesex

  • 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 Pools

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

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 two beds, a TV, a desk, and a chair.
A balcony with wicker furniture, a glass table, and a view of a lake and forest.
A spacious dining area with a long table and multiple chairs, overhead lighting, and large windows with curtains.

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.
S$109
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Penn Yan
An indoor swimming pool with clear lane markers, a tiled wall, and potted plants.
A spacious dining area with a long table and six chairs, a chandelier, and a decorative wall piece.
A hotel room with a bed, a desk, a chair, a TV, a bathroom with a toilet, a sink, and a mirror.
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.
S$129
includes taxes & fees
1 Nov - 2 Nov
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 bar area with a large window, three stools, and a bowl of fruit.
A Microtel by Wyndham hotel with a covered entrance, a parking lot, and a brick facade.
A hotel lobby with a reception desk, seating area, and a fireplace.

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.
S$107
includes taxes & fees
1 Nov - 2 Nov
Microtel by Wyndham Penn Yan Finger Lakes Region
An indoor swimming pool with clear water, tiled floor, and a ceiling with recessed lighting.
A spacious lobby with modern furniture, a fireplace, and large windows with forest views.
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.

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.
S$168
includes taxes & fees
3 Nov - 4 Nov
Holiday Inn Express Canandaigua - Finger Lakes by IHG
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 bed, bedside lamps, a nightstand, a bathroom with a bathtub, and a window with curtains.

5. 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.
S$150
includes taxes & fees
28 Oct - 29 Oct
Comfort Inn & Suites Farmington - Victor
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 hotel room with a large bed, a red chair, and a view of the water through large sliding doors.

6. 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.
S$249
includes taxes & fees
28 Oct - 29 Oct
Hotel Canandaigua, Tapestry Collection by Hilton
An indoor swimming pool area with lounge chairs and a table, a pool with a no diving sign, and a clock on the wall.
A sign for Hobart and William Smith Colleges with a landscaped garden in front.
A modern living room with a stone fireplace, a sofa, a coffee table, and a TV area.
An outdoor patio with a fire feature, stone walls, and modern outdoor furniture.

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.
S$155
includes taxes & fees
1 Nov - 2 Nov
Fairfield Inn & Suites by Marriott Geneva Finger Lakes
An indoor swimming pool with clear glass walls, a blue tiled wall, and a tiled floor with a pool ladder.
A hotel room with a large bed, a desk with a flat-screen TV, a sofa, and a chair.
An outdoor patio with tables and chairs, overlooking a body of water.
A modern hotel with a large glass facade, outdoor seating with umbrellas, and a waterfront view.

8. 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.
S$140
includes taxes & fees
3 Nov - 4 Nov
41 Lakefront Hotel, Trademark Collection By Wyndham
A poolside area with lounge chairs and umbrellas, overlooking a body of water.
A waterfront hotel with a pool area, lounge chairs, and paddleboards docked at the pier.
A resort with a swimming pool, outdoor seating, and a dock with boats.
A spa area with wooden tubs, a lounge chair, and a building with a balcony overlooking a lake.

9. 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.
S$470
includes taxes & fees
29 Oct - 30 Oct
The Lake House on Canandaigua
An indoor swimming pool with clear signage indicating no lifeguard on duty and no diving allowed.
A hotel breakfast area with a buffet setup, including a coffee station, a fruit bowl, and various food containers.
A hotel room with a kitchenette, a large mirror, a television, a sofa, and a window with curtains.
A hotel reception desk with framed photographs on the wall, a sign reading "Welcome to Geneva," and a "Hilton Honors" sign.

10. Hampton Inn Geneva

Hampton Inn Geneva
Geneva
  • Splash into relaxation at this hotel with an indoor pool, hot tub, and sauna retreat.
S$153
includes taxes & fees
1 Nov - 2 Nov
Hampton Inn Geneva
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 1 day 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 4 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 7 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 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.

Explore a world of travel with Expedia