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

Search Hotels with Swimming Pool 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 Pool

Tonight
10 Sept - 11 Sept
Tomorrow
11 Sept - 12 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

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 balcony with wicker furniture, a glass table, and a view of a lake and forest.
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.

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.
₹12,328
₹13,808 total
includes taxes & fees
24 Sept - 25 Sept
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 patio area with Adirondack chairs and a pergola, featuring stone planters with flowers.
A hotel room with a bed, a desk, a chair, a TV, a bathroom with a toilet, a sink, and a mirror.

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.
₹10,939
₹12,252 total
includes taxes & fees
20 Sept - 21 Sept
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 room with a bed, a desk with a chair, a sofa, a small kitchenette, and a bathroom.
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.
₹11,607
₹12,999 total
includes taxes & fees
13 Sept - 14 Sept
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 lakeside building with a dock, a grassy area, and a sandy beach.
A spacious lobby with modern furniture, a fireplace, and large windows with forest views.

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.
₹12,046
₹13,310 total
includes taxes & fees
5 Oct - 6 Oct
Holiday Inn Express Canandaigua - Finger Lakes by IHG
A hotel swimming pool with a hot tub, a changing room, and a reception area.
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.
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.
₹10,429
₹11,524 total
includes taxes & fees
30 Sept - 1 Oct
Comfort Inn & Suites Farmington - Victor
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and trees.
A waterfront restaurant with outdoor seating, stone walls, and nautical-themed decor.
A balcony with a view of a lake, dock, and distant hills.
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.
₹16,845
₹19,119 total
includes taxes & fees
4 Oct - 5 Oct
Hotel Canandaigua, Tapestry Collection by Hilton
An indoor swimming pool with clear glass walls, a blue tiled wall, and a tiled floor with a pool ladder.
A modern hotel with a large glass facade, outdoor seating with umbrellas, and a waterfront view.
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.

7. 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.
₹13,514
₹15,338 total
includes taxes & fees
27 Sept - 28 Sept
41 Lakefront Hotel, Trademark Collection By Wyndham
A swimming pool with lounge chairs, a building with a flat roof, and a fenced area.
A lakeside dock with a boat house, a tented area, and a lighthouse.
A view from a balcony overlooking a marina with boats docked, a dock, and a clear sky.
A balcony with a view of the water, metal railings, and outdoor seating.

8. Showboat Hotel

Showboat Hotel
Himrod
₹10,905
₹12,214 total
includes taxes & fees
15 Sept - 16 Sept
Showboat Hotel
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.
₹30,223
₹38,405 total
includes taxes & fees
1 Oct - 2 Oct
The Lake House on Canandaigua
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
"Easy to find. Friendly and helpful front desk staff. Great lakeside patio. Nice pool. Hot tub was not working when there. Good breakfast. Very nice rooms with comfortable bed. Highly recommend."
Deb 1-night trip
Posted 7 hours ago
Hampton Inn Penn Yan
Microtel by Wyndham Penn Yan Finger Lakes Region

Microtel by Wyndham Penn Yan Finger Lakes Region

10/10 Excellent
"Loved it all"
Angela 1-night trip
Posted 9 hours ago
Microtel by Wyndham Penn Yan Finger Lakes Region
Holiday Inn Express Canandaigua - Finger Lakes by IHG

Holiday Inn Express Canandaigua - Finger Lakes by IHG

10/10 Excellent
"Other than no one at the front desk when I tried to check in (they showed up after a few minutes, maybe a bell should be available), all was great!"
Maureen 1-night trip
Posted 16 hours ago
Holiday Inn Express Canandaigua - Finger Lakes by IHG
Best Western Plus The Hammondsport Hotel

Best Western Plus The Hammondsport Hotel

10/10 Excellent
"Peaceful place for relaxing after busy day or even during a day, if you're not in mood for going anywhere."
Val 1-night trip
Posted 21 hours ago
Best Western Plus The Hammondsport Hotel
Holiday Inn Express & Suites Geneva Finger Lakes by IHG

Holiday Inn Express & Suites Geneva Finger Lakes by IHG

10/10 Excellent
"Great location about 8 minutes drive to the Seneca lake. Very convenient to local wine tasting and good restaurants."
Sameer 2-night trip
Posted 3 days ago
Holiday Inn Express & Suites Geneva Finger Lakes by IHG

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: Hotel, 1-minute walk from Canandaigua Lake. Offers 2 restaurants, an outdoor pool and a full-service spa. Microtel Inn & Suites by Wyndham Geneva: Features daily, an indoor pool and free self parking. Microtel by Wyndham Penn Yan Finger Lakes Region: Hotel, 2-minute walk from Canandaigua Lake. Offers 2 bars, a seasonal outdoor pool and a snack bar/deli. Hotel Canandaigua, Tapestry Collection by Hilton: Hotel, 15-minute walk from Canandaigua Lake. Provides a snack bar/deli, an indoor pool and buffet.
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