Photo by Matthew Jay

Hotels with Pool & Resorts in Middlesex from NZ$138

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 Pool

Best Middlesex Hotels with Pool

Indoor pool
Hampton Inn Penn Yan

Hampton Inn Penn Yan

2.5 star property
Penn Yan
  • Indoor pool
  • Hot tub
9.4 out of 10, Exceptional, (1000)
Soak in the pristine indoor pool before unwinding in the rejuvenating spa pool after exploring scenic Keuka Lake. This hotel delights with lakeside fire pit gatherings, free breakfast buffet, and spotlessly clean rooms with stunning water views.
The price is NZ$138
includes taxes & fees
30 Nov - 1 Dec
Hampton Inn Penn Yan
Indoor pool
Best Western Plus Vineyard Inn & Suites

Best Western Plus Vineyard Inn & Suites

2.5 star property
Penn Yan
  • Indoor pool
  • Hot tub
9.6 out of 10, Exceptional, (1002)
Sparkling clean pool waters invite invigorating swims while the bubbling spa pool melts away tension after exploring nearby Keuka Lake. Complementing these aquatic amenities, a hearty breakfast buffet and 24-hour fitness centre round out this relaxation-focused escape.
The price is NZ$167
includes taxes & fees
15 Dec - 16 Dec
Best Western Plus Vineyard Inn & Suites
Indoor pool
Microtel by Wyndham Penn Yan Finger Lakes Region

Microtel by Wyndham Penn Yan Finger Lakes Region

3.0 star property
Penn Yan
  • Indoor pool
8.8 out of 10, Excellent, (1000)
Plunge into the pristine indoor pool, available from 7:00 AM to 10:00 PM, after exploring nearby Keuka Lake Outlet Trail. Families appreciate adult supervision policies, while fitness enthusiasts enjoy complementary gym access at this well-maintained hotel.
The price is NZ$167
includes taxes & fees
1 Dec - 2 Dec
Microtel by Wyndham Penn Yan Finger Lakes Region
Indoor pool
41 Lakefront Hotel, Trademark Collection By Wyndham

41 Lakefront Hotel, Trademark Collection By Wyndham

3.0 star property
Geneva
  • Indoor pool
8.4 out of 10, Very good, (1093)
Swimmers relish year-round comfort in the pristine indoor pool after exploring nearby water activities. Rooms offer scenic lake vistas, while the exceptional restaurant serves delicious meals with generous portions amid peaceful surroundings.
The price is NZ$210
includes taxes & fees
16 Dec - 17 Dec
41 Lakefront Hotel, Trademark Collection By Wyndham
Sun deck
Plum Point Lodge

Plum Point Lodge

3.0 star property
Himrod
  • Outdoor pool
9.2 out of 10, Wonderful, (415)
Glide through refreshing waters in the outdoor pool while soaking up vineyard country views at this tranquil lakeside sanctuary. Canoeing adventures, exceptional dining, and individually furnished rooms create an idyllic Finger Lakes escape.
Plum Point Lodge
Indoor pool
Holiday Inn Express & Suites Geneva Finger Lakes by IHG

Holiday Inn Express & Suites Geneva Finger Lakes by IHG

2.5 star property
Geneva
  • Indoor pool
  • Hot tub
9.2 out of 10, Wonderful, (1004)
Swimmers splash into the immaculately maintained indoor pool while others soak tired muscles in the adjacent spa pool. After aquatic recreation, guests gather around the outdoor fire pit, creating perfect bookends to days filled with nearby Finger Lakes adventures.
The price is NZ$229
includes taxes & fees
23 Nov - 24 Nov
Holiday Inn Express & Suites Geneva Finger Lakes by IHG
Seasonal outdoor pool, pool umbrellas, pool loungers
Geneva On The Lake

Geneva On The Lake

3.0 star property
Geneva
  • Pool loungers
8.8 out of 10, Excellent, (305)
Seasonal outdoor swimming beckons with sun loungers and umbrellas from May through September. Adventurous guests enjoy complimentary bicycles, lakefront kayaking, sailing, and fishing before dining at Lancellotti's restaurant with garden views.
Geneva On The Lake
Indoor pool
Comfort Inn & Suites Farmington - Victor

Comfort Inn & Suites Farmington - Victor

2.5 star property
Farmington
  • Indoor pool
  • Hot tub
8.8 out of 10, Excellent, (1000)
Crystal-clear waters welcome swimmers to the immaculately maintained indoor pool, while the soothing spa pool awaits after exploring nearby Finger Lakes attractions. Guests appreciate the 24-hour fitness centre, banquet facilities, and exceptionally attentive staff.
The price is NZ$199
includes taxes & fees
3 Dec - 4 Dec
Comfort Inn & Suites Farmington - Victor
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

3.5 star property
Canandaigua
  • Outdoor pool
  • Pool loungers
  • Near the beach
  • Hot tub
9.0 out of 10, Wonderful, (286)
Seasonal swimming meets adventure at this lakeside retreat, where the outdoor pool complements kayaking and paddleboarding opportunities on Canandaigua Lake. After water activities, guests appreciate the beachside bar and American cuisine at Cove Restaurant.
The price is NZ$245
includes taxes & fees
25 Nov - 26 Nov
Hotel Canandaigua, Tapestry Collection by Hilton
Indoor pool
Hampton Inn Geneva

Hampton Inn Geneva

2.5 star property
Geneva
  • Indoor pool
  • Hot tub
8.4 out of 10, Very good, (724)
Swimming enthusiasts relish the pristine indoor pool after exploring nearby lakeside attractions. This hotel balances active and passive relaxation with a rejuvenating spa pool, sauna, and fitness centre, all complemented by consistently praised complimentary breakfast.
The price is NZ$191
includes taxes & fees
30 Nov - 1 Dec
Hampton Inn Geneva
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
"Great setting! Well pleased!"
Carvel 1-night trip
Posted 1 day ago
Hampton Inn Penn Yan

Explore a world of travel with Expedia

Frequently asked questions

What are some hotels with pools in Middlesex?
Hotel Canandaigua, Tapestry Collection by Hilton: Features 2 bars, a seasonal outdoor pool and a snack bar/deli. Microtel Inn & Suites by Wyndham Farmington: Provides free self parking, an indoor pool and complimentary wireless Internet access. 41 Lakefront Hotel, Trademark Collection By Wyndham: Features 2 restaurants, an outdoor pool and a full-service spa. The Lake House on Canandaigua: Offers full, an indoor pool and complimentary high-speed (wired) Internet access. Comfort Inn & Suites Farmington - Victor: Features free self parking, an outdoor pool and flat-screen televisions.
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.