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Find Hotels with a Pool in Highland, WI from CA $112

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Check availability on Highland Hotels with a Pool

Tonight
Oct 17 - Oct 18
Tomorrow
Oct 18 - Oct 19
Next weekend
Oct 23 - Oct 25
In two weeks
Oct 30 - Nov 1

Our top choices for Highland hotels with a pool

An indoor swimming pool with clear water, a diving board, and a mural on the wall.
A cave-themed bedroom with a bed, a television, and a small table with a telephone.
A bathroom with two large white tubs, a television displaying a fitness program, and a backdrop of a waterfall and greenery.
A circular bed in a cave-like room with a small desk and chair.

1. Don Q Inn

Don Q Inn
Dodgeville
  • Splash into year-round bliss with indoor and seasonal outdoor pools at this cozy national park hotel.
CA $105
CA $120 total
includes taxes & fees
Nov 2 - Nov 3
Don Q Inn
An indoor swimming pool with wooden walls and ceiling, a seating area with chairs, and a view into adjacent rooms.
A hotel room with two beds, a wall-mounted light fixture, a window with curtains, and a view of the outdoors.
A gym with a treadmill, stationary bike, and a mirrored wall.
A modern living area with a dining table, blue sofa, and a kitchen area with a refrigerator and microwave.

2. AmericInn by Wyndham Dodgeville

AmericInn by Wyndham Dodgeville
Dodgeville
  • Splash into a heated indoor pool retreat with extended hours and hot tub access at this tranquil countryside hotel in Dodgeville.
CA $133
CA $151 total
includes taxes & fees
Nov 4 - Nov 5
AmericInn by Wyndham Dodgeville
A large indoor pool with clear blue water, surrounded by lounge chairs and a seating area with a sofa and table.
Room
A hotel room with two beds, a TV, a desk, and a chair.
A spacious lobby with leather sofas, a glass coffee table, and a fireplace.

3. Best Western Dodgeville Inn & Suites

Best Western Dodgeville Inn & Suites
Dodgeville
  • Dive into aquatic luxury with indoor and outdoor pools, plus a rejuvenating hot tub at this serene Dodgeville retreat.
CA $127
CA $144 total
includes taxes & fees
Nov 11 - Nov 12
Best Western Dodgeville Inn & Suites
An indoor swimming pool with a hexagonal tile floor, wooden walls, and large windows.
A living room with a fireplace, a flat-screen TV, a ceiling fan, and a dining area with chairs and a table.
A bathroom with a shower, a vanity with a mirror, and a telephone.
A hotel room with a large bed, a separate bathroom with a bathtub, a large mirror, and a television in the corner.

4. Ramada by Wyndham Richland Center

Ramada by Wyndham Richland Center
Richland Center
  • Experience the relaxing indoor pool haven at this Richland Centre hotel with terrace views.
CA $132
CA $149 total
includes taxes & fees
Oct 25 - Oct 26
Ramada by Wyndham Richland Center
An indoor swimming pool with clear water, a diving board, and a view of the outdoors through large windows.
A hotel with a modern design, featuring a prominent sign and a covered entrance.
A modern lounge area with a sofa set, a blue armchair, a small table, and a potted plant.
An outdoor patio with seating and a view of a golf course.

5. Sleep Inn & Suites Lancaster-Platteville

Sleep Inn & Suites Lancaster-Platteville
Lancaster
  • Escape to a tranquil oasis with three distinct pools, including a children's pool and a hot tub for ultimate relaxation.
CA $130
CA $138 total
includes taxes & fees
Nov 15 - Nov 16
Sleep Inn & Suites Lancaster-Platteville
An indoor swimming pool with clear safety markings, a lifeguard chair, and a view of the outside through large windows.
A coffee station with two coffee machines and a variety of coffee pods and cups.
A modern bathroom with a large mirror, a sink, and a toilet. There are towels hanging on the wall and a shelf with toiletries.
A hotel room with two beds, a large window, a wall-mounted heater, and a bedside table with a lamp.

6. Holiday Inn Express and Suites-Platteville by IHG

Holiday Inn Express and Suites-Platteville by IHG
Platteville
  • Serene indoor pool escape awaits travellers seeking fitness and relaxation at this hotel.
CA $129
CA $142 total
includes taxes & fees
Nov 15 - Nov 16
Holiday Inn Express and Suites-Platteville by IHG
An indoor swimming pool with a slide and a small pool area.
An indoor archway with white drapery and greenery, leading to a room with a wooden floor and a dining area in the background.
A lodge interior with wooden furniture, a stone fireplace, and Christmas decorations.
A gazebo with a sloped roof, surrounded by white chairs and tables, set against a rural landscape.

7. Deer Valley Lodge & Golf

Deer Valley Lodge & Golf
Barneveld
  • Splash into relaxation at this family-friendly lodge featuring a vibrant water park, 27-hole golf course, and indoor pool retreat.
CA $182
CA $192 total
includes taxes & fees
Oct 18 - Oct 19
Deer Valley Lodge & Golf
An indoor swimming pool with a wooden deck, a small balcony, and a reception area with a counter and chairs.
A hotel room with two beds, a desk, a television, and a window with curtains.
A hotel lobby with a reception desk, coffee machine, and seating area.
A reception area with a wooden reception desk, a digital screen, and a staircase leading to upper floors.

8. Quality Inn & Suites Belmont - Platteville

Quality Inn & Suites Belmont - Platteville
Belmont
  • Dive into urban bliss with an indoor pool sanctuary complete with loungers for total relaxation.
CA $102
CA $112 total
includes taxes & fees
Nov 8 - Nov 9
Quality Inn & Suites Belmont - Platteville
A breakfast setting with a table, chairs, plates, cutlery, glasses of orange juice, and a chocolate cake.
A bedroom with a bed, bedside tables, a wardrobe, a ceiling fan, a window, and a plant.
A cozy living room with a fireplace, a foosball table, and a television mounted above it.
A living room with a sectional sofa, a flat-screen TV, a lamp, and a guitar on the wall.

9. KwikStay: Spacious 5BR Townhome Near Spring Green Golf Course & Park

KwikStay: Spacious 5BR Townhome Near Spring Green Golf Course & Park
Spring Green
  • Unwind at this family retreat featuring heated pool, hot tub, and proximity to House on the Rock.
CA $443
CA $535 total
includes taxes & fees
Oct 25 - Oct 26
KwikStay: Spacious 5BR Townhome Near Spring Green Golf Course & Park
A wooden cabin with a swimming pool, large windows, and a patio area.
A bar area with multiple tables and chairs, a counter with a neon sign, and a display of liquor bottles.
A compact hotel room with a kitchenette, a small refrigerator, a microwave, a sink, and a sofa.
A hotel room with a large bed, a sofa, a small table, a desk, a chair, a lamp, a painting, and a bathroom with a bathtub.

10. AmericInn by Wyndham Boscobel

AmericInn by Wyndham Boscobel
Boscobel
  • Splash into mountain adventures with an indoor pool and steamy hot tub to refresh after outdoor thrills.
CA $116
CA $128 total
includes taxes & fees
Oct 18 - Oct 19
AmericInn by Wyndham Boscobel
View all properties

Choose what matters most at hotels with a pool in Highland

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Highland Hotel Reviews

Don Q Inn

Don Q Inn

10/10 Excellent
"It was a nice place to stay and we stay there whenever we come up town."
Libby 5-night trip
Posted 2 days ago
Don Q Inn
Quality Inn & Suites Belmont - Platteville

Quality Inn & Suites Belmont - Platteville

10/10 Excellent
"Thank you!"
McKenzie 1-night trip
Posted 4 days ago
Quality Inn & Suites Belmont - Platteville
Deer Valley Lodge & Golf

Deer Valley Lodge & Golf

8/10 Good
"Clean beds and soft pillows. Hunter camo design blankets were very soft. Nice size room but bathroom very small"
Jennifer 2-night trip
Posted 5 days ago
Deer Valley Lodge & Golf
Holiday Inn Express and Suites-Platteville by IHG

Holiday Inn Express and Suites-Platteville by IHG

10/10 Excellent
"Friendly, informed staff. Clean rooms with very comfortable beds and really nice showers. The breakfast buffet was exceptional!"
Gene 2-night trip
Posted 6 days ago
Holiday Inn Express and Suites-Platteville by IHG
Quality Inn Mineral Point

Quality Inn Mineral Point

8/10 Good
"It is decent and near a cute, historic town."
Jeanne 10-night trip
Posted 12 days ago
Quality Inn Mineral Point
Best Western Dodgeville Inn & Suites

Best Western Dodgeville Inn & Suites

10/10 Excellent
"We come every year in October for House on the Rock Darkside. This is the perfect hotel for that. Close drive but near some food and stores. Always friendly staff, clean rooms, and comfy beds. Breakfast is very basic but free . Great to have a mini fridge and microwave in the room. We will be back next year!"
Gwendolyn 1-night trip
Posted 13 days ago
Best Western Dodgeville Inn & Suites

Frequently asked questions

What are some accommodations with pools in Highland?
Cheese Wedge Cabin Idyllic Farm: Features a seasonal outdoor pool, an indoor pool, and daily. Don Q Inn: Offers a children's pool, an indoor pool, and daily. Sleep Inn & Suites Lancaster-Platteville: Features a snack bar/deli, an indoor pool, and full. AmericInn by Wyndham Dodgeville: Features a children's pool, an indoor pool, and a water park. The Round Barn Lodge: Offers daily, a pool, and free self parking.
What is there to see and do in Highland?
Spend some time experiencing the great outdoors at Blackhawk Lake Recreation Area and Beach at Black Hawk Lake Recreation Area. Discover sights such as Spurgeon Vineyards & Winery during your stay.
When is the best time to book a hotel with a pool in Highland?
Taking into account the local weather in Highland 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 68°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Highland are January, April, March, and December, with each month seeing an average of 8 inches of snowfall.

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