Title: The Best Highland Hotels with Pools from $64 - Hotels with indoor pools in Highland, WI | Expedia.com [Highland Travel Guide](https://expedia.com/Highland.dx6360555)[Hotels in Highland](https://expedia.com/Highland-Hotels.d6360555.Travel-Guide-Hotels)[Vacation Rentals in Highland](https://expedia.com/Highland-Vacation-Rentals.d6360555.Travel-Guide-VacationRentals)[Flights to Highland](https://expedia.com/Cheap-Flights-To-Highland.d6360555.Travel-Guide-Flights)[Car Rentals in Highland](https://expedia.com/Car-Rentals-In-Highland.d6360555.Car-Rental-Guide)[Highland Vacation Packages](https://expedia.com/Highland.d6360555.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ## Check availability on Highland Hotels with a Pool Tonight [Mar 12 - Mar 13](https://www.expedia.com/Hotel-Search?regionId=6360555&startDate=2026-03-12&endDate=2026-03-13&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 13 - Mar 14](https://www.expedia.com/Hotel-Search?regionId=6360555&startDate=2026-03-13&endDate=2026-03-14&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=6360555&startDate=2026-03-13&endDate=2026-03-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=6360555&startDate=2026-03-20&endDate=2026-03-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Highland hotels with a pool ![Indoor pool, seasonal outdoor pool](https://images.trvl-media.com/lodging/2000000/1290000/1287600/1287588/f579531d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Geisha Garden, 1 Queen Bed (2nd Floor) | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1290000/1287600/1287588/a82578a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Cave, 1 King Circle Bed (Downstairs) | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1290000/1287600/1287588/8277a06e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Cave, 1 King Circle Bed (Downstairs) | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1290000/1287600/1287588/8de73ea1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Don Q Inn [](https://www.expedia.com/Dodgeville-Hotels-Don-Q-Inn.h1287588.Hotel-Information) Dodgeville 8.2/10 Very Good (1,000 reviews) - Splash into year-round bliss with indoor and seasonal outdoor pools at this cozy national park hotel. $65 nightly $74 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Dodgeville-Hotels-Don-Q-Inn.h1287588.Hotel-Information) ![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/1000000/70000/63200/63126/79fa2b0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/70000/63200/63126/c22c475d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 Queen Bed, Non Smoking, Jetted Tub (Theme Room) | Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/70000/63200/63126/0130b61e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/70000/63200/63126/86ad6a8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Best Western Dodgeville Inn & Suites [](https://www.expedia.com/Dodgeville-Hotels-Best-Western-Dodgeville-Inn-Suites.h63126.Hotel-Information) Dodgeville 8.4/10 Very Good (648 reviews) - Dive into aquatic luxury with indoor and outdoor pools, plus a rejuvenating hot tub at this serene Dodgeville retreat. $88 nightly $100 total Apr 2 - Apr 3 Total with taxes and fees [](https://www.expedia.com/Dodgeville-Hotels-Best-Western-Dodgeville-Inn-Suites.h63126.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/20000000/19320000/19317500/19317410/97eb5821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking | Desk, iron/ironing board, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/20000000/19320000/19317500/19317410/b9313ad1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/20000000/19320000/19317500/19317410/2b83d5da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/20000000/19320000/19317500/19317410/102c7f5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Boscobel [](https://www.expedia.com/Dodgeville-Hotels-AmericInn-By-Wyndham-Boscobel.h19317410.Hotel-Information) Boscobel 8.6/10 Excellent (481 reviews) - Splash into mountain adventures with an indoor pool and steamy hot tub to refresh after outdoor thrills. $75 nightly $83 total Mar 29 - Mar 30 Total with taxes and fees [](https://www.expedia.com/Dodgeville-Hotels-AmericInn-By-Wyndham-Boscobel.h19317410.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/190000/183300/183280/8a1f2987.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Room, 1 King Bed, Non Smoking | Individually decorated, individually furnished, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/190000/183300/183280/ef304774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Studio Suite, 1 King Bed, Non Smoking | Individually decorated, individually furnished, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/190000/183300/183280/64172295.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/190000/183300/183280/7bdebe9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ramada by Wyndham Richland Center [](https://www.expedia.com/Dodgeville-Hotels-Ramada-By-Wyndham-Richland-Center.h183280.Hotel-Information) Richland Center 8.4/10 Very Good (665 reviews) - Experience the relaxing indoor pool haven at this Richland Center hotel with terrace views. $84 nightly $95 total Apr 12 - Apr 13 Total with taxes and fees [](https://www.expedia.com/Dodgeville-Hotels-Ramada-By-Wyndham-Richland-Center.h183280.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/69000000/68630000/68623600/68623538/a7aac884.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/69000000/68630000/68623600/68623538/62e29a3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining room](https://images.trvl-media.com/lodging/69000000/68630000/68623600/68623538/2bb59efa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/69000000/68630000/68623600/68623538/2b5b1c42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sleep Inn & Suites Lancaster-Platteville [](https://www.expedia.com/Dodgeville-Hotels-Sleep-Inn-Suites-Lancaster-Platteville.h68623538.Hotel-Information) Lancaster 9.4/10 Exceptional (291 reviews) - Escape to a tranquil oasis with three distinct pools, including a children's pool and a hot tub for ultimate relaxation. $85 nightly $90 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Dodgeville-Hotels-Sleep-Inn-Suites-Lancaster-Platteville.h68623538.Hotel-Information) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1220000/1216900/1216900/2cea1c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1220000/1216900/1216900/68d9fa0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/2000000/1220000/1216900/1216900/e7dec56f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free continental breakfast](https://images.trvl-media.com/lodging/2000000/1220000/1216900/1216900/7aa93538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quality Inn & Suites Belmont - Platteville [](https://www.expedia.com/Dodgeville-Hotels-Quality-Inn-Suites-Belmont-Route-151.h1216900.Hotel-Information) Belmont 8.4/10 Very Good (284 reviews) - Dive into urban bliss with an indoor pool sanctuary complete with loungers for total relaxation. $59 nightly $64 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Dodgeville-Hotels-Quality-Inn-Suites-Belmont-Route-151.h1216900.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/20000000/19200000/19196300/19196294/01c1686b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/20000000/19200000/19196300/19196294/9d2f732c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/20000000/19200000/19196300/19196294/e06b7b31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free buffet breakfast](https://images.trvl-media.com/lodging/20000000/19200000/19196300/19196294/8327510e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express and Suites-Platteville by IHG [](https://www.expedia.com/Dodgeville-Hotels-Holiday-Inn-Express-And-Suites-Platteville.h19196294.Hotel-Information) Platteville 9.6/10 Exceptional (578 reviews) - Serene indoor pool escape awaits travelers seeking fitness and relaxation at this hotel. $98 nightly $108 total Apr 5 - Apr 6 Total with taxes and fees [](https://www.expedia.com/Dodgeville-Hotels-Holiday-Inn-Express-And-Suites-Platteville.h19196294.Hotel-Information) ![Water park](https://images.trvl-media.com/lodging/12000000/11270000/11266900/11266818/f196b97c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/12000000/11270000/11266900/11266818/86e56a1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/12000000/11270000/11266900/11266818/718d1931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony](https://images.trvl-media.com/lodging/12000000/11270000/11266900/11266818/fd58a2e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deer Valley Lodge & Golf [](https://www.expedia.com/Barneveld-Hotels-Deer-Valley-Lodge-Golf.h11266818.Hotel-Information) Barneveld 8.8/10 Excellent (688 reviews) - Splash into relaxation at this family-friendly lodge featuring a vibrant water park, 27-hole golf course, and indoor pool retreat. $129 nightly $136 total Mar 15 - Mar 16 Total with taxes and fees [](https://www.expedia.com/Barneveld-Hotels-Deer-Valley-Lodge-Golf.h11266818.Hotel-Information) ![Indoor pool](https://images.trvl-media.com/lodging/40000000/39580000/39577100/39577071/86f7ac2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fitness facility](https://images.trvl-media.com/lodging/40000000/39580000/39577100/39577071/cdac48d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds, Non Smoking | Individually decorated, individually furnished, desk, laptop workspace](https://images.trvl-media.com/lodging/40000000/39580000/39577100/39577071/022ea20c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/40000000/39580000/39577100/39577071/080ff8df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AmericInn by Wyndham Dodgeville [](https://www.expedia.com/Dodgeville-Hotels-AmericInn-By-Wyndham-Dodgeville.h39577071.Hotel-Information) Dodgeville 8.4/10 Very Good (578 reviews) - Splash into a heated indoor pool retreat with extended hours and hot tub access at this tranquil countryside hotel in Dodgeville. $89 nightly $101 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Dodgeville-Hotels-AmericInn-By-Wyndham-Dodgeville.h39577071.Hotel-Information) 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](https://expedia.com/Hotel-Search?startDate=2026-03-26&endDate=2026-03-27®ionId=6360555&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at hotels with a pool in Highland Breakfast included 4 stars 5 stars Hot tub Spa ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AFFINITY_SPRING_PROMO_6360555) ## Top Highland Hotel Reviews ![Ramada by Wyndham Richland Center](https://images.trvl-media.com/lodging/1000000/190000/183300/183280/ef304774_y.jpg) ### Ramada by Wyndham Richland Center 8/10 Good "Parking was good. Close to the Phoenix center" [](https://expedia.com/Dodgeville-Hotels-Ramada-By-Wyndham-Richland-Center.h183280.Hotel-Information) ![Don Q Inn](https://images.trvl-media.com/lodging/2000000/1290000/1287600/1287588/8277a06e_y.jpg) ### Don Q Inn 10/10 Excellent "Super easy access to everything and rooms are huge! Very clean and smells amazing in there! We even asked what scents they used because we enjoyed it!" [](https://expedia.com/Dodgeville-Hotels-Don-Q-Inn.h1287588.Hotel-Information) ![Best Western Dodgeville Inn & Suites](https://images.trvl-media.com/lodging/1000000/70000/63200/63126/0130b61e_y.jpg) ### Best Western Dodgeville Inn & Suites 10/10 Excellent "Clean room, good price, very happy with stay. Second time user. " [](https://expedia.com/Dodgeville-Hotels-Best-Western-Dodgeville-Inn-Suites.h63126.Hotel-Information) ![The Round Barn Lodge](https://images.trvl-media.com/lodging/12000000/11610000/11601700/11601632/a703b3e3_y.jpg) ### The Round Barn Lodge 10/10 Excellent "I enjoyed my stay so much. The place is clean, room are big and clean too. The staff is very professional and friendly. I forgot one of my favorites sweatshirt, they sent it back to me as soon as they could. Thank you for your amazing services. I recommend " [](https://expedia.com/Dodgeville-Hotels-The-Round-Barn-Lodge.h11601632.Hotel-Information) ![Quality Inn & Suites Belmont - Platteville](https://images.trvl-media.com/lodging/2000000/1220000/1216900/1216900/e7dec56f_y.jpg) ### Quality Inn & Suites Belmont - Platteville 10/10 Excellent "Room was clean and comfortable. How to turn on the shower was a little difficult." [](https://expedia.com/Dodgeville-Hotels-Quality-Inn-Suites-Belmont-Route-151.h1216900.Hotel-Information) ![Deer Valley Lodge & Golf](https://images.trvl-media.com/lodging/12000000/11270000/11266900/11266818/f196b97c_y.jpg) ### Deer Valley Lodge & Golf 6/10 Okay "Overall okay stay. Large stain on comforter. Food on the remote. Few options for breakfast. Otherwise everything else is "okay"" [](https://expedia.com/Barneveld-Hotels-Deer-Valley-Lodge-Golf.h11266818.Hotel-Information) ![AmericInn by Wyndham Boscobel](https://images.trvl-media.com/lodging/20000000/19320000/19317500/19317410/97eb5821_y.jpg) ### AmericInn by Wyndham Boscobel 6/10 Okay "Very clean hotel. Clean pool. The bed was very firm and the fan in the bathroom was extremely loud. Staff was very friendly. Nice breakfast options " [](https://expedia.com/Dodgeville-Hotels-AmericInn-By-Wyndham-Boscobel.h19317410.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Highland? ### What is there to see and do in Highland? ### When is the best time to book a hotel with a pool in Highland? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Hotels near Spurgeon Vineyards & Winery ](https://www.expedia.com/Spurgeon-Vineyards-Winery-Hotels.0-l553248621532649577-0.Travel-Guide-Filter-Hotels) - [Hotels near Blackhawk Lake Recreation Area ](https://www.expedia.com/Blackhawk-Lake-Recreation-Area-Hotels.0-l6290068-0.Travel-Guide-Filter-Hotels) - [Montfort Hotels ](https://www.expedia.com/Montfort-Hotels.d553248634983145480.Travel-Guide-Hotels) - [Cobb Hotels ](https://www.expedia.com/Cobb-Hotels.d553248634983369731.Travel-Guide-Hotels) - [Hotels near Whispering Winds Winery ](https://www.expedia.com/Whispering-Winds-Winery-Hotels.0-l553248621532649576-0.Travel-Guide-Filter-Hotels) - 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