Find hotels in Highland, WI from ฿2,106
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Go beyond your typical stay in Highland
Family friendly
Check prices for these dates
Our top choices for Highland hotels
8.2 out of 10, Very good, (650)
Nestled in Richland Centre, this welcoming hotel offers an indoor pool and on-site restaurant with convenient bar. Rooms include refrigerators and microwaves, while free breakfast, WiFi and parking enhance your stay near A.D. German Warehouse.
"The room was comfortable and clean. The breakfast was definitely lacking. Basically the only hot meal options were microwave burritos and pancakes. "
Aaron
The price is ฿2,644
฿2,975 total
includes taxes & fees
22 Jan - 23 Jan 2026
8.6 out of 10, Excellent, (464)
Unwind at this Boscobel hotel featuring a welcoming indoor pool and soothing hot tub after exploring nearby WI River Outings. Clean rooms, helpful staff, and convenient amenities including free breakfast, WiFi, and parking enhance your Wisconsin escape.
"The breakfast, pool, and pet policy are the highlights and quite outstanding for Wyndham Boscobel, the rest of the property is meh. We didn't book the hot tub room to use it but for the square footage gained, room was musty. Room needs a deep cleaning - wiping all the walls, kitchenette and bathroom with some elbow grease."
Alejandra
The price is ฿2,381
฿2,631 total
includes taxes & fees
1 Jan - 2 Jan 2026
9.2 out of 10, Wonderful, (274)
Located adjacent to a golf course, this hotel features indoor and children's pools, plus a relaxing hot tub. Guests praise the clean rooms and helpful staff. Enjoy complimentary breakfast, WiFi and parking during your stay.
"Front desk employee at check-in was amazing! Friendly funny & very competent!"
Rachel
The price is ฿2,764
฿2,916 total
includes taxes & fees
18 Jan - 19 Jan 2026
8.4 out of 10, Very good, (645)
This peaceful hotel offers both indoor and outdoor pools plus a relaxing hot tub after a day of exploration. Located near Cox Hollow Beach, guests can enjoy free breakfast and parking while the helpful staff ensures a comfortable stay.
"Friendly staff. Clean and quiet room. Comfortable beds. Pool area was clean and comfortable. Nice place to stay."
Ronda
The price is ฿2,297
฿2,607 total
includes taxes & fees
30 Dec - 31 Dec
8.4 out of 10, Very good, (277)
Business travellers and outdoor enthusiasts love this hotel's prime location near Belmont Mound State Park. Splash in the indoor pool, enjoy a drink at the bar, then wake up to free breakfast. Attentive staff, WiFi and parking complete your comfortable stay.
"We stayed here for our son's UWP graduation. It was clean, comfortable and friendly. Our younger kids enjoyed the pool and we appreciated the clean, comfortable rooms with breakfast on site. All the staff was warm and kind and helpful. Definitely recommend!"
Heidi
The price is ฿1,990
฿2,179 total
includes taxes & fees
18 Jan - 19 Jan 2026
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.
Save an average of 15% on thousands of hotels when you're signed in
Stay near popular Highland attractions
More cheap stays in Highland
Super 8 by Wyndham Dodgeville
1308 N Johns St Dodgeville WI
The price is ฿2,090 per night from 30 Dec to 31 Dec
฿2,090
฿2,372 total
30 Dec - 31 Dec
includes taxes & fees
7.6/10 Good! (838 reviews)
