Find hotels in Highland, WI from ￥10,029

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Dec 15 - Dec 16
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Dec 16 - Dec 17
This weekend
Dec 19 - Dec 21
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Dec 26 - Dec 28

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Our top choices for Highland hotels

Sherwood Forest, 1 King Bed (Downstairs) | Free WiFi, bed sheets
Don Q Inn

Don Q Inn

Don Q Inn
2.5 star property
Dodgeville
8.2 out of 10, Very Good, (1001)
"The place is amazing! I definitely will be going back!!"
United States
Stephanie
Don Q Inn
Indoor pool, outdoor pool
Best Western Dodgeville Inn & Suites

Best Western Dodgeville Inn & Suites

Best Western Dodgeville Inn & Suites
2.5 star property
Dodgeville
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."
United States
Ronda
The price is ￥13,398
￥15,207 total
includes taxes & fees
Dec 16 - Dec 17
Best Western Dodgeville Inn & Suites
Indoor pool
AmericInn by Wyndham Dodgeville

AmericInn by Wyndham Dodgeville

AmericInn by Wyndham Dodgeville
2.5 star property
Dodgeville
8.4 out of 10, Very Good, (569)
This Dodgeville hotel offers an indoor pool and relaxing hot tub, plus 24-hour fitness center. Convenient in-room refrigerators and microwaves enhance your stay, while free breakfast, WiFi and parking add value. Meadow Valley Trailhead awaits nearby.
"Was a great stay!"
United States
Kathryn
The price is ￥12,802
￥14,530 total
includes taxes & fees
Dec 17 - Dec 18
AmericInn by Wyndham Dodgeville
Hypo-allergenic bedding, in-room safe, individually decorated
Super 8 by Wyndham Dodgeville

Super 8 by Wyndham Dodgeville

Super 8 by Wyndham Dodgeville
2.0 star property
Dodgeville
7.6 out of 10, Good, (837)
This quiet Dodgeville hotel offers complimentary breakfast, WiFi, and parking. Rooms include refrigerators and microwaves for added convenience. Travelers appreciate the helpful staff, nearby Governor Dodge State Park, and minimal road noise.
"The staff is very friends, perfectly fine place to stay. "
United States
Lesley
The price is ￥10,463
￥11,875 total
includes taxes & fees
Dec 21 - Dec 22
Super 8 by Wyndham Dodgeville
Front of property - evening/night
Napps Motel

Napps Motel

Napps Motel
2.0 star property
Fennimore
7.2 out of 10, Good, (34)
Enjoy countryside comforts at this convenient motel featuring complimentary WiFi and parking. Located near Carr Valley Cheese and Fennimore Railroad Historical Society Museum, with 24-hour front desk service for travelers.
"Good budget motel."
United States
ken
The price is ￥9,676
￥10,548 total
includes taxes & fees
Dec 16 - Dec 17
Napps Motel
Front of property
Pine Ridge Motel

Pine Ridge Motel

Pine Ridge Motel
2.0 star property
Dodgeville
8.2 out of 10, Very Good, (370)
Unwind in Dodgeville at this well-maintained motel offering complimentary WiFi and convenient self parking. Cox Hollow Beach and Governor Dodge State Park adventures await just minutes away from your comfortable room.
"Room was very clean and bed was super comfortable."
United States
Patricia
The price is ￥9,347
￥10,609 total
includes taxes & fees
Dec 18 - Dec 19
Pine Ridge Motel
Room 102 | Individually decorated, individually furnished, soundproofing
Fenway House Hotel

Fenway House Hotel

Fenway House Hotel
2.5 star property
Fennimore
9.2 out of 10, Wonderful, (75)
Experience countryside comfort at this welcoming hotel near Fennimore Railroad Historical Society Museum. Enjoy complimentary WiFi while exploring local hiking trails, then visit nearby Carr Valley Cheese. The 24-hour front desk and conference center support all your needs.
"Very cool old downtown hotel "
United States
Jeff
The price is ￥14,769
￥15,582 total
includes taxes & fees
Dec 16 - Dec 17
Fenway House Hotel
Deluxe Room, 1 King Bed, Non Smoking | Individually decorated, individually furnished, desk, iron/ironing board
Ramada by Wyndham Richland Center

Ramada by Wyndham Richland Center

Ramada by Wyndham Richland Center
3.0 star property
Richland Center
8.2 out of 10, Very Good, (650)
Nestled in Richland Center, 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. "
United States
Aaron
The price is ￥13,244
￥14,900 total
includes taxes & fees
Dec 21 - Dec 22
Ramada by Wyndham Richland Center
Exterior
Maon House Bed and Breakfast

Maon House Bed and Breakfast

Maon House Bed and Breakfast
2.0 star property
Richland Center
9.4 out of 10, Exceptional, (12)
This cozy Richland Center bed and breakfast serves a complimentary full breakfast daily between 6-8 AM. Enjoy free WiFi during your stay while exploring nearby Richland County History Room and Brewer Public Library.
"Wonderful place to stay and a very nice host that cooked an amazing breakfast."
United States
Matt
The price is ￥17,091
￥19,228 total
includes taxes & fees
Dec 16 - Dec 17
Maon House Bed and Breakfast
Free continental breakfast
Quality Inn & Suites Belmont - Platteville

Quality Inn & Suites Belmont - Platteville

Quality Inn & Suites Belmont - Platteville
2.5 star property
Belmont
8.4 out of 10, Very Good, (275)
Business travelers 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!"
United States
Heidi
The price is ￥9,159
￥10,029 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Quality Inn & Suites Belmont - Platteville
Exterior
Sleep Inn & Suites Lancaster-Platteville

Sleep Inn & Suites Lancaster-Platteville

Sleep Inn & Suites Lancaster-Platteville
2.5 star property
Lancaster
9.2 out of 10, Wonderful, (272)
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.
"Hotel was really nice and clean would definitely stay again."
United States
brian h.
The price is ￥13,065
￥13,784 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Sleep Inn & Suites Lancaster-Platteville
Reception
The Round Barn Lodge

The Round Barn Lodge

The Round Barn Lodge
2.5 star property
Spring Green
8.6 out of 10, Excellent, (617)
Charming lodge offering free WiFi and parking in picturesque Spring Green. Clean, comfortable rooms receive high praise from guests, with Spring Green General Store and Golf Course just minutes away. The helpful staff ensures a memorable countryside escape.
"Friendly staff, nice pool to swim & clean room. Comfortable sleeping bed. "
United States
Renee
The price is ￥14,101
￥14,877 total
includes taxes & fees
Dec 16 - Dec 17
The Round Barn Lodge
Property amenity
Holiday Inn Express and Suites-Platteville by IHG

Holiday Inn Express and Suites-Platteville by IHG

Holiday Inn Express and Suites-Platteville by IHG
2.5 star property
Platteville
9.6 out of 10, Exceptional, (564)
"awesome staff at check in!"
United States
joshaua
The price is ￥15,269
￥16,873 total
includes taxes & fees
Dec 28 - Dec 29
Holiday Inn Express and Suites-Platteville by IHG
Indoor pool
Deer Valley Lodge & Golf

Deer Valley Lodge & Golf

Deer Valley Lodge & Golf
2.5 star property
Barneveld
8.8 out of 10, Excellent, (675)
Swing by the 27-hole course or splash in the water park at this Barneveld hotel. Unwind at the pool bar after a day of adventure, or soak in the hot tub. Nearby attractions include Botham Vineyards and Blue Mound State Park.
"Staff was amazing! We had the pool mostly yo ourselves "
United States
Kara
The price is ￥13,867
￥14,630 total
includes taxes & fees
Dec 16 - Dec 17
Deer Valley Lodge & Golf
Reception
AmericInn by Wyndham Boscobel

AmericInn by Wyndham Boscobel

AmericInn by Wyndham Boscobel
2.5 star property
Boscobel
8.6 out of 10, Excellent, (462)
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."
United States
Alejandra
The price is ￥12,317
￥13,611 total
includes taxes & fees
Dec 21 - Dec 22
AmericInn by Wyndham Boscobel
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.
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Stay near popular Highland attractions

Beach at Black Hawk Lake Recreation Area

Why not spend a lazy afternoon at Beach at Black Hawk Lake Recreation Area during your trip to Highland? While you're in the area, wander around the parks.
See properties

Blackhawk Lake Recreation Area

Explore the great outdoors at Blackhawk Lake Recreation Area, a lovely green space in Highland. Stroll along the lakeside or discover the area's waterfalls.
See properties

Top Highland Hotel Reviews

Fenway House Hotel

Fenway House Hotel

10/10 Excellent
"Clean room with a very comfortable feel. The whole hotel was very cozy."
Justin 1-night trip
Posted 3 days ago
Fenway House Hotel

More cheap stays in Highland

Super 8 by Wyndham Dodgeville

Super 8 by Wyndham Dodgeville

1308 N Johns St Dodgeville WI
The price is ￥10,463 per night from Dec 21 to Dec 22
￥10,463
￥11,875 total
Dec 21 - Dec 22
includes taxes & fees
7.6/10 Good! (836 reviews)

Frequently asked questions

Where is the best place for a stay in Highland?
Don Q Inn, located 12.6 mi (20.3 km) from the heart of Highland, is a top choice for your stay based on our traveler data. Two other options for your stay in the area are Holiday Inn Express and Suites-Platteville by IHG and Deer Valley Lodge & Golf. See all available top hotels, or vacation rentals in Highland.
What are some of the best vacation rentals that Highland has to offer?
Elegant country retreat near Spring Green w expansive views of Driftless Region: This vacation home rental near Highland is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games. See all vacation rentals in Highland.
If I need to cancel my hotel reservation in Highland, will I receive a refund?
Yes! Most hotel reservations are refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a non-refundable reservation, you might be able to cancel it and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Highland.
Where can I learn more about changing or cancelling my trip to Highland?
For more details about rescheduling or cancelling your trip to Highland, go to https://www.expedia.com/service/.
Where is the best hotel to stay close to Blackhawk Lake Recreation Area?
Don Q Inn is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and an indoor pool. You'll find it 7.9 mi (12.7 km) from Blackhawk Lake Recreation Area. Other good options around the area include Super 8 by Wyndham Dodgeville and Best Western Dodgeville Inn & Suites.
What about the best place to stay close to Beach at Black Hawk Lake Recreation Area?
One of the top choices for your stay is Don Q Inn, located 7.8 mi (12.5 km) from Beach at Black Hawk Lake Recreation Area, and this hotel offers free breakfast and an indoor pool. Super 8 by Wyndham Dodgeville and Best Western Dodgeville Inn & Suites are other good choices within the surrounding area.
What's the best hotel for staying near Dane County Regional Airport (MSN)?
Howard Johnson Plaza Hotel by Wyndham Madison is a popular hotel, featuring free breakfast and a restaurant. It's located a short 1.8 mi (2.9 km) from Dane County Regional Airport. Other good choices close to the airport are Crowne Plaza Hotel Madison and Rodeway Inn.
How is it to stay in Highland?
Visitors can enjoy all that Highland has to offer including its parks. In Highland, there are 4 hotels and other accommodations to choose from. Find out more about Highland.
What should I see while I'm in Highland?
The picturesque setting of Blackhawk Lake Recreation Area and Beach at Black Hawk Lake Recreation Area exemplify the area's natural beauty. Additionally, you might want to add Spurgeon Vineyards & Winery to your itinerary. Check out what more to see and do in Expedia's Highland guide.
What's the weather like in Highland?
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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