Highland Hotels

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Check Highland hotel prices

Tonight
22 Nov - 23 Nov
Tomorrow night
23 Nov - 24 Nov
This weekend
22 Nov - 24 Nov

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Top 10 trending Highland hotels

AmericInn by Wyndham Boscobel
Reception
AmericInn by Wyndham Boscobel
2.5 star property
8.8 out of 10, Excellent, (392)
"Good "
The price is €86
includes taxes & fees
22 Dec - 23 Dec
AmericInn by Wyndham Boscobel
Ramada by Wyndham Richland Center
Bar (on property)
Ramada by Wyndham Richland Center
3.0 star property
8.4 out of 10, Very good, (540)
"It was nice"
The price is €77
includes taxes & fees
8 Dec - 9 Dec
Ramada by Wyndham Richland Center
River Road Retreat
Exterior
River Road Retreat
9.2 out of 10, Wonderful, (11)
"Very clean and nice place to stay. We just spent 2 nights but would rent this place again for a longer stay. Beautiful part of the state"
The price is €235
includes taxes & fees
24 Nov - 25 Nov
River Road Retreat
Selah Cabin, Selah Cabin
Property grounds
Selah Cabin, Selah Cabin
2.0 star property
8.0 out of 10, Very good, (1)
The price is €263
includes taxes & fees
3 Dec - 4 Dec
Selah Cabin, Selah Cabin
The Guest House
Exterior
The Guest House
10.0 out of 10, Exceptional, (24)
"Great property and location. Easy access and comfortable hospitality."
The Guest House
River Road Getaway
Outdoor dining
River Road Getaway
9.6 out of 10, Exceptional, (11)
"Quick trip for my family reunion (right across from the park we had it at). Owner was very responsive to questions whether through VRBO or over the phone (returned my call super quick when needed help w/ TV). "
The price is €236
includes taxes & fees
29 Nov - 30 Nov
River Road Getaway
River's Edge Cabin, LLC
Property grounds
River's Edge Cabin, LLC
10.0 out of 10, Exceptional, (70)
"This cozy little cabin was the perfect spot to feel at peace. The view of the water and the sounds of nature was a reminder to enjoy the simple things in life away from the great escape. Both property owners were very welcoming and friendly. A place I would return to again. "
River's Edge Cabin, LLC
The Barn at Anaway Place. For that special family getaway or group retreat.
Interior
The Barn at Anaway Place. For that special family getaway or group retreat.
The Barn at Anaway Place. For that special family getaway or group retreat.
Shalom Cabin, Shalom Cabin
Fridge, microwave, coffee/tea maker, toaster
Shalom Cabin, Shalom Cabin
10.0 out of 10, Exceptional, (1)
"This is a sweet little cabin - cozy and comfortable, quiet and inviting. It's a terrific little getaway spot whether you are out for recreation or seeking some solitude and quiet. Rest and renewal, peace, most anything that you seek. We felt like we would gladly live in a space of that size."
The price is €263
includes taxes & fees
3 Dec - 4 Dec
Shalom Cabin, Shalom Cabin
Upper Place Vacation Cottage
Outdoor dining
Upper Place Vacation Cottage
9.6 out of 10, Exceptional, (31)
"We had an absolutely wonderful weekend at the cabin and enjoyed hiking the property. Luke's hill is a butt buster! We loved the fact that we could bring our dog and that there was no cell service or internet. Just family time and quietness. "
Upper Place Vacation Cottage
Unique! A renovated old railroad depot turned into a cozy cottage.
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Unique! A renovated old railroad depot turned into a cozy cottage.
10.0 out of 10, Exceptional, (106)
"We spent a week at the Depot while touring Wisconsin chasing the fall colours. We loved the decor of the cottage, the beds were comfortable & we enjoyed the country vibes. As the Depot is in quite an isolated position you need to consider bringing basic supplies with you. E.g milk etc. we only found out about the lack of onsite shopping when we arrived late at night. We found out where a supermarket was, once we arrived & read the information sheet. Richlands Center was a valuable resource...
Unique! A renovated old railroad depot turned into a cozy cottage.
The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area
TV, fireplace, DVD player, books
The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area
10.0 out of 10, Exceptional, (131)
"The cabin is absolutely beautiful and you can't beat the land it sits on. Everything was immaculate upon arrival and we enjoyed our time there to relax and unwind. "
The Driftless Escape! Modern, large cabin/57 private acres in WI drift less area
Cozy hillside retreat near trout stream, public forest and UTV trails.
Smart TV, DVD player, video library
Cozy hillside retreat near trout stream, public forest and UTV trails.
10.0 out of 10, Exceptional, (4)
"A really nice property with newer log cabin. Spectacular views are available from the wraparound porch! Owners that really care, very clean and nicely decorated. Definitely on our “will return” list. Highly recommended!"
Cozy hillside retreat near trout stream, public forest and UTV trails.
Newly remodeled log cabin next to beautiful Wisconsin River- Rivers Edge Cabin
Fridge, microwave, oven, stovetop
Newly remodeled log cabin next to beautiful Wisconsin River- Rivers Edge Cabin
10.0 out of 10, Exceptional, (37)
"What it says on the tin—fixed up log cabin. Very decadent. Internet and TV was a bit spotty but better to stay off devices!"
Newly remodeled log cabin next to beautiful Wisconsin River- Rivers Edge Cabin
English Run Rental House
Property grounds
English Run Rental House
9.6 out of 10, Exceptional, (17)
"This place fit all our needs for a great stay. Lots of fun areas to ride!! Communication line with Kara was awesome. Very quick to respond. Will definitely go back!!"
English Run Rental House
Rustic, small and primitive cabin - Riverview Cabin, LLC
Terrace/patio
Rustic, small and primitive cabin - Riverview Cabin, LLC
9.8 out of 10, Exceptional, (44)
"My husband and I came up for a quick visit to see my in-laws. I wish we could have spent more time at this cabin. It was adorable, it had all the necessary amenities. I loved the wood stove; it kept the cabin warm on chilly evenings. Staying right on the Wisconsin river was a bonus. I enjoyed sipping coffee on the porch and listening to the wind chimes. I saw from the guest book that many people who stay have returned multiple times since their first visit and I plan to come back, too! ...
Rustic, small and primitive cabin - Riverview Cabin, LLC
Spacious Cabin on the Wisconsin River!
Outdoor dining
Spacious Cabin on the Wisconsin River!
9.6 out of 10, Exceptional, (25)
"We had all the room we needed and more for our family time at this rental. Lovely views of the river and a great outdoor space. Would recommend for a larger family/group for sure. "
Spacious Cabin on the Wisconsin River!
Amish-Built Cabin in the Driftless Area
Fridge, microwave, oven, stovetop
Amish-Built Cabin in the Driftless Area
10.0 out of 10, Exceptional, (56)
"We loved everything about this log cabin! It was spacious, clean, comfortable and wonderfully decorated. And we loved the location as well! Our host was very responsive to my questions and so helpful. We would recommend this cabin to anyone looking for a peaceful and quiet getaway. "
Amish-Built Cabin in the Driftless Area
Private Isle-side, Waterfront Retreat with Stunning Views/Pet Friendly
Outdoor dining
Private Isle-side, Waterfront Retreat with Stunning Views/Pet Friendly
9.8 out of 10, Exceptional, (17)
"This was just right for a quiet weekend away. The dog loved the big yard too. "
Private Isle-side, Waterfront Retreat with Stunning Views/Pet Friendly
Relax with beautiful views overlooking the Wisconsin River
Fridge, microwave, oven, stovetop
Relax with beautiful views overlooking the Wisconsin River
10.0 out of 10, Exceptional, (39)
"Awesome stay. The property is beautiful. The house is very clean up to date. The four season porch room is awesome for morning coffee. Having a fire riverside was nice too. There is road noise as the house is close to the highway. But we will definitely stay again sometime."
Relax with beautiful views overlooking the Wisconsin River
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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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 traveller data. Two other options for your stay in the area are Deer Valley Lodge & Golf and AmericInn by Wyndham Dodgeville. See all available top hotels, or vacation rentals in Highland.

What are some of the best holiday rentals that Highland has to offer?

Stunning, serene, rustic house in the woods near Spring Green, Wisconsin: This holiday home rental outside of Highland is located on a river, and has a patio, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of books. See all vacation rentals in Highland.

If I need to cancel my hotel reservation in Highland, will I receive a refund?

Yes, you'll find most hotel reservations are fully refundable if you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, you might still have the option to cancel and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Highland.

What are some hotels with pools in Highland?

AmericInn by Wyndham Boscobel: Offers free breakfast, an indoor pool and free self-parking. Don Q Inn and Deer Valley Lodge & Golf are a couple of other choices that offer an on-site pool. View all hotels with pools in Highland.

How is it to stay in Highland?

Visitors can enjoy all that Highland has to offer, including its parks. There are 111 hotels and other accommodation options in the surrounding area. 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. Take a look at what more there is 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 temperature of 20°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Highland are January, April, March and December, with each month seeing an average of 21 cm of snowfall.