Hotels in Highland

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

This weekend
May 22 - May 24
Next weekend
May 29 - May 31

Where to stay in Highland?

Water park

Deer Valley Lodge & Golf

Deer Valley Lodge & Golf
2.5 star property
Barneveld
8.8 out of 10, Excellent, (698 reviews)
Escape to this countryside resort offering a 27-hole golf course, multiple pools, and a water park. After a round, unwind at the hot tub or pool bar. Near Botham Vineyards and Blue Mound State Park, with free breakfast, WiFi and parking.
The price is $116
$122 total
includes taxes & fees
May 20 - May 21
Deer Valley Lodge & Golf
Exterior

Spring Valley Inn

Spring Valley Inn
2.5 star property
Arena
9.4 out of 10, Exceptional, (417 reviews)
Feel refreshed at this Arena hotel where the indoor pool, hot tub, sauna, and steam room create a spa-like atmosphere. Travelers praise the helpful staff while enjoying free breakfast, WiFi, and parking. American Players Theatre and Tower Hill State Park await nearby.
The price is $171
$181 total
includes taxes & fees
May 25 - May 26
Spring Valley Inn
Reception

The Round Barn Lodge

The Round Barn Lodge
2.5 star property
Spring Green
8.6 out of 10, Excellent, (637 reviews)
Immerse yourself in country comfort at this welcoming lodge. Located near Spring Green General Store and local golf course, this accommodation offers clean, comfortable rooms with free WiFi and parking. The 24-hour front desk and helpful staff ensure a pleasant stay.
The price is $112
$118 total
includes taxes & fees
May 25 - May 26
The Round Barn Lodge
Front of property

Pine Ridge Motel

Pine Ridge Motel
2.0 star property
Dodgeville
8.2 out of 10, Very Good, (376 reviews)
The price is $57
$65 total
includes taxes & fees
May 24 - May 25
Pine Ridge Motel
Standard Double Room | Iron/ironing board, free WiFi

Dodgeville inn and suites

Dodgeville inn and suites
2.5 star property
Dodgeville
7.6 out of 10, Good, (18 reviews)
The price is $63
$72 total
includes taxes & fees
May 20 - May 21
Dodgeville inn and suites
Standard Room, 1 Queen Bed, Non Smoking, Jetted Tub (Theme Room) | Iron/ironing board, WiFi, bed sheets

Best Western Dodgeville Inn & Suites

Best Western Dodgeville Inn & Suites
2.5 star property
Dodgeville
8.4 out of 10, Very Good, (662 reviews)
Experience peaceful relaxation at this Dodgeville hotel with both indoor and outdoor pools plus a soothing hot tub. Near Cox Hollow Beach and Governor Dodge State Park, the property offers free breakfast and parking. Guests consistently praise the remarkably helpful staff.
The price is $123
$140 total
includes taxes & fees
May 20 - May 21
Best Western Dodgeville Inn & Suites
Room, 2 Queen Beds, Non Smoking | Individually decorated, individually furnished, desk, laptop workspace

AmericInn by Wyndham Dodgeville

AmericInn by Wyndham Dodgeville
3.0 star property
Dodgeville
8.4 out of 10, Very Good, (593 reviews)
Enjoy a morning swim or end the day relaxing in the hot tub at this welcoming hotel. Nearby Cox Hollow Beach offers outdoor fun, while in-room refrigerators and microwaves add convenience. Guests praise the helpful staff and clean rooms.
The price is $123
$140 total
includes taxes & fees
May 20 - May 21
AmericInn by Wyndham Dodgeville
The Cave, 1 King Circle Bed (Downstairs) | Free WiFi, bed sheets

Don Q Inn

Don Q Inn
2.5 star property
Dodgeville
8.0 out of 10, Very Good, (1,002 reviews)
The price is $90
$102 total
includes taxes & fees
May 20 - May 21
Don Q Inn
Lobby

Quality Inn & Suites Belmont - Platteville

Quality Inn & Suites Belmont - Platteville
2.5 star property
Belmont
8.4 out of 10, Very Good, (290 reviews)
The price is $62
$68 total
includes taxes & fees
May 25 - May 26
Quality Inn & Suites Belmont - Platteville
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
3.0 star property
Richland Center
8.2 out of 10, Very Good, (689 reviews)
Feel refreshed at this welcoming hotel on the Pine River. Modern rooms include refrigerators and microwaves, while the indoor pool offers year-round relaxation. Enjoy complimentary breakfast before exploring nearby A.D. German Warehouse.
The price is $94
$105 total
includes taxes & fees
May 31 - Jun 1
Ramada by Wyndham Richland Center
Exterior

Maon House Bed and Breakfast

Maon House Bed and Breakfast
2.0 star property
Richland Center
9.6 out of 10, Exceptional, (18 reviews)
The price is $155
$174 total
includes taxes & fees
May 20 - May 21
Maon House Bed and Breakfast
Indoor pool

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, (593 reviews)
The price is $114
$126 total
includes taxes & fees
May 24 - May 25
Holiday Inn Express and Suites-Platteville by IHG
Banquet hall

Napps Motel

Napps Motel
2.0 star property
Fennimore
7.2 out of 10, Good, (38 reviews)
Just minutes from Carr Valley Cheese and the Railroad Historical Society Museum, this convenient motel offers 24-hour front desk service, free WiFi, and complimentary parking for stress-free Wisconsin adventures.
The price is $69
$75 total
includes taxes & fees
May 20 - May 21
Napps Motel
Reception

Fenway House Hotel

Fenway House Hotel
2.5 star property
Fennimore
9.4 out of 10, Exceptional, (85 reviews)
Discover this century-old accommodation featuring preserved architectural details, just minutes from Fennimore Railroad Historical Society Museum. Free WiFi keeps you connected while nearby hiking trails invite outdoor exploration. Carr Valley Cheese awaits curious foodies.
The price is $100
$105 total
includes taxes & fees
May 20 - May 21
Fenway House Hotel
Indoor pool

Sleep Inn & Suites Lancaster-Platteville

Sleep Inn & Suites Lancaster-Platteville
2.5 star property
Lancaster
9.4 out of 10, Exceptional, (311 reviews)
This golf-adjacent hotel offers both indoor and children's pools, plus a hot tub for relaxation after your round. A complimentary breakfast starts your day, while the 24-hour fitness center keeps workouts on schedule. Guests consistently praise the helpful staff and immaculate accommodations.
The price is $96
$101 total
includes taxes & fees
May 26 - May 27
Sleep Inn & Suites Lancaster-Platteville
Outdoor spa tub

AmericInn by Wyndham Boscobel

AmericInn by Wyndham Boscobel
3.0 star property
Boscobel
8.8 out of 10, Excellent, (492 reviews)
Escape to AmericInn in Boscobel where an indoor pool and hot tub await after exploring nearby WI River Outings. Helpful staff, clean rooms, and free perks like breakfast, WiFi, and parking make this business-friendly retreat worth the stay.
The price is $84
$93 total
includes taxes & fees
May 29 - May 30
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.
View all properties

Top landmarks in Highland

Beach at Black Hawk Lake Recreation Area

Whether you want to hunt for sand dollars or smell the fresh air, Beach at Black Hawk Lake Recreation Area is a spot you might want to check out, located 4.9 mi (7.9 km) from central Highland. Enjoy the sunset by the shore at Twin Valley Beach and Cox Hollow Beach.
See properties

Check out reviews of Highland hotels guests love

AmericInn by Wyndham Boscobel

AmericInn by Wyndham Boscobel

10/10 Excellent
"Great staff and very clean hotel. "
Heidi 1-night trip
Posted less than an hour ago
AmericInn by Wyndham Boscobel

Frequently asked questions

Can I book refundable accommodations in Highland?
If you're looking for the flexibility to change your plans to Highland, most accommodations provide refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in Highland be like during my trip?
July and August are typically the warmest months in Highland when the average temp is 68°F. January and February are the coldest months when the average temperature is 25°F. June and May are the months with the most rain.
Why should I book my Highland accommodation with Hotels.com?
There are lots of reasons to book your Highland trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.