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

Tonight

Tomorrow

This weekend

Next weekend

Where to stay in Highland?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Highland on Hotels.com. These Highland hotels consistently deliver on quality, location and traveler experience. Last updated on September 4, 2026.

Suite, 2 Queen Beds, Accessible, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board

Sleep Inn & Suites Lancaster-Platteville

Lancaster

CNY632

CNY667 total

includes taxes & fees

Sep 27 - Sep 28

Full-size fridge, microwave, dishwasher, cookware/dishes/utensils

Maon House Bed and Breakfast

Richland Center

Room, 2 Queen Beds, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board

AmericInn by Wyndham Dodgeville

Dodgeville

CNY834

CNY947 total

includes taxes & fees

Oct 4 - Oct 5

Deluxe Room, 1 King Bed, Non Smoking | Desk, iron/ironing board, cribs (free), WiFi (free)

Studio Suite, 1 King Bed, Non Smoking | Desk, iron/ironing board, cribs (free), WiFi (free)

Ramada by Wyndham Richland Center

Richland Center

CNY628

CNY707 total

includes taxes & fees

Sep 13 - Sep 14

Standard Room, 1 Queen Bed, Non Smoking, Jetted Tub (Theme Room) | Iron/ironing board, WiFi (surcharge), bed sheets

Iron/ironing board, WiFi (surcharge), bed sheets

Best Western Dodgeville Inn & Suites

Dodgeville

CNY846

CNY961 total

includes taxes & fees

Sep 15 - Sep 16

The Cave, 1 King Circle Bed (Downstairs) | WiFi (free), bed sheets

Indian Summer, 1 King Bed (Main Floor) | WiFi (free), bed sheets

Don Q Inn

Dodgeville

CNY563

CNY639 total

includes taxes & fees

Sep 7 - Sep 8

Room 101 | Soundproofing, iron/ironing board, rollaway beds (free), WiFi (free)

Room 101 | Living area | 32-inch flat-screen TV with cable channels

Fenway House Hotel

Fennimore

CNY739

CNY780 total

includes taxes & fees

Oct 4 - Oct 5

In-room safe, desk, laptop workspace, blackout drapes

Holiday Inn Express and Suites-Platteville by IHG

Platteville

CNY679

CNY750 total

includes taxes & fees

Sep 20 - Sep 21

The Round Barn Lodge

Spring Green

CNY752

CNY794 total

includes taxes & fees

Oct 4 - Oct 5

Quality Inn Mineral Point

Mineral Point

CNY606

CNY670 total

includes taxes & fees

Sep 7 - Sep 8

Deer Valley Lodge & Golf

Barneveld

CNY780

CNY823 total

includes taxes & fees

Sep 6 - Sep 7

Quality Inn & Suites Belmont - Platteville

Belmont

CNY451

CNY494 total

includes taxes & fees

Sep 27 - Sep 28

Desk, iron/ironing board, rollaway beds (surcharge), WiFi (free)

Suite, 1 King Bed, Non Smoking | Desk, iron/ironing board, rollaway beds (surcharge), WiFi (free)

AmericInn by Wyndham Boscobel

Boscobel

CNY565

CNY625 total

includes taxes & fees

Sep 13 - Sep 14

Standard Room, 1 Queen Bed | Private kitchen | Coffee/tea maker, fridge, microwave

Standard Double Room | Iron/ironing board, WiFi (free)

Pine Ridge Motel

Dodgeville

CNY410

CNY465 total

includes taxes & fees

Sep 8 - Sep 9

Standard Suite (No Pets Allowed) | Iron/ironing board, WiFi (free)

Dodgeville inn and suites

Dodgeville

CNY514

CNY583 total

includes taxes & fees

Sep 6 - Sep 7

Blackout drapes, soundproofing, iron/ironing board (on request)

SANDS MOTEL

Boscobel

CNY382

CNY422 total

includes taxes & fees

Sep 6 - Sep 7

Room, Multiple Beds, Non Smoking | Bathroom | Towels, soap, shampoo, toilet paper

Room, 2 Double Beds, Non Smoking, Kitchenette | WiFi (free), bed sheets

Napps Motel

Fennimore

CNY417

CNY455 total

includes taxes & fees

Oct 4 - Oct 5

View all properties

Go beyond your typical stay in Highland

Pet friendly

Pool

Family friendly

Hot tub

Top landmarks in Highland

Blackhawk Lake Recreation Area

10.0/10 (2 reviews)

Blackhawk Lake Recreation Area is 4.8 mi (7.7 km) from central Highland, why not stop by during your stay.

See properties

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 Cox Hollow Beach and Twin Valley Beach.

See properties

Spurgeon Vineyards & Winery

9.0/10 (2 reviews)

Travelers might want a tour of Spurgeon Vineyards & Winery, just one of the places to visit, and located 4.1 mi (6.6 km) from central Highland.

See properties

Check out reviews of Highland hotels guests love

Don Q Inn

10/10 Excellent

"Very good experience here just after check in wife was talking to one of the guys and found out that they had recently bought the property and started to repair and replace things and are trying to keep it original"

Quality Inn & Suites Belmont - Platteville

10/10 Excellent

"Clean room and friendly staff!"

Ramada by Wyndham Richland Center

10/10 Excellent

"Nice Hotel. Very large suite rooms."

Sleep Inn & Suites Lancaster-Platteville

10/10 Excellent

"Comfortable room. Clean and quiet."

AmericInn by Wyndham Boscobel

10/10 Excellent

"Very nice hotel.... clean room, comfortable bed. Very good breakfast. We would stay there again.."

SANDS MOTEL

10/10 Excellent

"The place was clearly dated, but everything was in working order and everything was clean (aside from old stains in the carpet). For the price, this was the best place we have stayed in. Of course we have stayed in a lot nicer places, but we also paid a lot more for them. Wd felt safe here and they had a decent breakfast. The location was close to gas stations and food so it was very convenient. We will definitely stay here again the next time we plan to do another WI river float trip."

Dodgeville inn and suites

8/10 Good

"The room was clean, the staff was friendly and helpful, and the bed was comfortable. We did miss having a coffee maker in our room and outlets on the wall by the desk."

Fenway House Hotel

10/10 Excellent

"We love staying here when visiting our daughter at UW Platteville. The facility is very clean and peaceful. The price always stays the same even when there are big events at the college and other local hotels raise their prices."

Pine Ridge Motel

10/10 Excellent

"The exterior of the motel looks old and it is on the outside only! An old Wisconsin motel. My room had a new bathroom with walk- shower, toilet and sink. Everything had been painted on the inside. There was a fridge with a small freezer included, as well as WiFi. The mattress was most comfortable and clean as I always check. The price was $65 each night including tax in August. I was here for 6 nights to see the 8 plays at American Players Theatre. The motel is about 25 minutes from there. It was also very quiet. There was a tv but I never turned it on."

Frequently asked questions

How much does a hotel room cost in Highland?

You can discover great hotels in Highland from CNY422 with properties to suit all budgets and needs. To find an affordable hotel in Highland that meets all of your requirements, just apply filters on Hotels.com and sort hotels by "Price: low to high".

How can I find deals and earn rewards at Highland hotels?

Discover great deals on Highland hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. And make sure to check out our last-minute deals on Highland hotels.

Can I book Highland hotels with free cancellation?

It's easy to book a refundable Highland hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.

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.

Keep exploring

Book Hotels in Highland on Hotels.com