Ashland hotels – Compare and save

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Booking Insights

Best Ashland hotels

Discover the best hotels in Ashland and compare prices, ratings, and locations to find the right stay for your trip.
These are the best prices for Sep 21 - 22.

Cheap hotels in Ashland

These are the cheapest hotels for Sep 21 - 22.

Popular filters in Ashland hotels

Hotels with parking
AmericInn by Wyndham Ashland, Cobblestone Inn & Suites - Ashland, and others
Hotels with free cancellation
Explore hotel deals with free cancellation in the area
Hotels with a pool
AmericInn by Wyndham Ashland, Hotel Chequamegon, BW Signature Collection, and 1 more
Booking Insights

KAYAK’s insights for hotels in Ashland

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Ashland with confidence.

Which month has the cheapest hotel rates in Ashland?

Hotels are cheapest in Ashland in December, with average rates of C$ 158/night. In comparison, October is the most expensive month, with prices at C$ 412/night.

What is the cheapest day of the week to book a hotel in Ashland?

Wednesday offers the lowest rates in Ashland, with an average nightly price of C$ 293/night. The highest prices are found on Friday, with average rates at C$ 399/night.

How early should you book a accommodation in Ashland?

Book at least 34 days before your stay begins to get the best price for your Ashland accommodation.

How much is a Ashland hotel?

Here are our most popular & best value hotels

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

December
October
C$ 322
C$ 378
Cheapest month to stay with an average 51% drop in price.
Most expensive month to stay with an average 29% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

KAYAK's top tips for finding Ashland hotel deals

  • How long should you stay? KAYAK users usually book their accommodation in Ironwood for 1 day.
  • To get up close to the majestic waters of Lake Superior, consider The Blue Wave Inn and Sandbar Restaurant. This boutique inn sits right on the water and its huge wall-sized windows, as well as smaller round windows, look right out onto the water. The inn features the gear store, Solstice Outdoors, so you can get what you need for any camping adventures you plan.
  • If you want to golf at Ashland’s Chequamegon Golf Club, the Crest Motel is a good bet. This simple, comfortable motel offers beautiful views of Lake Superior. And when it is time to tee off, it is a quick and direct walk or drive to the Chequamegon Golf Club.
  • The Best Western: The Hotel Chequamegon and The Blue Wave Inn have free cancellation policies. You can consider this accommodation if you are still unsure about the dates of your trip.
  • For a more private lakeside vacation, consider The Mission Springs Resort just outside of Ashland, an 8min drive away. The lakeside cottages and the grander Lake House are charming.
  • Ashland, Cobblestone Inn & Suites allows dogs. AmericInn by Wyndham Ashland allows one pet per room. Mission Springs resorts allow two dogs per reservation.

FAQs when booking a hotel in Ashland

  • Where can I get a rustic Wisconsin feel without actually “roughing it?

    If you want to get a real log cabin feel but stay in clean, well-fed comfort, consider The Quality Inn, Ashland. Built to look like a log structure, this inn features log-cabin touches throughout the interior, as well. Look out one window, see trees. Look out another, see Lake Superior. The inn features not only a rustic-looking restaurant, but also a stone fireplace in the common-area lounge, a pool, a hot tub, and an exercise room. This inn has often been chosen as a favorite by couples.

  • What is a good place to stay for business travelers?

    If you are traveling to Ashland for business, consider staying at the Super 8 by Wyndham Ashland. With its 24h business center, free internet, and workspace in all rooms, it can accommodate your work needs. TV and movies and indoor and outdoor pools offer delightful options when you have a moment to relax. Bedrooms with breath-taking natural photography will help ensure that you are well-rested.

  • Where is a good place for families to stay?

    If you are traveling with the whole family to find hotels in Ashland, Wisconsin, the AmericInn by Wyndham Ashland is a good option. Enjoy swimming in indoor pools or at the private beach. The hotel is a short walk to Ashland’s historic delights and a short drive to nature’s wonders, including Copper Hills State Park and Chequamegon National Forest. As adults get some work done or relax in the bar, kids can enjoy the arcade and game room or the snack bar and deli.

  • Where should I stay if I want to fish?

    River Rock Inn and Bait Shop is one of the ideal hotels in Ashland, Wisconsin, if you want to fish. Right near a boat launch, the inn also has ample parking if you bring a boat. Along with the bait shop, the inn has its own fish cleaning room. Some of the rustic-looking, comfy rooms have a kitchenette if you want to cook up your daily catch. The inn also features an outside cooking area with tables and a gas grill.

  • How do I find a hotel in central Ashland?

    After you launch a hotel search on KAYAK, you can refine your research by neighbourhood, which allows you to pick the central Ashland districts. You can also do a search using the city map to choose a specific location, like Ashland city centre

  • How can I find hotels near me?

    Take a look at our extensive hotel map to find the best hotels near you.

  • Are there Ashland hotels with free parking?

    There are many hotels in Ashland that offer both parking and free parking. Popular choices among KAYAK users include AmericInn by Wyndham Ashland, Cobblestone Inn & Suites - Ashland and Hotel Chequamegon, BW Signature Collection.

Where to stay in Ashland?

Our map will help you find the perfect place to stay in Ashland by showing you the exact location of each hotel.