Ashland Holiday Packages

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You work really hard for your cash, so don't let it go down the drain — Wotif is here to help.

It really doesn't get more convenient than our accommodation and flight packages.

More savings equals more money to put into experiencing Ashland.

If you book now, you can save as much as . And look at all the choices you have with more than 550 partner airlines and 665,000 worldwide properties, it's so easy to design your perfect holiday.

With some of the most attractive deals under the sun, you'll be hitting the skies in no time. So, grab your passport and get going.

Ashland Accommodation

The clock is ticking. We suggest that you don't leave booking accommodations in Ashland until the last second. There are only 4 listed properties to choose from, so have a peek at Wotif today to lock in a top deal.

Whether you're planning to spend stacks of time in your room or you think you might be roaming around town for much of your holiday, the Best Western The Hotel Chequamegon and AmericInn by Wyndham Ashland are highly recommended accommodation options.

Holidays to Ashland

Don't be that person roaming aimlessly around Ashland with a confused expression on your face. Learn a few details about this epic destination before you fly off.

Have you heard of the Chequamegon Bay region? It's where you'll be basing yourself when you stay in Ashland. If you're keen to see more of the region, think about extending your journey to Mason, which is 20 kilometres away.

If you're travelling with the kiddos and they're starting to get a little antsy, why not test their general knowledge to see if they can tell you what the population of this area of Chequamegon Bay is? (It's about 8 000 in case you need to know yourself.)

Top Ashland hotels

Cobblestone Inn & Suites - Ashland

Cobblestone Inn & Suites - Ashland

2.5 out of 5
818 Main Street W. Ashland WI
Fully refundableReserve now, pay when you stay
Cobblestone Inn & Suites - Ashland: Pet-friendly hotel with free WiFi and free parking. Located in the city centre.
Very nice. Will be back.

Reviewed on 1 Feb 2026

Opens in a new windowCobblestone Inn & Suites - Ashland
Quality Inn Ashland - Lake Superior

Quality Inn Ashland - Lake Superior

2.5 out of 5
30600 Us Highway 2 Ashland WI
The price is AU$150 per night from 22 Feb to 23 Feb
AU$150
22 Feb - 23 Feb
includes taxes & fees
Quality Inn Ashland - Lake Superior: Business-friendly hotel with free breakfast and free WiFi. Located in the city centre.
This hotel feels like staying in a cabin on the lake. The room was beautifully themed but also very clean. The view out the window of the lake was spectacular. The breakfast was actually quite tasty. Loads of options and even a fun pancake machine. The staff were extremely friendly and made you feel ...

Reviewed on 16 Jan 2026

Opens in a new windowQuality Inn Ashland - Lake Superior
AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland

2.5 out of 5
3009 Lakeshore Drive East Ashland WI
Fully refundableReserve now, pay when you stay
The price is AU$190 per night from 10 Feb to 11 Feb
AU$190
10 Feb - 11 Feb
includes taxes & fees
AmericInn by Wyndham Ashland: Family-friendly hotel with free breakfast and free WiFi. Located near skiing.
Clean room. Spacious. Easy check in.

Reviewed on 28 Jan 2026

Opens in a new windowAmericInn by Wyndham Ashland
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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.