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

Hotel Chequamegon, BW Signature Collection

Hotel Chequamegon, BW Signature Collection

3 out of 5
101 Lake Shore Dr W Ashland WI
Fully refundableReserve now, pay when you stay
The price is AU$358 per night from 28 June to 29 June
AU$358
28 June - 29 June
includes taxes & fees
Hotel Chequamegon, BW Signature Collection: Business-friendly hotel with free breakfast and free WiFi. Located on a lake.
"Clean room the stuff was great great breakfast"

Reviewed on 20 June 2026

Opens in a new windowHotel Chequamegon, BW Signature Collection
Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland

2 out of 5
1610 Lake Shore Dr W Ashland WI
Fully refundableReserve now, pay when you stay
The price is AU$298 per night from 27 June to 28 June
AU$298
27 June - 28 June
includes taxes & fees
Super 8 by Wyndham Ashland: Business-friendly hotel with free breakfast and free WiFi. Located near skiing.
"Convenient location by the highway, limited parking close to the door closest to our room."

Reviewed on 20 June 2026

Opens in a new windowSuper 8 by Wyndham Ashland
AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland

3 out of 5
3009 Lakeshore Drive East Ashland WI
Fully refundableReserve now, pay when you stay
The price is AU$366 per night from 28 June to 29 June
AU$366
28 June - 29 June
includes taxes & fees
AmericInn by Wyndham Ashland: Family-friendly hotel with free breakfast and free WiFi. Located on a lake.
"Location was beautiful on Lake Superior and being able to sit on porch and see sunset over the lake was breathtaking. Front desk sraff very friendly. However, room was a bit outdated and did not get room cleaned with fresh towels for a 2 night stay."

Reviewed on 21 June 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.