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

Lakeside Motel

Lakeside Motel

1706 Lake Shore Dr W Ashland WI
Fully refundableReserve now, pay when you stay
The price is AU$120 per night from 5 Dec to 6 Dec
AU$120
5 Dec - 6 Dec
includes taxes & fees
Lakeside Motel: Pet-friendly motel with free WiFi and free parking.
"The room was a great price for everything you get. Staff were friendly and helpful. Water and snack bars were provided and replaced each day for bko added charge. Room was clean and everything working and in good condition."

Reviewed on 3 Nov 2026

Opens in a new windowLakeside Motel
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
The price is AU$258 per night from 11 Nov to 12 Nov
AU$258
11 Nov - 12 Nov
includes taxes & fees
Cobblestone Inn & Suites - Ashland: Pet-friendly hotel with free WiFi and free parking. Located in the city centre.
Opens in a new windowCobblestone Inn & Suites - Ashland
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$220 per night from 1 Dec to 2 Dec
AU$220
1 Dec - 2 Dec
includes taxes & fees
Hotel Chequamegon, BW Signature Collection: Business-friendly hotel with free breakfast and free WiFi. Located on a lake.
Opens in a new windowHotel Chequamegon, BW Signature Collection
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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.