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
Cobblestone Inn & Suites - Ashland: Pet-friendly hotel with free WiFi and free parking. Located in the city centre.
"Nice location for easy downtown access! Beautiful motel! The young man at the counter, Jakob, who was so nice!"

Reviewed on 1 Aug. 2025

Cobblestone Inn & Suites - Ashland
Quality Inn Ashland - Lake Superior

Quality Inn Ashland - Lake Superior

2.5 out of 5
30600 Us Highway 2, Ashland, WI
Fully refundableReserve now, pay when you stay
The price is AU$358 per night from 1 Sept to 2 Sept
AU$358
1 Sept - 2 Sept
includes taxes & fees
Quality Inn Ashland - Lake Superior: Business-friendly hotel with free breakfast and free WiFi. Located in the city centre.
"Very nice pool area, great breakfast, nice rooms , right on the lake but to shallow to fish. Nice hotel!"

Reviewed on 29 Jul. 2025

Quality 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$279 per night from 1 Sept to 2 Sept
AU$279
1 Sept - 2 Sept
includes taxes & fees
AmericInn by Wyndham Ashland: Family-friendly hotel with free breakfast and free WiFi. Located on a lake.
"Property was very family oriented. Splashland looked good, lots of outside games. We rented a suite. The room was large."Personal" patio was the size of a sidewalk. The bathroom was dated and a small lavatory, no place to set things... It was clean, and good view of the lake for breakfast."

Reviewed on 20 Jul. 2025

AmericInn 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.