Ashland Vacation Packages 2025/2026

Top Ashland hotels deals

AmericInn by Wyndham Ashland

3009 Lakeshore Drive East, Ashland, WI

$114 nightly

$128 total

Nov 2 - Nov 3

Total with taxes and fees

2 indoor pools, a hot tub, and a gym are all featured at this traditional hotel. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities. Enjoy the sauna and free perks like continental breakfast and free self parking.

On private beach

Pool

Cobblestone Inn & Suites - Ashland

818 Main Street W., Ashland, WI

Free Cancellation

Reserve now, pay when you stay

$164 nightly

$184 total

Oct 15 - Oct 16

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and a 24-hour front desk and a convenience store are also provided.

Super 8 by Wyndham Ashland

1610 Lake Shore Dr W, Ashland, WI

Free Cancellation

Reserve now, pay when you stay

$115 nightly

$129 total

Nov 7 - Nov 8

Total with taxes and fees

This hotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Hot Tub

Quality Inn Ashland - Lake Superior

30600 Us Highway 2, Ashland, WI

$134 nightly

$150 total

Nov 2 - Nov 3

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.

Pool

Hot Tub

Best Western The Hotel Chequamegon

101 Lake Shore Dr W, Ashland, WI

$139 nightly

$156 total

Nov 2 - Nov 3

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free perks like continental breakfast and free self parking.

Mission Springs Resort

30175 Mission Springs Road, Ashland, WI

$176 nightly

$185 total

Oct 13 - Oct 14

Total with taxes and fees

This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a lobby fireplace, and a library are also on offer.

Kitchen

Pet friendly

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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.

Popular places to visit

Northern Great Lakes Visitor Center

You can spend time studying the exhibits at Northern Great Lakes Visitor Center in Ashland. Wander the lakeside in this family-friendly area.

Chequamegon Bay Golf Course

Enjoy a round of golf in Ashland at Chequamegon Bay Golf Course. Wander the lakeside in this family-friendly area.

Ashland Historical Museum

You can spend time exploring the galleries in Ashland Historical Museum during your trip to Ashland. Wander the lakeside in this family-friendly area.

Frequently asked questions

How much are vacation packages to Ashland?

is all you need to spend for a wonderful vacation in Ashland. Bundle your hotel and flights into a Travelocity vacation package and see the savings start to grow. With prices as good as these, it's never been easier to travel!

How long should my Ashland vacation be?

If you need some guidance, most travelers spend an average of 2 nights in Ashland. But to uncover the true essence of this place, stay a few extra days. That way you can see more and really soak up the local culture.

Where can I get the best vacation package deals for Ashland?

It's simple — look no further than Travelocity. With as many as 400 partner airlines and 1,000,000 properties around the world, it's a piece of cake to craft an Ashland package deal that suits your travel style.

Why should I book my Ashland vacation package via Travelocity?

With exceptional service, customer support available 24/7 and some of the most perfect escapes money can buy, you'll never roam alone. And if you find a lower price, we'll match it. That's our Price Match Guarantee.

Can I save on my Ashland car rental if I combine it with hotels and flights?

Sure can. And our Ashland vacation packages are the ideal way to do it. With only a few clicks you can save money as well as time by booking everything in one place. Collect the keys to your rental car then set your own course. Need to fill your itinerary? Add some tours or experiences to your package and make savings on those too.

Which airport is best for Ashland?

The primary airport is Gogebic County Airport (IWD). Collect your luggage, make your way out of the terminal and you'll be 35 mi from downtown Ashland.

What is there to do in Ashland?

While venturing off the beaten track can be rewarding, you shouldn't miss the big sights that make a destination famous. Chequamegon Bay Golf Course and Ashland Historical Museum are just two of them in Ashland.

Where should I stay when visiting Ashland?

If you're after somewhere to spend your nights, have a look at the Best Western The Hotel Chequamegon. It's the top choice for many visitors.