Ashland Vacation Packages 2025 from $714

Ashland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Super 8 by Wyndham Ashland

per person

Aug 11 - Aug 15

found 3 hours ago

Roundtrip non-stop flight included

Kansas City (MCI) to Duluth (DLH)

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.

St. James Social

per person

Aug 11 - Aug 15

found 3 hours ago

Roundtrip non-stop flight included

Kansas City (MCI) to Duluth (DLH)

This hotel features a restaurant, a rooftop terrace, and a bar/lounge. Enjoy the sauna and free perks like continental breakfast and WiFi in public areas. A coffee shop, a grocery/convenience store, and dry cleaning are also on offer.

Harris House

East Hillside

per person

Jul 22 - Jul 29

found 14 hours ago

Roundtrip flight included

Lansing (LAN) to Duluth (DLH)

This hotel features laundry facilities. Take advantage of the free self parking.

Legendary Waters Resort & Casino

per person

Aug 11 - Aug 15

found 3 hours ago

Roundtrip non-stop flight included

Kansas City (MCI) to Duluth (DLH)

A casino and an indoor pool are featured at this hotel. Traveling on business? Take advantage of the 4 conference rooms, along with free WiFi in public areas. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.

AmericInn by Wyndham Duluth South Black Woods Event Center

per person

Jul 22 - Jul 29

found 14 hours ago

Roundtrip flight included

Lansing (LAN) to Duluth (DLH)

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 buffet breakfast and free self parking.

Top Ashland hotels deals

Super 8 by Wyndham Ashland

1610 Lake Shore Dr W, Ashland, WI

Free Cancellation

Reserve now, pay when you stay

$90 nightly

$101 total

Jun 4 - Jun 5

Total includes 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

$116 nightly

$130 total

Jun 16 - Jun 17

Total includes 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

Cobblestone Inn & Suites - Ashland

818 Main Street W., Ashland, WI

Free Cancellation

Reserve now, pay when you stay

$148 nightly

$166 total

Jun 6 - Jun 7

Total includes 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.

Pet friendly

Parking included

Best Western The Hotel Chequamegon

101 Lake Shore Dr W, Ashland, WI

Free Cancellation

Reserve now, pay when you stay

$152 nightly

$170 total

Jun 8 - Jun 9

Total includes 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.

Pool

Breakfast included

AmericInn by Wyndham Ashland

3009 Lakeshore Drive East, Ashland, WI

Free Cancellation

Reserve now, pay when you stay

$127 nightly

$142 total

Jun 9 - Jun 10

Total includes 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

Blue Wave Inn

2521 Lake Shore Dr W, Ashland, WI

$125 nightly

$140 total

Jun 4 - Jun 5

Total includes taxes and fees

This smoke-free hotel features a private beach, ski-in/ski-out access, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A coffee shop, a terrace, and a picnic area are also on offer.

On private beach

Parking included

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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

4.5/5(44 reviews)

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

4.5/5(5 reviews)

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

Ashland Historical Museum

4.5/5(14 reviews)

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?

$714 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.