Ashland Vacation Packages 2026 from $586

Ashland flight + hotel vacation packages

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

Barker's Island Inn Resort

Central Park

$586

per person

Aug 23 - Aug 27

found 8 hours ago

Roundtrip flight included

Minneapolis (MSP) to Duluth (DLH)

A marina and an indoor pool are featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Radisson Hotel Duluth - Harborview

Downtown Duluth

$626

per person

Aug 23 - Aug 27

found 8 hours ago

Roundtrip flight included

Minneapolis (MSP) to Duluth (DLH)

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

Fitger's Inn

Downtown Duluth

$880

per person

Aug 23 - Aug 27

found 8 hours ago

Roundtrip flight included

Minneapolis (MSP) to Duluth (DLH)

A nightclub, a 24-hour gym, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and free airport shuttle. Unwind with a drink at the bar/lounge and enjoy perks like a free area shuttle.

The Lakeview Guesthouse

Downtown Duluth

$805

per person

Aug 23 - Aug 27

found 8 hours ago

Roundtrip flight included

Minneapolis (MSP) to Duluth (DLH)

Free WiFi in public areas, dry cleaning, and luggage storage are available at this hotel. A safe deposit box and concierge services are also provided.

Pier B Resort

Downtown Duluth

$904

per person

Aug 23 - Aug 27

found 8 hours ago

Roundtrip flight included

Minneapolis (MSP) to Duluth (DLH)

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

Top Ashland hotels deals

Hotel Chequamegon, BW Signature Collection

101 Lake Shore Dr W Ashland WI

Free Cancellation

Reserve now, pay when you stay

$210 nightly

$236 total

Jul 26 - Jul 27

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.

Pool

Breakfast included

Super 8 by Wyndham Ashland

1610 Lake Shore Dr W Ashland WI

Free Cancellation

Reserve now, pay when you stay

$197 nightly

$221 total

Jul 30 - Jul 31

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

$211 nightly

$237 total

Jul 26 - Jul 27

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

Cobblestone Inn & Suites - Ashland

818 Main Street W. Ashland WI

$219 nightly

$245 total

Jul 26 - Jul 27

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.

Pet friendly

Parking included

AmericInn by Wyndham Ashland

3009 Lakeshore Drive East Ashland WI

$249 nightly

$279 total

Jul 26 - Jul 27

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

Blue Wave Inn

2521 Lake Shore Dr W Ashland WI

$199 nightly

$223 total

Aug 11 - Aug 12

Total with taxes and fees

A private beach and a restaurant are featured at this smoke-free hotel. 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

Don't see what you're looking for?

See all available properties in Ashland

View all properties

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.

Stay near popular Ashland attractions

Northern Great Lakes Visitor Center

9.2/10 (120 reviews)

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

See properties

Frequently asked questions

How much are vacation packages to Ashland?

$586 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.