Ashland Vacation Packages 2026 from $610

Ashland flight + hotel vacation packages

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

Hostel du Nord

Downtown Duluth

$610

per person

Sep 16 - Sep 20

found 18 hours ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Duluth (DLH)

A sauna is featured at this hostel, along with free WiFi in public areas and a terrace. A picnic area, express check-in, and express check-out are also on offer.

Endion Station Inn | Hotel Next to Lake Superior

Canal Park

$1,006

per person

Sep 16 - Sep 20

found 18 hours ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Duluth (DLH)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A picnic area and a virtual front desk are also provided.

Historic Salyards Mansion by Heirloom Boutique Collection

Congdon Park

$1,039

per person

Sep 16 - Sep 20

found 18 hours ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Duluth (DLH)

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A lobby fireplace, a communal living room, and express check-out are also on offer.

Historic GG Barnum Mansion by Heirloom Boutique Collection

Endion

$904

per person

Sep 16 - Sep 20

found 18 hours ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Duluth (DLH)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A library, express check-out, and a virtual front desk are also on offer.

The Androy Hotel - Superior Duluth

Downtown Superior

$681

per person

Sep 16 - Sep 20

found 18 hours ago

Roundtrip non-stop flight included

Pittsburgh (PIT) to Duluth (DLH)

A restaurant, free self parking, and a coffee shop are among this hotel's amenities. WiFi in public areas is free. Concierge services are provided for your convenience.

Top Ashland hotels deals

Hotel Chequamegon, BW Signature Collection

101 Lake Shore Dr W Ashland WI

$220 nightly

$246 total

Aug 25 - Aug 26

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

AmericInn by Wyndham Ashland

3009 Lakeshore Drive East Ashland WI

$229 nightly

$256 total

Aug 30 - Aug 31

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

Quality Inn Ashland - Lake Superior

30600 Us Highway 2 Ashland WI

$237 nightly

$265 total

Aug 16 - Aug 17

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

Free Cancellation

Reserve now, pay when you stay

$245 nightly

$275 total

Aug 18 - Aug 19

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

Super 8 by Wyndham Ashland

1610 Lake Shore Dr W Ashland WI

Free Cancellation

Reserve now, pay when you stay

$194 nightly

$218 total

Aug 30 - Aug 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

Blue Wave Inn

2521 Lake Shore Dr W Ashland WI

$199 nightly

$223 total

Aug 25 - Aug 26

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.

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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.

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?

$610 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.