Ashland Vacations

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Your Ashland Vacation

When you choose a Ashland vacation package, you can kick back and enjoy your getaway to the fullest. Delve into the best things about this vibrant city knowing that everything has been organized in advance. Every trip to Ashland needs a well-thought-out itinerary. Fill yours with big-name attractions like Northern Great Lakes Visitor Center, Houghton Falls Nature Preserve and Bayfield County Courthouse. Expedia is here to help you escape the everyday. Tailor your vacation to Ashland to suit your travel style, whatever that may be.

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Discover the most popular places to visit in Ashland

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.

Northern Great Lakes Visitor Center

Ashland Mural Walk

Enjoy an outing to Ashland Mural Walk during your stay in Ashland. Wander the lakeside in this family-friendly area.

Ashland Mural Walk

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.

Ashland Historical Museum

Ashland Hotel Deals

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
$107 nightly
The price is $120 total per night from Dec 10 to Dec 11
$120 total
Dec 10 - Dec 11
Total with taxes and fees
7.6/10 Good! (1,003 reviews)
Nice stay

Reviewed on Nov 25, 2025

AmericInn by Wyndham 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
$104 nightly
The price is $117 total per night from Dec 15 to Dec 16
$117 total
Dec 15 - Dec 16
Total with taxes and fees
8.6/10 Excellent! (917 reviews)
It was great

Reviewed on Nov 8, 2025

Quality Inn Ashland - Lake Superior
Best Western The Hotel Chequamegon

Best Western The Hotel Chequamegon

3 out of 5
101 Lake Shore Dr W Ashland WI
Fully refundableReserve now, pay when you stay
$129 nightly
The price is $144 total per night from Dec 1 to Dec 2
$144 total
Dec 1 - Dec 2
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
Little loud with kids that were in a hockey tournament. But after 10pm it was quiet

Reviewed on Nov 9, 2025

Best Western The Hotel Chequamegon
See all 523 properties in Ashland
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.

Find the Best Ashland Vacation Packages

Ashland Essential Information

Language
English
Currency
U.S dollars
Population
8,000
Max Temp Winter
20ºF
Max Temp Summer
75ºF
Top Sights
Ashland Historical Museum, Maslowski Beach and StageNorth

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Frequently asked questions

How much does an Ashland vacation package cost?
You'll find cheap prices on Expedia for your Ashland break. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Ashland costs.
What are the cheapest months to go to Ashland?
February, November and December are the best times to look for cheap Ashland vacation packages. Opting to travel in less busy periods means you can usually find reduced prices on accommodations and flights.
How many days is enough for Ashland?
You can easily visit all the main sights in Ashland within a few days, including the must-see Chequamegon Bay Golf Course. If you want a longer Ashland vacation, check out which kind of activities and day trips are available close by.
Is it worth booking a vacation package to Ashland?
Whether you want to visit major sights like Chequamegon Bay Golf Course and Ashland Historical Museum on your Ashland vacation, or coming for its great cycling, family-friendly attractions and walking trails, there's something for everyone here. With so much to experience, you'll soon find out why so many people think Ashland is a good vacation destination.
How to find the best Ashland package deals?
Use Expedia's handy filters to help you find some unbeatable Ashland package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or browse for Ashland package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book an Ashland vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and hotels separately. Better still, you can personalize your Ashland getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Ashland?
If you're considering a spontaneous Ashland trip, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score terrific deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Ashland vacation packages?
If you're anything like us, you love going away but don't love the big price tag that can sometimes come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Ashland vacation over 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up great vacation packages with payment plans as soon as you spot them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.