Ashland Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Top Ashland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Country Inn & Suites by Radisson, Duluth North, MN
CA $1,594
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Duluth (DLH)
8/10 Very good! (1,076 reviews)
Nice hotel with breakfast but we had booked it for the kids to have some pool time and the waterslide was a big draw. Unfortunately the pool was out of service which was a big bummer for our crew.
Reviewed on Aug 11, 2026
Force on 5th Avenue Hotel
Downtown Duluth
CA $1,777
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Duluth (DLH)
9.2/10 Wonderful! (387 reviews)
We had a wonderful stay at the Force on 5th, great location for the concert we attended, stay was clean and the staff were so nice! Will definitely look to use this property again in the future.
Reviewed on Aug 10, 2026
Holiday Inn & Suites Duluth Downtown by IHG
Downtown Duluth
CA $1,653
per person
Sep 13 - Sep 19
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Duluth (DLH)
8.2/10 Very good! (1,003 reviews)
Very comfortable beds with great "black out" curtains. The only real issue was typical hotel stuff like slamming doors late at night from other guests. We travel a lot and it still amazes me how people think hotels are not for sleeping when its 2-3am.
Someone will be rich when they invent the soft/quiet close hotel door.
Reviewed on Aug 10, 2026
Ready to book your vacation to Ashland?
Ashland Hotel Deals
Hotel Chequamegon, BW Signature Collection
101 Lake Shore Dr W Ashland WI
CA $306
CA $343 total
Aug 25 - Aug 26
includes taxes & fees
8.6/10 Excellent! (1,013 reviews)
"The hotel is worn and in need of a good cleaning"
Reviewed on Aug 10, 2026
AmericInn by Wyndham Ashland
3009 Lakeshore Drive East Ashland WI
CA $319
CA $358 total
Aug 31 - Sep 1
includes taxes & fees
7.8/10 Good! (1,007 reviews)
"What a view! We had a room looking at the lake and with a patio. Great for our dog as well! Breakfast was good. Hot tub was a plus after a long day. Really enjoyed our stay! Staff was friendly too!"
Reviewed on Aug 9, 2026
Quality Inn Ashland - Lake Superior
30600 Us Highway 2 Ashland WI
CA $324
CA $362 total
Sep 9 - Sep 10
includes taxes & fees
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.
Ore Dock Park
Explore the great outdoors at Ore Dock Park, a lovely green space in Ashland. Wander the lakeside in this family-friendly area.
Soo Line Locomotive 950
You can spend an afternoon browsing the exhibits at Soo Line Locomotive 950 during your travels in Ashland. Wander the lakeside in this family-friendly area.
Chequamegon Bay Golf Course
8.2/10 (23 reviews)
Enjoy a round of golf in Ashland at Chequamegon Bay Golf Course. Wander the lakeside in this family-friendly area.
Ashland Historical Museum
8.6/10 (42 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.
Ashland Mural Walk
9.2/10 (54 reviews)
Enjoy an outing to Ashland Mural Walk during your stay in Ashland. Wander the lakeside in this family-friendly area.
Frequently asked questions
How much does an Ashland vacation package cost?
Offering great value package deals from CA $1,594 on Expedia, you'll be surprised at how little a vacation to Ashland costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Ashland?
If you'd like to book a cheap Ashland vacation package, consider travelling in January, April and December. You'll generally find better prices on accommodations and flights during these quieter months — ideal for budget-conscious travellers.
How many days is enough for Ashland?
Usually, a few days is ideal for an Ashland vacation. With a detailed itinerary, you can visit all the top sights like Bayfield County Courthouse, as well as explore some hidden treasures along the way.
Is it worth booking a vacation package to Ashland?
Well known for its cycling, family-friendly attractions and walking trails, an Ashland vacation offers something for everyone. Be sure to check out leading sights like Ashland Mural Walk and Chequamegon Bay Golf Course, and consider renting some wheels for day trips to discover even more.
How to find the best Ashland package deals?
Use Expedia's filter tool to find some great Ashland package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Ashland package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book an Ashland vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and accommodations individually. Better still, you can personalize your Ashland escape to match your exact needs. Pick 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 have your Ashland travel dates confirmed, book as early as you can to score some unbeatable deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for setting off on a whim.
How to plan a trip to Ashland?
- Choose when to travel: Check your diary and get packing. Your favourite time of year and the available activities will also help you decide when to visit Ashland.
- Plan your budget wisely: In addition to the price of your accommodations, you'll need to factor in other expenses. These include food, flights and transportation. Also, set aside some extra funds for unexpected expenses that could crop up during your trip to Ashland.
- Decide how long to go away for: Now that you're up to speed on Ashland, you can figure out the ideal length of your vacation. Create a draft plan and allocate enough time to get through everything on your must-do list.
- Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to choose an Ashland vacation package that brings all your bookings together.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
