Ashland County 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
Ashland County Hotel Deals
Hotel Chequamegon, BW Signature Collection
101 Lake Shore Dr W Ashland WI
Fully refundableReserve now, pay when you stay
CA $328
CA $367 total
Aug 30 - Aug 31
includes taxes & fees
8.6/10 Excellent! (1,012 reviews)
"Traveled with my 3 kids & would definitely recommend for families. Fresh, hot complimentary breakfast. Swimming pool only 3-4 feet deep. Ice water and coffee available throughout the day in the lobby, which was always staffed and sparkling clean. The room was clean and had a fresh appearance compared ..."
Reviewed on Aug 22, 2026
Cobblestone Inn & Suites - Ashland
818 Main Street W. Ashland WI
Fully refundableReserve now, pay when you stay
CA $281
CA $314 total
Sep 1 - Sep 2
includes taxes & fees
9.4/10 Exceptional! (811 reviews)
"Our biggest issue was that our car was broken into and the hotel had no cameras in the parking lot. Don't leave anything in your car."
Reviewed on Aug 23, 2026
AmericInn by Wyndham Ashland
3009 Lakeshore Drive East Ashland WI
Fully refundableReserve now, pay when you stay
CA $343
CA $384 total
Aug 24 - Aug 25
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.
Frequently asked questions
How much does an Ashland County vacation package cost?
Our Ashland County vacation packages, which begin at just , are the perfect way to save. Pick and choose your favorite hotels, flights and rental car to create your dream trip.
How do I get a cheap travel package to Ashland County?
Bundle your bookings with Expedia to save big bucks on your next trip. With more than 550 partner airlines and 1,000,000 hotels across the world, your Ashland County vacation package can be tailored exactly to suit your travel style. With all those extra dollars, why not include one or more fun tours and activities? It's an easy way to unlock even more discounts. Your dream vacation in Ashland County is much closer than you thought!
How far in advance should I book my Ashland County vacation?
It all depends on the airline, but you can usually browse through international airfares on Expedia up to 12 months in advance. While it's generally a good idea to book ahead of time, lucky customers will occasionally score a cheaper ticket just weeks before departure dates.
What does an Expedia Ashland County travel package include?
Expedia has all you need to plan your Ashland County getaway, but how you structure your package is your choice. Pick from any combination of flights, rental cars and hotels. Looking for some activities or tours to keep you on the go? Once you've made your booking, you can add them on too. Whatever your style, there's a package deal to meet your needs.
What should I know before booking an Ashland County travel package?
So many places to travel to, so many things to see and do. With a package, you can cross more of them off your list. Combine your hotels, flights and rental cars and get set to save.
Can I choose my airline with an Ashland County Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines all over the world. Our vacation packages give you the freedom to take your pick of available flights, hotels and activities that suit you.
If I'm not able to travel, can I cancel my Ashland County vacation package?
You can. We totally understand that even the best-laid plans can fail, so we're here to help if you need to make changes to your Ashland County vacation package. You may be able to cancel or amend your itinerary at no cost if you've booked within 24 hours. Your airline, hotel or car rental company may impose a fee if your booking was made more than 24 hours ago. Have a look at our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.
Stay near popular Ashland County attractions
Big Bay State Park
9.2/10 (9 reviews)
You can take time to visit Big Bay State Park during your travels to La Pointe. Take in the museums while you're in the area.
Madeline Island Museum
9.0/10 (17 reviews)
You can spend time studying the exhibits at Madeline Island Museum during your travels in La Pointe. Wander the lakeside in this relaxing area.
Spider Lake
Commune with nature and explore the great outdoors at Spider Lake during your travels in Mellen.
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.
Upper Clam Lake
Commune with nature and explore the great outdoors at Upper Clam Lake during your travels in Clam Lake. While you're in the area, wander around the parks.
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.
Bad River Casino
Why not roll the dice with a visit to Bad River Casino during your visit to Odanah?
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
