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
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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.
Top Ashland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Ashland Hotel Deals
Best Western The Hotel Chequamegon
101 Lake Shore Dr W Ashland WI
Fully refundableReserve now, pay when you stay
The price is CA $208 per night from May 25 to May 26
CA $208
CA $233 total
May 25 - May 26
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
Breakfast was excellent
Reviewed on May 8, 2026
Quality Inn Ashland - Lake Superior
30600 Us Highway 2 Ashland WI
Fully refundable
The price is CA $207 per night from May 12 to May 13
CA $207
CA $231 total
May 12 - May 13
includes taxes & fees
8.8/10 Excellent! (968 reviews)
Affordable, clean, and very welcoming. Best hot tub I've seen in a long while. AND the views are awesome!
Reviewed on Apr 21, 2026
AmericInn by Wyndham Ashland
3009 Lakeshore Drive East Ashland WI
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from Jun 4 to Jun 5
CA $173
CA $194 total
Jun 4 - Jun 5
includes taxes & fees
7.8/10 Good! (1,001 reviews)
Hot tub
Reviewed on May 5, 2026
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.
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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.
