
Ashland Vacation Packages
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- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
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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.
Ashland Hotel Deals

Hotel Chequamegon, BW Signature Collection
101 Lake Shore Dr W Ashland WI
Fully refundableReserve now, pay when you stay
The price is CA $319 per night from Jul 16 to Jul 17
CA $319
CA $357 total
Jul 16 - Jul 17
includes taxes & fees
8.6/10 Excellent! (1,002 reviews)
"Very clean and comfortable. Key cards randomly stopped working one afternoon which was unexpected and unexplained, but it was taken care of quickly."
Reviewed on Jun 25, 2026

Super 8 by Wyndham Ashland
1610 Lake Shore Dr W Ashland WI
Fully refundableReserve now, pay when you stay
The price is CA $267 per night from Jul 12 to Jul 13
CA $267
CA $299 total
Jul 12 - Jul 13
includes taxes & fees
8/10 Very good! (1,003 reviews)
"We stayed here for one night and it was ok with no problems. Staff was helpful, BUT the price of $250.00 was way too high and not affordable for the type of place it was."
Reviewed on Jun 22, 2026

AmericInn by Wyndham Ashland
3009 Lakeshore Drive East Ashland WI
Fully refundableReserve now, pay when you stay
The price is CA $325 per night from Jun 28 to Jun 29
CA $325
CA $365 total
Jun 28 - Jun 29
includes taxes & fees
7.8/10 Good! (1,002 reviews)
"Location was beautiful on Lake Superior and being able to sit on porch and see sunset over the lake was breathtaking. Front desk sraff very friendly. However, room was a bit outdated and did not get room cleaned with fresh towels for a 2 night stay."
Reviewed on Jun 21, 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.







