
Chequamegon Bay Luxury Vacations
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Top Luxury Chequamegon Bay Hotels

Super 8 by Wyndham Ashland
1610 Lake Shore Dr W, Ashland, WI
Go for a luxurious stay at Super 8 by Wyndham Ashland, where you can enjoy amenities like premium channels, flat-screen TVs, and more. Notable amenities include ...
7.8/10 Good! (1,016 reviews)
"The carpet needs to be changed. Mix the heater and ac in room 120"
Reviewed on Sep 24, 2025

Best Western The Hotel Chequamegon
101 Lake Shore Dr W, Ashland, WI
Best Western The Hotel Chequamegon offers luxe lodging where you'll enjoy premium channels and more. Deluxe amenities at this hotel include an indoor pool, a ...
8.4/10 Very Good! (1,008 reviews)
"Easy check in, friendly staff even with the construction."
Reviewed on Sep 20, 2025

AmericInn by Wyndham Ashland
3009 Lakeshore Drive East, Ashland, WI
AmericInn by Wyndham Ashland awaits for a deluxe vacation. Sought-after amenities at this hotel include a private beach, 2 indoor pools, and a fitness ...
7.8/10 Good! (1,005 reviews)
America Matters So Let's Show That It Does
"It is a hidden gem with exceptional staff. They are doing their best to stay afloat like too many places are. The building is aged yet they do their best with what they can. The necessity of fresh linens and towels. The renovation of their breakfast area was a hidden gem with still fresh waffle toppings, ..."
Reviewed on Sep 23, 2025
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.