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! (1,006 reviews)
Great place to stay while exploring "up north"
"Clean, quiet, comfortable. Friendly staff. Thanks for extra coffee on chilly, rainy day!"
Reviewed on Jul 19, 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! (1,003 reviews)
"This was above and beyond what we expected for a Best Western! It was a historic hotel right on the water with a nice restaurant with a beautiful view. We would definitely stay here again if we were in the area"
Reviewed on Jul 6, 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! (1,003 reviews)
"Property was very family oriented. Splashland looked good, lots of outside games. We rented a suite. The room was large."Personal" patio was the size of a sidewalk. The bathroom was dated and a small lavatory, no place to set things... It was clean, and good view of the lake for breakfast."
Reviewed on Jul 20, 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.