Deals on vacations and trips to Ashland County
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Vacations
Top Ashland County hotels deals
AmericInn by Wyndham Ashland
3009 Lakeshore Drive East, Ashland, WI
Free Cancellation
Reserve now, pay when you stay
$219 nightly
The price is $245 total per night
$245 total
Aug 24 - Aug 25
Total includes taxes and fees
2 indoor pools, a hot tub, and a gym are all featured at this traditional hotel. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities. Enjoy the sauna and free perks like continental breakfast and free self parking.
On private beach
Pool
Cobblestone Inn & Suites - Ashland
818 Main Street W., Ashland, WI
Free Cancellation
Reserve now, pay when you stay
$230 nightly
The price is $258 total per night
$258 total
Aug 31 - Sep 1
Total includes taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the 24-hour business center. There's a gym on site, and a 24-hour front desk and a convenience store are also provided.
Pet friendly
Parking included
Super 8 by Wyndham Ashland
1610 Lake Shore Dr W, Ashland, WI
Free Cancellation
Reserve now, pay when you stay
$170 nightly
The price is $191 total per night
$191 total
Sep 7 - Sep 8
Total includes taxes and fees
This hotel features an indoor pool and a hot tub. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Hot Tub
Best Western The Hotel Chequamegon
101 Lake Shore Dr W, Ashland, WI
Free Cancellation
Reserve now, pay when you stay
$195 nightly
The price is $218 total per night
$218 total
Aug 24 - Aug 25
Total includes taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and free perks like continental breakfast and free self parking.
Pool
Breakfast included
Blue Wave Inn
2521 Lake Shore Dr W, Ashland, WI
$185 nightly
The price is $208 total per night
$208 total
Sep 4 - Sep 5
Total includes taxes and fees
This smoke-free hotel features a private beach, ski-in/ski-out access, and a restaurant. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi. A coffee shop, a terrace, and a picnic area are also on offer.
On private beach
Parking included
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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Frequently asked questions
Where to stay in Ashland County: Best areas for travelers
- Ashland: Consider popular stays like the Cobblestone Inn & Suites - Ashland, the Super 8 by Wyndham Ashland and the Best Western The Hotel Chequamegon. Once that's sorted, get down to the important business of exploring this destination's best attractions like Ashland Historical Museum. If you're in the mood for more exploring, Northern Great Lakes Visitor Center and Chequamegon Bay Golf Course belong on your travel itinerary.
- La Pointe: Many La Pointe visitors spend their evenings at the Downtown Island Condo or the Sowl\'s Cabin, Nestled on 20 Acres on Madeline Island. Compare what's on offer and see if either are up your alley. Once you've added on a hotel to your vacation package, start planning that itinerary. Madeline Island Museum should be one of the first stops on your list.
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