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Tonight May 28 - May 29

This weekend May 29 - May 31

Next weekend Jun 5 - Jun 7

Most Frequently Booked Chequamegon Bay Hotels

Price for 1 night 2 adults*

$75

May 31 - Jun 1

Per night/room

The Washburn Inn - On the Lake

2.5 out of 5.0 123 Harbor View Drive, Washburn, WI

4.5/5

(15 Reviews)

A restaurant and a bar/lounge are featured at this hotel. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference center. Free self parking, a garden, and a picnic area are also offered.

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$99

May 29 - May 30

Per night/room

AmericInn by Wyndham Ashland

2.5 out of 5.0 3009 Lakeshore Drive East, Ashland, WI

4.3/5

(18 Reviews)

This traditional hotel's private beach and 2 indoor pools are some of the highlights. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities. Enjoy the fitness center and free perks like continental breakfast and free self parking.

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$99

May 29 - May 30

Per night/room

Best Western The Hotel Chequamegon

3.0 out of 5.0 101 Lake Shore Dr W, Ashland, WI

4.2/5

(17 Reviews)

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 fitness center and free perks like continental breakfast and free self parking.

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Top Cheap Chequamegon Bay Hotel Deals

Price for 1 night 2 adults*

$79

May 31 - Jun 1

Per night/room

Super 8 by Wyndham Ashland

2.0 out of 5.0 1610 Lake Shore Dr W, Ashland, WI

3.4/5

(18 Reviews)

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. Enjoy the indoor pool and conveniences like a 24-hour front desk and laundry facilities.

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Top Luxury Chequamegon Bay Hotel Deals

Price for 1 night 2 adults*

$79

May 31 - Jun 1

Per night/room

Super 8 by Wyndham Ashland

2.0 out of 5.0 1610 Lake Shore Dr W, Ashland, WI

3.4/5

(18 Reviews)

See Details

$99

May 29 - May 30

Per night/room

Best Western The Hotel Chequamegon

3.0 out of 5.0 101 Lake Shore Dr W, Ashland, WI

4.2/5

(17 Reviews)

See Details

$99

May 29 - May 30

Per night/room

AmericInn by Wyndham Ashland

2.5 out of 5.0 3009 Lakeshore Drive East, Ashland, WI

4.3/5

(18 Reviews)

See Details

See all 141 Properties in Chequamegon Bay

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How much is a hotel room in Chequamegon Bay?

Hotels in Chequamegon Bay start at $75 per night. Prices and availability subject to change. Additional terms may apply.

Cheap Hotels in Chequamegon Bay

Pack your bags—it’s time to embark on a getaway. Whether you’re craving a solo retreat or promising your family a vacation to remember, book one of the best hotels in Chequamegon Bay. These hotels are located within easy access of the city’s hottest attractions and entertainment, so you won’t miss a beat while you’re in town. Spend the days exploring the local landmarks and the evenings getting to know the nightlife. After exploring the city from top to bottom, rest up at a hotel that speaks to you. Find the perfect place that matches your trip’s vibe, from a trendy boutique to family-friendly accommodations.

Allow us here at Travelocity to pair you with up Chequamegon Bay hotels that suit your vacation preferences. Discover places with convenient on-site restaurants, around-the-clock service, and pools where your kids can make a splash. Some hotels may boast fitness rooms and spa services, while others feature game rooms and Wi-Fi access. To top it all off, you’ll score cheap hotels in Chequamegon Bay that let you spend more on your activities and less on your lodging. Book and bundle your flight and hotel deals together today and save up to $537. It’s time to explore a new city, and break out of your routine.