Chequamegon Bay Tours and Activities

Plan a trip to see Chequamegon Bay

Price found within the past 48 hours. Click for updated prices.
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,743, price is now CA $1,186 per person
CA $1,186
per person
Aug 27 - Aug 30
found 9 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,011 reviews)
I recommend 1000/10, this hotel has everything you need and the location is everything. LOVE LOVE LOVE.

Reviewed on Jun 3, 2026

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
Price was CA $1,668, price is now CA $1,237 per person
CA $1,237
per person
Jul 9 - Jul 12
found 18 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,121 reviews)
I absolutely loved it! I little bit noisy but close to literally everything!

Reviewed on Jun 2, 2026

Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt

4.5 out of 5
Downtown Chicago
Price was CA $2,023, price is now CA $1,581 per person
CA $1,581
per person
Jul 31 - Aug 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,370 reviews)
The hotel was very clean and a great location within Chicago close to restaurants and shopping.

Reviewed on Jun 2, 2026

Popular places to visit

StageNorth

You can enjoy a show at StageNorth during your stay in Washburn. Wander the lakeside in this family-friendly area.

StageNorth

Bayfield County Courthouse

Find out about the history of Washburn when you take a trip to Bayfield County Courthouse. Wander the lakeside in this family-friendly area.

Bayfield County Courthouse

Houghton Falls Nature Preserve

Explore the great outdoors at Houghton Falls Nature Preserve, a lovely green space in Washburn. Wander the lakeside in this family-friendly area.

Houghton Falls Nature Preserve

Ore Dock Park

Explore the great outdoors at Ore Dock Park, a lovely green space in Ashland. Wander the lakeside in this family-friendly area.

Ore Dock Park

Soo Line Locomotive 950

You can spend an afternoon browsing the exhibits at Soo Line Locomotive 950 during your travels in Ashland. Wander the lakeside in this family-friendly area.

Soo Line Locomotive 950

Ashland Mural Walk

Enjoy an outing to Ashland Mural Walk during your stay in Ashland. Wander the lakeside in this family-friendly area.

Ashland Mural Walk

Best Lodging Options Near Chequamegon Bay

The Washburn Inn - On the Lake

The Washburn Inn - On the Lake

2.5 out of 5
123 Harbor View Drive Washburn WI
The Washburn Inn - On the Lake
Hotel Chequamegon, BW Signature Collection

Hotel Chequamegon, BW Signature Collection

3 out of 5
101 Lake Shore Dr W Ashland WI
Hotel Chequamegon, BW Signature Collection
AmericInn by Wyndham Ashland

AmericInn by Wyndham Ashland

3 out of 5
3009 Lakeshore Drive East Ashland WI
AmericInn by Wyndham Ashland
All season cottage with sauna overlooking the private beach on Lake Superior

All season cottage with sauna overlooking the private beach on Lake Superior

Washburn WI
All season cottage with sauna overlooking the private beach on Lake Superior
Super 8 by Wyndham Ashland

Super 8 by Wyndham Ashland

2 out of 5
1610 Lake Shore Dr W Ashland WI
Super 8 by Wyndham Ashland
Up North Oasis - Families & Dogs in the Bayfield Area

Up North Oasis - Families & Dogs in the Bayfield Area

Washburn WI
Up North Oasis - Families & Dogs in the Bayfield Area
3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit

3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit

Washburn WI
3+ Bedroom House +SAUNA, Patio, DIRECT Snowmobile Trail Access, & Firepit
Cobblestone Inn & Suites - Ashland

Cobblestone Inn & Suites - Ashland

2.5 out of 5
818 Main Street W. Ashland WI
Cobblestone Inn & Suites - Ashland
Quality Inn Ashland - Lake Superior

Quality Inn Ashland - Lake Superior

2.5 out of 5
30600 Us Highway 2 Ashland WI
Quality Inn Ashland - Lake Superior
See all 729 properties in Chequamegon Bay
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.