Crooked Lake

Price found within the past 48 hours. Click for updated prices.
Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop

4 out of 5
Downtown Chicago
Price was €852, price is now €654 per person
€654
per person
1 Feb - 6 Feb
found 12 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,003 reviews)
Our room was very clean, beautiful view, and extremely friendly staff. I would especially like to thank and acknowledge the outstanding customer service from Beth Ann. Her help and kindness were greatly appreciated.

Reviewed on 25 Nov 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was €1,714, price is now €1,215 per person
€1,215
per person
1 Feb - 6 Feb
found 13 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,773 reviews)
Everything perfect , comfortable room , nice staff make out stay unforgettable.

Reviewed on 27 Nov 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was €1,534, price is now €1,195 per person
€1,195
per person
29 Dec - 2 Jan
found 21 hours ago
Return direct flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (380 reviews)
Everything was first class, even the coffee shop downstairs. Not to mention the grocery store that is attached to the same building. The ultimate convenience right near the miracle Mile in Chicago, my most favorite place in the world.

Reviewed on 25 Nov 2025

Popular places to visit

Crooked Vine Vineyard and Winery

Crooked Vine Vineyard and Winery

You can enjoy a tasting or tour at Crooked Vine Vineyard and Winery during your travels to Alanson. Discover the area's top-notch restaurants or seek out the ski slopes.

Crooked Vine Vineyard and Winery
The Highlands

The Highlands

Hit the slopes in Harbor Springs with a visit to The Highlands. Wander the area's waterfront or simply enjoy one of its top-notch restaurants.

The Highlands

Oden State Fish Hatchery Visitor Center

After visiting Oden State Fish Hatchery Visitor Center, make a plan to see the other sights and activities in Alanson. Amble around this family-friendly area's waterfront and enjoy its top-notch restaurants.

Oden State Fish Hatchery Visitor Center

Petoskey State Park

Enjoy a trip to Petoskey State Park and popular activities such as skiing in Menonaqua Beach. Stroll along the area's lakeside or simply savour its top-notch restaurants.

Petoskey State Park

Happy Days and Nights Winery

You can enjoy a tasting or tour at Happy Days and Nights Winery during your travels to Harbor Springs. Stroll along the waterfront or visit the shops in this relaxing area.

Happy Days and Nights Winery

Pleasantview Winery

You can enjoy a tasting or tour at Pleasantview Winery during your travels to Harbor Springs. Amble around this family-friendly area's waterfront and enjoy its top-notch restaurants.

Pleasantview Winery

Top Hotel Deals

Awesome Family Vacation Beach and Ski Chalet - Reserve Your Ski Getaway NOW!

Awesome Family Vacation Beach and Ski Chalet - Reserve Your Ski Getaway NOW!

Oden MI
Awesome Family Vacation Beach and Ski Chalet - Reserve Your Ski Getaway NOW!
'tiny House Cottage 6' w/ Dock on Crooked Lake

'tiny House Cottage 6' w/ Dock on Crooked Lake

3 out of 5
Alanson MI
'tiny House Cottage 6' w/ Dock on Crooked Lake
'tiny House Cottage 5' w/ Crooked Lake Access!

'tiny House Cottage 5' w/ Crooked Lake Access!

3 out of 5
Alanson MI
'tiny House Cottage 5' w/ Crooked Lake Access!
Lakefront - Amazing views! Private Hot Tub & Boat Slips. 12 mins to Ski Resorts!

Lakefront - Amazing views! Private Hot Tub & Boat Slips. 12 mins to Ski Resorts!

Alanson MI
Lakefront - Amazing views! Private Hot Tub & Boat Slips. 12 mins to Ski Resorts!
Lakeside Haven Escape W/ hot tub + Kayaks!

Lakeside Haven Escape W/ hot tub + Kayaks!

Alanson MI
Lakeside Haven Escape W/ hot tub + Kayaks!
Cozy Bear Cottage with adorable Lake and Bear décor, 25 mi S. of Mackinaw City

Cozy Bear Cottage with adorable Lake and Bear décor, 25 mi S. of Mackinaw City

Alanson MI
Cozy Bear Cottage with adorable Lake and Bear décor, 25 mi S. of Mackinaw City
Rare Find.. in Petoskey , beautiful home sleeps 8 with lake frontage and woods.

Rare Find.. in Petoskey , beautiful home sleeps 8 with lake frontage and woods.

Petoskey MI
Rare Find.. in Petoskey , beautiful home sleeps 8 with lake frontage and woods.
See all 949 properties in Crooked Lake
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.