Leelanau Peninsula Wineries Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Country Inn & Suites by Radisson, Traverse City, MI

$467

per person

Oct 16 - Oct 19

found 10 hours ago

Roundtrip flight included

Chicago (CHI) to Traverse City (TVC)

Stay at this hotel in Traverse City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Traverse City Beach and Front Street are located nearby.

This was an okay stay. Pool was open one day and closed the rest of the time. Not close to much so you will need a car. Cookies in the lobby is a nice touch. Breakfast was so-so. I slept well and the shower was good.

Reviewed on Jul 27, 2026

Park Place Hotel

$542

per person

Oct 16 - Oct 19

found 10 hours ago

Roundtrip flight included

Chicago (CHI) to Traverse City (TVC)

Book a stay at this business-friendly hotel in Traverse City. Enjoy free WiFi, free parking, and a free airport shuttle. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Traverse City Beach and Front Street are located nearby.

Very nice stay! One elevator was out the whole time

Reviewed on Jul 26, 2026

The Lodge at Cedar River, Shanty Creek Resort

$540

per person

Oct 16 - Oct 19

found 10 hours ago

Roundtrip flight included

Chicago (CHI) to Traverse City (TVC)

Book a stay at this ski hotel in Bellaire. Enjoy a golf course, a 24-hour front desk, and a conference center. Popular attractions Schuss Mountain and Hawk's Eye Golf Course are located nearby.

Boardman Monarch Upscale River Lodge HOT Tub!

$1,731

per person

Sep 27 - Oct 2

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Traverse City (TVC)

Stay at this aparthotel in Traverse City. Enjoy a garden. Popular attractions Turtle Creek Stadium and Grand Traverse Natural Education Reserve are located nearby.

The view was amazing. Additionally the attentiveness of the team was amazing. I am looking to rebook soon!

Reviewed on Jan 31, 2026

The Lakeview Hotel, Shanty Creek Resort

$780

per person

Sep 18 - Sep 21

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Traverse City (TVC)

Book a stay at this ski resort in Bellaire. Enjoy free parking, an outdoor pool, and a golf course. Popular attractions The Legend and The Chief Golf Course are located nearby.

The Baywatch Resort

$598

per person

Oct 16 - Oct 19

found 10 hours ago

Roundtrip flight included

Chicago (CHI) to Traverse City (TVC)

Book a stay at this beach hotel in Traverse City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Traverse City Beach and Front Street are located nearby.

Not so much family welcoming hotel. Our kids kept getting scolded for being kids. Hotel is more of the older guests. Not a fan of the breakfast. There was just bagels/cream cheese, waffle station, cereal, yogurt.. no hot food 😕

Reviewed on Jul 27, 2026

The Birches

$931

per person

Oct 16 - Oct 19

found 10 hours ago

Roundtrip flight included

Chicago (CHI) to Traverse City (TVC)

Stay at this apartment in Lake Leelanau. Enjoy free WiFi, free parking, and in-room massages. Popular attractions Boathouse Vineyards and 45 North Vineyard & Winery are located nearby.

Grand Traverse Resort And Spa

$605

per person

Oct 16 - Oct 19

found 10 hours ago

Roundtrip flight included

Chicago (CHI) to Traverse City (TVC)

Book a stay at this beach resort in Williamsburg. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Traverse City Beach and Grand Traverse Resort Golf Course are located nearby.

Leelanau Peninsula Wineries Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.