Deals on vacations and trips to Town of Pines

Save when you book Town of Pines package deals

Choose two or more items and save on your trip:

Town of Pines flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

Harrah's Joliet Hotel & Casino - A Caesars Rewards Destination

3.5 out of 5
Save 100% on your flight
Price was $1,049, price is now $694 per person
$694
per person
Dec 25 - Dec 28
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features 3 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A coffee shop, express check-out, and luggage storage are also on offer.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,142, price is now $748 per person
$748
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
This hotel features 2 bars/lounges and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and free buffet breakfast each morning.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,174, price is now $773 per person
$773
per person
Nov 20 - Nov 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and in-room childcare. Enjoy the gym and perks like free WiFi.
Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $2,030, price is now $1,364 per person
$1,364
per person
Nov 18 - Nov 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and laundry facilities.
The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,341, price is now $941 per person
$941
per person
Dec 21 - Dec 26
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center, express check-in, and valet parking. You'll appreciate the gym, bar/lounge, and coffee shop.

Stay near popular Town of Pines attractions

Pines Park

After visiting Pines Park, make a plan to see the other sights and activities in Town of Pines. While you're in the area, stroll along the beaches.
See properties

Frequently asked questions

How much are vacation packages to Town of Pines?
With vacation packages on offer from as little as $694, you won't need to wipe out your bank balance to visit Town of Pines. Travelocity is here to help. Bundle hotels, flights and tours into a convenient package and receive some exciting discounts. The more you book, the greater the savings.
Where can I get the best vacation package deals for Town of Pines?
Your dream vacation can be booked through Travelocity. With access to 400 airline partners and at least 1,000,000 hotels around the world, finding the best Town of Pines package deal couldn't be simpler.
Why should I purchase my Town of Pines vacation package via Travelocity?
Travel should be about making fantastic new memories and leaving all your stresses behind — which is why we have a friendly team of customer service experts on hand around-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best deal available on our terrific range of package deals. So what are you waiting for? There's no time like the present to secure the vacation of a lifetime.
Can I save on my Town of Pines car rental if I book it with a hotel or flight?
With a Town of Pines vacation package, you can combine your flight, car and hotel bookings and save a tidy sum. If you're in the mood to see the best of this awesome area, why not start with Wrigley Field? This renowned attraction is 40 mi from Town of Pines. With your own wheels, you'll be there in a flash.
Which airport is best for Town of Pines?
For many wanderers, a trip to Town of Pines means coming in to land at O'Hare Intl. Airport (ORD). This popular airport sits 55 mi northwest of the city center. You could also choose to fly into Midway Intl. Airport (MDW) (40 mi away from central Town of Pines) or South Bend Intl. Airport (SBN) (35 mi away from central Town of Pines).
Where should I stay when visiting Town of Pines?
Many people choose to spend their nights at the Dunes Cottage at Town of Pines Lake Michigan near Indiana Dunes Parks! . It's sure to be a good base for your Town of Pines vacation.

Photos of local treasures

Browse Town of Pines vacation photos for more inspiration