Town of Pines Vacations from $396

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Your Town of Pines Vacation

Memorable adventures await when you book a Town of Pines vacation package. Whether you're a foodie, history enthusiast or just a traveler who appreciates new places, there's something for everyone in this lively city. Fill your itinerary with tours of Indiana Dunes National Park, Indiana Dunes State Park and Blue Chip Casino, some of the top attractions you shouldn't miss during your trip to Town of Pines. Whoever you're going away with and whatever your bank balance, your dream Town of Pines vacation is just a few clicks away with Expedia.

The Latest Town of Pines vacation packages

Price found within the past 48 hours. Click for updated prices.
Palmer House a Hilton Hotel
The Emily Hotel
Pendry Chicago
Level Chicago – Old Town
Chicago Athletic Association, a Hyatt Hotel
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Limited-time deals: Save up to 50% on select hotels.

Discover the most popular places to visit in Town of Pines

Town of Pines Hotel Deals

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

3.5 out of 5
777 Blue Chip Drive Michigan City IN
Fully refundableReserve now, pay when you stay
$96 nightly
The price is $108 total per night from Dec 2 to Dec 3
$108 total
Dec 2 - Dec 3
Total with taxes and fees
8.2/10 Very Good! (1,834 reviews)
Wish the rooms had a microwave

Reviewed on Nov 21, 2025

Blue Chip Casino Hotel and Spa
Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

3.5 out of 5
11111 Wilson Road New Buffalo MI
$84 nightly
The price is $89 total per night from Nov 30 to Dec 1
$89 total
Nov 30 - Dec 1
Total with taxes and fees
9.2/10 Wonderful! (1,619 reviews)
The bar could have been more welcoming.

Reviewed on Nov 23, 2025

Four Winds Casino Resort – New Buffalo
Baymont by Wyndham New Buffalo

Baymont by Wyndham New Buffalo

2.5 out of 5
18800 Harbor Country Drive New Buffalo MI
Fully refundableReserve now, pay when you stay
$62 nightly
The price is $66 total per night from Nov 30 to Dec 1
$66 total
Nov 30 - Dec 1
Total with taxes and fees
6.8/10 (1,010 reviews)
Yes

Reviewed on Nov 17, 2025

Baymont by Wyndham New Buffalo
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.

Find the Best Town of Pines Vacation Packages

Town of Pines Essential Information

Language
English
Currency
U.S dollars
Population
710
Top Sights
Indiana Dunes National Park, Indiana Dunes State Park and Lake View Beach

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Frequently asked questions

How much does a Town of Pines vacation package cost?
You'll find cheap prices from $396 on Expedia for your Town of Pines getaway. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Town of Pines costs.
What are the cheapest months to go to Town of Pines?
You're likely to find lower prices and better availability in November, December and January. Check out our cheap Town of Pines vacation packages and you could land some great off-season discounts.
How many days is enough for Town of Pines?
Usually, a handful of days is enough to tick off the main attractions during your Town of Pines vacation. However, if you'd like to have some time to rest or take day tours, think about extending your trip.
How to find the best Town of Pines package deals?
Start your search for a Town of Pines package deal by entering your travel dates and destination under our "Packages" tab. Then select some filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Town of Pines package deal right away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Town of Pines adventure underway.
Is it cheaper to book a Town of Pines vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component individually. And you'll still have the freedom to create a customized Town of Pines vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Town of Pines?
Secure incredible discounts by booking your flights early with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment Town of Pines trip.
Does Expedia offer Book Now, Pay Later Town of Pines vacation packages?
Your Town of Pines getaway should be an escape from your busy life, not a reason for money-related stress. So to give you more flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.