Town of Pines Holidays from £729

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    Save up to £750 when you book a flight and hotel together*
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    Packages with flights are ATOL protected

Your Town of Pines Holiday

Memorable adventures await when you book a Town of Pines holiday package. Whether you're a foodie, history enthusiast or just a traveller 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 holiday is just a few clicks away with Expedia.

Top Town of Pines Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town

Level Chicago – Old Town

Downtown Chicago
£729
per person
7 Nov - 12 Nov
found 18 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (512 reviews)
The property seems new and well kept. There are many amenities that enhance the stay including a pool, hot tub, basketball ball court, game room, sauna and steam room. We loved our stay. Only negatives were there was not an ice machine, there was not daily cleaning service, the towels were OK and we needed our trash emptied but were many sure how to request that. Overall a great spot. Affordable and lots of space with great views!

Reviewed on 15 Aug 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
Save 100% on your flight
£1,159
per person
7 Nov - 12 Nov
found 18 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.6/10 Exceptional! (1,960 reviews)
Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

Downtown Chicago
Save 100% on your flight
£931
per person
7 Nov - 12 Nov
found 18 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
Save 100% on your flight
£940
per person
7 Nov - 12 Nov
found 18 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (3,537 reviews)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

Downtown Chicago
£773
per person
7 Nov - 12 Nov
found 18 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (4,907 reviews)
The breakfast is amazing!

Reviewed on 19 Aug 2026

Town of Pines Essential Information

Language
English
Currency
U.S dollars
Population
710
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Indiana Dunes National Park, Indiana Dunes State Park and Lake View Beach

Top hotels in Town of Pines

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

11111 Wilson Road New Buffalo MI
£92
14 Sept - 15 Sept
includes taxes & fees
9.4/10 Exceptional! (2,138 reviews)
"The staff was consistently helpful. friendly and kind"

Reviewed on 19 Aug 2026

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

Blue Chip Casino Hotel and Spa

777 Blue Chip Drive Michigan City IN
Fully refundableReserve now, pay when you stay
£88
8 Sept - 9 Sept
includes taxes & fees
Blue Chip Casino Hotel and Spa
Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

18830 Laporte Rd New Buffalo MI
£73
8 Sept - 9 Sept
includes taxes & fees
8.4/10 Very good! (1,269 reviews)
"El hotel está súper bien, el personal muy atento"

Reviewed on 17 Aug 2026

Quality Inn Near Interstate I94
See all 1,609 properties in Town of Pines
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.

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 does a Town of Pines travel package cost?
Our Town of Pines packages, which start from as low as £729, are an awesome way to save loads of cash. Handpick your favourite hotels, flights and rental car to create your dream trip.
If I'm not able to travel, can I cancel my Town of Pines travel package?
You can. We understand that life doesn't always go to plan, so we're here to help if you need to make changes to your Town of Pines travel package. You may be able to cancel or change your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may charge you a fee if your booking was made more than 24 hours ago. Have a look at our Customer Service Portal for further information. Also, be sure to check your itinerary for the finer details on change fees.
How do I get a cheap travel package to Town of Pines?
You'll save big if you combine your flights, car rentals and hotels into a Town of Pines travel package. Sometimes cheap packages mean fewer choices. But that's not the case with Expedia. We offer more than 550 partner airlines and 1,000,000 hotels worldwide, which means you'll always have plenty of variety to choose from. Like to save even more? Add some interesting activities to your package deal and unlock even bigger bargains! After all, travel is about more than simply getting to your destination.
Does Expedia offer Book Now, Pay Later Town of Pines holidays?
Your bank balance shouldn't stop you from going on holiday, so Expedia has devised a solution to help. Now that we've formed a partnership with online lender Klarna, it's easier than ever to book a fabulous getaway without draining your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your break. Check out these flexible payment options:
  • Pay monthly holidays: Realise your holiday dreams sooner with Klarna's manageable monthly instalment plans. If making bite-sized repayments each month works for you, pick this option at checkout.
  • Pay in instalments holidays: If you'd prefer to pay for your escape in multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than the total upfront) makes it easier to click that "book now" button, consider a low deposit holiday payment plan with Klarna.
Where should I stay in Town of Pines?
With so much to do in Town of Pines, we suggest you stay near its attractions. Lake View Beach, Kemil Beach and Mount Baldy Beach are some top ones to put on your must-see list.
What are the top hotels in Town of Pines?
Book a stay at Sheraton Indianapolis Hotel at Keystone Crossing. It's one of this area's most popular properties. Another reputable option in Town of Pines is Hilton Fort Wayne at the Grand Wayne Convention Centre.
How far in advance should I book my Town of Pines holiday?
While prices do change, we generally recommend booking your holiday as soon as possible. Most international airfares become available on Expedia up to a year in advance. If you're booking late, you might still get lucky. Cheap journeys to Town of Pines sometimes appear in the weeks prior to departure.
What does an Expedia Town of Pines travel package include?
Choose from any combination of rental cars, flights and hotels. Once you've made your booking, you can add some tours and experiences. Want to pick your fare class? That's also possible. The choice is all yours when it comes to planning your dream Town of Pines getaway.
What should I know before booking a Town of Pines travel package?
Our prices are always low. However, you'll pick up even more bargains if you book your flights, hotels and car rentals together. With an Expedia travel package, you'll always get transparent pricing and loads of choice.
Can I choose my airline with a Town of Pines Expedia travel package?
Most definitely. We have access to over 550 partner airlines throughout the world, so you can customize your Town of Pines holiday according to your needs and budget.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.