Town of Pines Holidays from £928

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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 Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
per person
17 Sept - 22 Sept
found 23 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (255 reviews)
Great place. Good stay for family vacation to Chicago

Reviewed on 6 Aug 2025

Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
22 Oct - 29 Oct
found 1 day ago
Return direct flight included
London (LHR) to Chicago (ORD)
8.8/10 Excellent! (2,544 reviews)
Property, cleanliness, friendliness of staff is excellent. I did not appreciate the “surprise” junk fees at check out masking as resort fees. There is no pool, no hot tub, no shuttle, no newspaper provided (things resorts actually get away with charging resort fees for) no apology, no explanation, just jack your credit card.

Reviewed on 6 Aug 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Save 100% on your flight
per person
17 Sept - 22 Sept
found 23 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Loved the attention to details that made the experience exceptional.

Reviewed on 6 Aug 2025

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
per person
17 Sept - 22 Sept
found 23 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (1,809 reviews)
A great boutique property in the heart of old town Chicago! Close to parks, transportation, and many dining and entertainment options.

Reviewed on 5 Aug 2025

Hilton Grand Vacations Club Chicago Magnificent Mile

Hilton Grand Vacations Club Chicago Magnificent Mile

3.5 out of 5
Downtown Chicago
per person
17 Sept - 22 Sept
found 23 hours ago
Return direct flight included
London (LHR) to Chicago (ORD)
9.2/10 Wonderful! (270 reviews)
walkable to many desireable places.

Reviewed on 16 Jul 2025

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

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
The price is £118 per night from 18 Aug to 19 Aug
£118
18 Aug - 19 Aug
includes taxes & fees
8/10 Very Good! (1,644 reviews)
"Late night food offerings were great."

Reviewed on 4 Aug 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
9.2/10 Wonderful! (1,446 reviews)
"rooms nice and quite"

Reviewed on 6 Aug 2025

Get rates
Four Winds Casino Resort – New Buffalo
Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

2.5 out of 5
18830 Laporte Rd, New Buffalo, MI
Fully refundableReserve now, pay when you stay
The price is £67 per night from 2 Sept to 3 Sept
£67
2 Sept - 3 Sept
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
"Thank you for the stay!"

Reviewed on 3 Aug 2025

Quality Inn Near Interstate I94
See all 1,570 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Town of Pines travel package cost?
Our Town of Pines packages, which start from as low as £928, 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.