Chesterton Holidays

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Top Flight + Hotel Deals in Chesterton

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

Hilton Chicago

4 out of 5
Downtown Chicago
per person
26 Dec - 30 Dec
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
8.4/10 Very Good! (1,387 reviews)
Booked a lake view room and got a partial view. I definitely wouldn’t have payed more if I knew it was partial

Reviewed on 25 Nov 2024

Pendry Chicago

Pendry Chicago

4.5 out of 5
Downtown Chicago
per person
26 Dec - 30 Dec
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (931 reviews)
The property was aesthetically pleasing and we received excellent service from the front desk and bellman. I wanted to love this hotel however the refrigerator and the room repeatedly made humming sounds. The mattress was really hard. You could hear the elevators running all hours of the evening while trying to sleep and the air conditioning unit did not work as expected. I did appreciate the location and the staff’s kindness and willingness to help. I’d be willing to stay again with a different room with fewer noises and a more comfortable mattress.

Reviewed on 26 Nov 2024

Arlo Chicago

Arlo Chicago

4 out of 5
Downtown Chicago
per person
26 Dec - 30 Dec
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (1,378 reviews)
Very nice hotel! We had a beautiful room with a fantastic view ! 5 minutes away from Millenium park and accessible to all touristic areas!

Reviewed on 26 Nov 2024

The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
per person
26 Dec - 30 Dec
found 1 day ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9/10 Wonderful! (809 reviews)
Lobby and shared space downstairs is beautiful and location is great in Fulton Market. We walked to many bars and restaurants and enjoyed the vibe. The rooms are underwhelming, no closet space, bathroom space lacking, and feel dated despite trying to go for a modern-industrial-chic vibe. The quality of the rooms do not match what the lobby area indicates. The hallways seem like they didn’t get touched in whatever remodel happened here. Overall I think it’s overpriced for what it delivers.

Reviewed on 20 Nov 2024

Viceroy Chicago

Viceroy Chicago

4.5 out of 5
Downtown Chicago
per person
26 Dec - 30 Dec
found 16 hours ago
Return flight included
Dublin (DUB) to Chicago (ORD)
9.4/10 Exceptional! (1,001 reviews)
Great, small hotel in the heart of Chicago, Amazing attention to detail very comfortable room well appointed

Reviewed on 25 Nov 2024

Top hotels in Chesterton

Spring House Inn
Spring House Inn
2.5 out of 5
303 N Mineral Springs Rd, Chesterton, IN
Fully refundableReserve now, pay when you stay
The price is €95 per night from 27 Nov to 28 Nov
€95
includes taxes & fees
27 Nov - 28 Nov
8.8/10 Excellent! (1,006 reviews)
"Such a cozy, inviting vibe! There were common areas that were very welcoming. The balconies and views and outdoor areas were very peaceful. Very handy having a restaurant/bar within walking distance."

Reviewed on 25 Nov 2024

Spring House Inn
Best Western Indian Oak
Best Western Indian Oak
2.5 out of 5
558 Indian Boundary Road, Chesterton, IN
Fully refundableReserve now, pay when you stay
The price is €96 per night from 3 Dec to 4 Dec
€96
includes taxes & fees
3 Dec - 4 Dec
8.4/10 Very Good! (1,000 reviews)
"I killed a cockroach in my room. Reported to front desk."

Reviewed on 11 Nov 2024

Best Western Indian Oak
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
Porter
The price is €313 per night from 2 Dec to 3 Dec
€313
includes taxes & fees
2 Dec - 3 Dec
10/10 Exceptional! (69 reviews)
Anniversary weekend
"."

Reviewed on 17 Nov 2024

Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
See all 1,281 properties in Chesterton
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.

Frequently asked questions

How much does a Chesterton holiday package cost?
The cheapest Chesterton package is €653, so your dream escape can become a reality — without a hefty price tag. Combine flights, hotels, car rentals and more to create a package that’s perfect for you.
How do I get a cheap travel package to Chesterton?
Bundling your hotel and flight with Expedia won’t just save precious time — it’ll save you cash too. A Chesterton holiday package makes it simple to put together the ideal trip. With more than 550 airlines all over the world to select from, finding convenient flights that fit your busy schedule won’t be a problem. On top of that, we’ve got over 1,000,000 properties globally to select from. Talk about choice! No matter who you are, Expedia puts the world within your reach.
Where should I stay in Chesterton?
With fascinating attractions such as Indiana Dunes National Park and Indiana Dunes Visitor Centre in this neighbourhood, look for a hotel situated near them. Coffee Creek Watershed Conservancy Preserve is another Chesterton sight that people flock to.
What are the top hotels in Chesterton?
One of the most popular places to stay in Chesterton is Hilton Garden Inn Chesterton, in the Porter Beach area. Wander around the city by day and then put your feet up in this comfortable property come nightfall.
How far in advance should I book my Chesterton holiday?
It’s hard to pick the best time for airfares, but we usually say the earlier, the better. Most international flights on Expedia become available up to a year in advance. If you’re booking last minute, don’t despair. Bargain prices occasionally appear just weeks before departure dates.
What does an Expedia Chesterton travel package include?
It all depends on what kind of escape you have in mind. Chesterton travel deals can include car rentals, hotels and flights. You can mix and match to find the package that suits your style and budget. You can also add on experiences and activities after you’ve booked to score even bigger discounts.
What should I know before booking a Chesterton travel package?
Whether it’s adventure or relaxation you’re seeking, a Chesterton holiday package lets you organise your escape your way. Plus, you’ll score great discounts when you combine your accommodation with your rental car and flights. The more you bundle, the bigger the savings!
Can I choose my airline with a Chesterton Expedia holiday package?
Yes, you sure can. We offer more than 550 partner airlines across the globe, so opt for the carrier that best suits your budget needs.
If I'm not able to travel, can I cancel my Chesterton holiday package?
It is possible to cancel your Chesterton booking if your plans have been upended. Whether you’ll incur a fee or not depends on your hotel, airline or car rental company. It may be possible to cancel or change free of charge if you booked in the last 24 hours. Visit our Customer Service Portal to find out more.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.