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Check availability on Chesterton Hotels with Connecting Rooms

Tonight
3 Dec - 4 Dec
Tomorrow
4 Dec - 5 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Chesterton Hotels with Connecting Rooms

4 restaurants, dinner served
Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

3.5 star property
New Buffalo
9.4 out of 10, Exceptional, (1633)
"Great place, hotel room is very well appointed. "
United States
Stuart
The price is ₹6,228
₹7,225 total
includes taxes & fees
4 Dec - 5 Dec
Four Winds Casino Resort – New Buffalo
Exterior
Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

3.5 star property
Michigan City
8.2 out of 10, Very good, (1856)
"Great staff, nice room"
United States
Tina Marie
The price is ₹8,087
₹10,361 total
includes taxes & fees
11 Dec - 12 Dec
Blue Chip Casino Hotel and Spa
Exterior
Holiday Inn Express Valparaiso by IHG

Holiday Inn Express Valparaiso by IHG

2.5 star property
Valparaiso
8.4 out of 10, Very good, (766)
"Great staff and great location"
United States
jorge
The price is ₹7,118
₹7,972 total
includes taxes & fees
2 Jan - 3 Jan 2026
Holiday Inn Express Valparaiso by IHG
Lobby
Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton

3.0 star property
Chesterton
8.8 out of 10, Excellent, (1001)
"We loved staying here. "
United States
Linda
The price is ₹9,275
₹10,388 total
includes taxes & fees
21 Dec - 22 Dec
Hilton Garden Inn Chesterton
Lobby
Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes

2.5 star property
Chesterton
8.0 out of 10, Very good, (1002)
"My room was clean and comfortable. I would definitely stay here again "
United States
Carolyn
The price is ₹7,785
₹8,719 total
includes taxes & fees
14 Dec - 15 Dec
Comfort Inn & Suites Porter near Indiana Dunes
Individually furnished, iron/ironing board, free cots/infant beds
Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

2.5 star property
New Buffalo
8.4 out of 10, Very good, (1043)
"Friendly staff - clean room!"
United States
Maureen
The price is ₹6,045
₹6,408 total
includes taxes & fees
16 Dec - 17 Dec
Quality Inn Near Interstate I94
Exterior
Hampton Inn Portage

Hampton Inn Portage

2.5 star property
Portage
7.8 out of 10, Good, (811)
"The staff was courteous and the amenities guest friendly. I would consider another stay, on my next trip to Portage."
United States
Janice
The price is ₹7,118
₹7,972 total
includes taxes & fees
26 Dec - 27 Dec
Hampton Inn Portage
Restaurant
Holiday Inn Express & Suites Michigan City by IHG

Holiday Inn Express & Suites Michigan City by IHG

2.5 star property
Michigan City
9.0 out of 10, Wonderful, (762)
"Everything was great. It was a great stay."
United States
Jeremy
The price is ₹9,275
₹10,388 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Express & Suites Michigan City by IHG
Lobby
Baymont by Wyndham Portage Indiana Dunes

Baymont by Wyndham Portage Indiana Dunes

2.5 star property
Portage
7.2 out of 10, Good, (1002)
"EXCELLENT ALL AROUND!!A"
United States
Maureen
The price is ₹6,112
₹6,845 total
includes taxes & fees
7 Dec - 8 Dec
Baymont by Wyndham Portage Indiana Dunes
Down duvets, in-room safe, desk, blackout curtains
Holiday Inn Express & Suites Merrillville by IHG

Holiday Inn Express & Suites Merrillville by IHG

2.5 star property
Merrillville
8.4 out of 10, Very good, (753)
"Clean rooms very close to softball fields and outlet mall"
United States
James
The price is ₹8,197
₹9,180 total
includes taxes & fees
26 Dec - 27 Dec
Holiday Inn Express & Suites Merrillville by IHG
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.
View all properties

Top Chesterton Hotel Reviews

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

10/10 Excellent
"The clean room "
Rita 2-night trip
Posted 1 day ago
Blue Chip Casino Hotel and Spa

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Frequently asked questions

How much do hotels with connecting rooms in Chesterton cost?
The price range for hotels with connecting rooms in Chesterton is ₹6,408 to ₹10,388 per night. No matter your budget, you'll find someplace that suits your wallet — as well as your entire crew! These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with connecting rooms in Chesterton?
A top pick is Hilton Garden Inn Chesterton. Make yourself at home at this 3-star property which offers a swimming pool and a terrace. Country Inn & Suites by Radisson, Portage, IN is another hotel with connecting rooms worth checking out. Spend your break at this 3-star option and take advantage of conveniences like a Tempur-Pedic mattress and a swimming pool. You'll have your pick of multiple hotels with connecting rooms in Chesterton with a total average guest review rating of 8.3.
How many hotels with adjoining rooms are there in Chesterton?
Chesterton has 2 hotels with adjoining rooms. To help you find the perfect digs, use our filters to search for other amenities or perks you want.
What are the best cheap hotels with connecting rooms in Chesterton?
With hotels with connecting rooms starting at just ₹6,408 per night, you may want to extend your trip to Chesterton! One stay that's easy on the hip pocket is Holiday Inn Express and Suites Portage, an IHG Hotel. It comes with the space you're after as well as a swimming pool and pool sun loungers. Another cost-effective pick is Comfort Inn & Suites Porter near Indiana Dunes. On top of connecting rooms, it features a swimming pool and front desk services. If you're exploring Chesterton on a budget, there are loads of popular and free attractions to put on your itinerary. Dune Acres Beach and Coffee Creek Watershed Conservancy Preserve are visitor favourites. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the top motels with connecting rooms in Chesterton?
Round up the crew and head directly to OYO Hotel Portage I-94. This wallet-friendly motel with connecting rooms also has complimentary breakfast and free WiFi, and is conveniently located just 10 kilometres west of downtown Chesterton.There are so many attractions to keep you occupied in Chesterton when you're ready to start exploring. Indiana Dunes State Park and Dune Acres Beach are good options to add to your itinerary.
Are there any family-friendly hotels with connecting rooms in Chesterton?
Many travellers needing a family-friendly hotel with connecting rooms in Chesterton go for Hilton Garden Inn Chesterton. With a 3-star rating and amenities including a laundry service and laundry facilities, you'll get a good night's rest here. Country Inn & Suites by Radisson, Portage, IN is a 3-star stay that also has connecting rooms. A playground and a nearby beach help make it an ideal base for your Chesterton getaway. After checking in and chilling together in your new digs, it's time to start exploring. Portage Lakefront Beach and West Beach are among the family-friendly attractions in Chesterton.
Why book your hotel with connecting rooms in Chesterton with Expedia?
Booking a hotel with connecting rooms in Chesterton is as easy as deciding on your travel dates and picking the option suited to your needs. Chasing something low cost or luxurious, or a stay that also has a kitchen? Use Expedia's search filters to narrow your results even further and find the perfect pad.
How can I find cheap hotels with connecting rooms in Chesterton?
Expedia can help you easily locate cheap hotels with connecting rooms in Chesterton. To reserve your perfect stay in just a few clicks, simply use the filter tool to refine your search results by amenities, star rating and budget.
What is there to do in Chesterton near my hotel with connecting rooms?
Whatever you love to do, Chesterton has loads to keep you going. Indiana Dunes State Park, Dune Acres Beach and Coffee Creek Watershed Conservancy Preserve are on many visitors' sightseeing itineraries. You shouldn't miss Lustron House, Cowles Bog Trailhead and Chellberg Farm either. With Expedia's Chesterton hotel deals, you'll be able to see even more wonderful attractions like these with the money you save.