A wooden staircase ascending a sandy hill with sparse vegetation.

Find Hotels with Bar in Chesterton, IN from CA $119

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Check availability on Chesterton Hotels with Bar

This weekend
Jul 31 - Aug 2
Next weekend
Aug 7 - Aug 9

Our top choices for Chesterton hotels with a bar

Lobby

1. Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,012 reviews)
"Great place to stay"
United States
Lynette
The price is CA $220
CA $246 total
includes taxes & fees
Aug 17 - Aug 18
Hilton Garden Inn Chesterton
Property entrance

2. Spring House Inn

Spring House Inn
2.5 star property
Chesterton
9.0 out of 10, Wonderful, (1,000 reviews)
"A wonderful place and really great price."
United States
Gail
The price is CA $182
CA $211 total
includes taxes & fees
Aug 30 - Aug 31
Spring House Inn
Exterior

3. Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa
3.5 star property
Michigan City
8.4 out of 10, Very good, (2,222 reviews)
"Great place to stay!"
United States
Matthew
The price is CA $135
CA $175 total
includes taxes & fees
Aug 9 - Aug 10
Blue Chip Casino Hotel and Spa
Children's pool

4. Rodeway Inn

Rodeway Inn
2.5 star property
Portage
7.0 out of 10, Good, (831 reviews)
"The property was under renovation, but setting that aside, the room we had was freshly renovated and was very comfortable. The staff was very helpful."
United States
Kevin
The price is CA $143
CA $160 total
includes taxes & fees
Aug 30 - Aug 31
Rodeway Inn
Lobby

5. Comfort Inn & Suites Michigan City South

Comfort Inn & Suites Michigan City South
2.5 star property
Michigan City
5.2 out of 10, (509 reviews)
"Nice place very comfortable staff was nice"
United States
Donald L
The price is CA $106
CA $119 total
includes taxes & fees
Aug 16 - Aug 17
Comfort Inn & Suites Michigan City South
Front of property

6. The Brewery Lodge Hotel

The Brewery Lodge Hotel
3.5 star property
Michigan City
9.0 out of 10, Wonderful, (877 reviews)
"enjoyed our stay"
United States
Benjamin
The price is CA $176
CA $236 total
includes taxes & fees
Aug 18 - Aug 19
The Brewery Lodge Hotel
Lobby

7. Hilton Garden Inn Merrillville

Hilton Garden Inn Merrillville
3.0 star property
Green Acres
8.4 out of 10, Very good, (1,001 reviews)
"Always a wonderful stay at this property,"
United States
Pamela
The price is CA $172
CA $192 total
includes taxes & fees
Aug 23 - Aug 24
Hilton Garden Inn Merrillville
View from property

8. The Blue Heron Inn

The Blue Heron Inn
3.0 star property
La Porte
9.0 out of 10, Wonderful, (616 reviews)
"Great hotel"
United States
Rusty
The price is CA $182
CA $204 total
includes taxes & fees
Aug 10 - Aug 11
The Blue Heron Inn
Indoor pool, seasonal outdoor pool, sun loungers

9. Pine Lake Resort and Banquets

Pine Lake Resort and Banquets
2.5 star property
La Porte
6.8 out of 10, (717 reviews)
"Room was clean beds was comfortable pool was great kool get a way for a family"
United States
Carlos
The price is CA $139
CA $159 total
includes taxes & fees
Aug 3 - Aug 4
Pine Lake Resort and Banquets
Gift shop

10. Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo
3.5 star property
New Buffalo
9.4 out of 10, Exceptional, (2,079 reviews)
"Hotel and staff were great."
United States
Angelo
The price is CA $125
CA $145 total
includes taxes & fees
Aug 11 - Aug 12
Four Winds Casino Resort – 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.
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Top Chesterton Hotel Reviews

Spring House Inn

Spring House Inn

10/10 Excellent
"They came in so clutch for us! We were staying at another local place when the power went out and left us with no electricity or running water. They let us check in early and welcomed us with a hot breakfast... We were so relieved! The kids loved the pool- charming little place. We'll be back!"
Megan 1-night trip
Posted 17 hours ago
Spring House Inn

Frequently asked questions

Searching for hotels with bars in Chesterton?
Chesterton features 64 hotels and other lodging options to choose from, and likely many will have a bar where you can enjoy a beer after a day out and about exploring. While you're here, consider a visit to Indiana Dunes National Park and Lake Michigan.
What are the best hotels with bars in Chesterton?
Here are some of the top Chesterton properties with bars: Spring House Inn: Enjoy the bar, free breakfast, and free WiFi. Hilton Garden Inn Chesterton: Hotel with restaurant. Enjoy the bar, free parking, and breakfast.
What is there to do in Chesterton?
Delight in the outdoors by visiting Indiana Dunes National Park and Lake Michigan, then check out the local bars and enjoy a refreshing drink. Other places to see include Indiana Dunes State Park. Chesterton is appreciated for its shops and restaurants.
When is the best time to visit Chesterton?
Visiting local bars in Chesterton is better when you know what the weather holds. These temperatures and rainfall averages can help you determine the best time for bar hopping. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Chesterton are January, December, November, and February, with each month seeing an average of 6 inches of snowfall.
How can I get to Chesterton and around the area?
You might want to make the most of these transportation options in and around Chesterton: Fly into Chicago Midway Airport (MDW), which is located 37 mi (59.6 km) away from the city center. Otherwise, you can search for flights to Chicago O'Hare Intl. Airport (ORD), which is 50.2 mi (80.7 km) away. If you'd like to explore around the area, you may want a rental car for your journey.

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