A wooden staircase ascending a sandy hill with sparse vegetation.

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Check availability on Chesterton Hotels with Bars

Tonight
Sep 26 - Sep 27
Tomorrow
Sep 27 - Sep 28
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

Our top choices for Chesterton hotels with a bar

A brick building with a balcony and green shutters, surrounded by trees.
A spacious room with wooden floors, a large chandelier, and a cozy seating area with sofas and chairs.
A spacious dining area with high ceilings and large windows, featuring wooden tables and chairs.
A pool area with a round table and chairs, a tiled floor, and large windows.

1. Spring House Inn

Spring House Inn
Chesterton
United States
Cynthia
NT$2,596
NT$3,066 total
includes taxes & fees
Oct 4 - Oct 5
Spring House Inn
A spacious lobby with high ceilings, modern lighting fixtures, and potted plants.
A modern reception area with a wooden reception desk, a small seating area, and a snack bar with various packaged goods.
A spacious lobby with a stone fireplace, comfortable seating, and large windows offering a view of the outdoors.
A hotel room with a dining area, a sofa, a TV, and a microwave.

2. Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
Chesterton
United States
Lynette
NT$4,921
NT$5,512 total
includes taxes & fees
Oct 4 - Oct 5
Hilton Garden Inn Chesterton
A modern hotel with a curved entrance and a tall, rectangular building in the background.
A casino interior with gaming tables, chairs, and slot machines.
A restaurant interior with a wooden theme, a counter, and seating areas.
A hotel room with a large bed, two bedside tables, a chair, a bench, and a large window offering a city view.

3. Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa
Michigan City
United States
Shedric
NT$3,310
NT$4,241 total
includes taxes & fees
Oct 11 - Oct 12
Blue Chip Casino Hotel and Spa
A reception area with a stone wall, a clock, and two reception desks.
A large indoor swimming pool with tiled flooring, a pool ladder, and several seating areas with chairs and tables.
A hotel room with two beds, a desk, a chair, and a window with curtains.
A hotel with a prominent Comfort Inn & Suites sign, featuring a modern architectural design with beige and brown tones, and a landscaped entrance area.

4. Comfort Inn & Suites Michigan City South

Comfort Inn & Suites Michigan City South
Michigan City
United States
Marko
NT$2,312
NT$2,589 total
includes taxes & fees
Oct 11 - Oct 12
Comfort Inn & Suites Michigan City South
A two-story brick house with a gabled roof, surrounded by a well-maintained garden with various plants and a lawn.
A cozy room with a brick fireplace, leather armchairs, and a wooden table.
A bedroom with a wooden headboard, two bedside tables with lamps, a bed with a grey quilt, and a wooden desk with a magazine.
A hotel room with a grey sofa, a bed with a wooden headboard, a small table, and a lamp.

5. The Brewery Lodge Hotel

The Brewery Lodge Hotel
Michigan City
United States
Chad
NT$3,871
NT$5,936 total
includes taxes & fees
Oct 8 - Oct 9
The Brewery Lodge Hotel
A sunset over a calm body of water with boats, a dock, and a distant shoreline.
A waterfront restaurant with outdoor seating, a covered deck, and a view of the water.
A spacious room with a large bed, a sitting area with a table and chairs, a fireplace, and a view through a sliding glass door.
A marina with multiple boats docked, calm water, and a clear sky.

6. The Blue Heron Inn

The Blue Heron Inn
La Porte
United States
Elaine
NT$3,461
NT$3,877 total
includes taxes & fees
Sep 28 - Sep 29
The Blue Heron Inn
An indoor swimming pool with clear water, a lifeguard chair, and a pool rule sign.
A lobby with a blue wall, an American flag, a seating area with wooden chairs, and a small garden with plants.
A room with a massage chair, a sofa, and a patterned rug.
A restaurant with multiple tables and chairs, a stone wall with the year '1943' displayed, and a chandelier.

7. Pine Lake Resort and Banquets

Pine Lake Resort and Banquets
La Porte
United States
Nicole
NT$2,672
NT$3,073 total
includes taxes & fees
Sep 27 - Sep 28
Pine Lake Resort and Banquets
A spacious lobby with high ceilings, a central seating area, and a food kiosk.
A hotel with a clear entrance, a sign reading "Hilton Garden Inn," and a parking lot.
A modern hotel reception area with a wooden reception desk, a digital check-in station, and a minibar.
A modern kitchen with a bar area, equipped with a coffee machine, a digital scale, and a wine cooler.

8. Hilton Garden Inn Merrillville

Hilton Garden Inn Merrillville
Green Acres
United States
Judith
NT$4,411
NT$4,940 total
includes taxes & fees
Oct 11 - Oct 12
Hilton Garden Inn Merrillville
A spacious atrium with a stone and wood interior, a sign reading "White Birch Market," and a seating area with chairs.
The interior of the Four Winds Hotel with a prominent 'Will Call' sign and a large illuminated sign reading 'Alcar Center'.
A hotel with a large parking lot, a central courtyard, and a building with a distinctive curved roof.
A hotel with a swimming pool, outdoor seating, and a large building with multiple windows.

9. Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo
New Buffalo
United States
Rickie
NT$2,829
NT$3,282 total
includes taxes & fees
Sep 29 - Sep 30
Four Winds Casino Resort – New Buffalo
A modern lobby with a sofa, coffee table, and a fireplace.
A modern hotel lobby with a coffee station, seating area, and a reception desk.
A bar area with a counter, multiple TVs, and a seating area with chairs and tables.
A multi-story hotel with a prominent 'AMERISTAR' sign, featuring a modern architectural design with large windows and a flat roof.

10. Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago
East Chicago
United States
WENLIN
NT$3,769
NT$4,602 total
includes taxes & fees
Oct 6 - Oct 7
Ameristar Casino Hotel East Chicago
View all properties

Top Chesterton Hotel Reviews

Holiday Inn Express & Suites New Buffalo by IHG

Holiday Inn Express & Suites New Buffalo by IHG

10/10 Excellent
"A good choice if you are hanging out by the casino."
Brent 1-night trip
Posted 8 hours ago
Holiday Inn Express & Suites New Buffalo by IHG
Spring House Inn

Spring House Inn

8/10 Good
"Overall nice stay. Large room with great view at back forest. Price a little high as room and hotel a little worn. Great location for Indiana Dunes NP exploration."
Mark 1-night trip
Posted 17 hours ago
Spring House Inn
Fairfield Inn and Suites By Marriott Merrillville

Fairfield Inn and Suites By Marriott Merrillville

8/10 Good
"Everything was fine, but the hotel is showing some age and needs some improvements."
annie 1-night trip
Posted 1 day ago
Fairfield Inn and Suites By Marriott Merrillville

Frequently asked questions

Searching for hotels with bars in Chesterton?
Chesterton features 62 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 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 Lake Michigan, then check out the local bars and enjoy a refreshing drink. Other places to see include Indiana Dunes Visitor Center and Bailly Homestead - American Indians and Fur Traders. 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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