Find Romantic Hotels in Chesterton, IN

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Check availability on Chesterton Romantic Hotels

Top Chesterton Romantic Hotels

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

Four Winds Casino Resort – New Buffalo

3.5 star property
9.4 out of 10, Exceptional, (1544)
"Such a great time the hotel was wonderful "
The price is ₩139,699
₩162,057 total
includes taxes & fees
Nov 3 - Nov 4
Four Winds Casino Resort – New Buffalo
Ameristar Casino Hotel East Chicago
Lobby

Ameristar Casino Hotel East Chicago

4.0 star property
8.4 out of 10, Very Good, (1013)
"Nice rooms with food options on site. "
The price is ₩149,511
₩181,680 total
includes taxes & fees
Oct 13 - Oct 14
Ameristar Casino Hotel East Chicago
The Brewery Lodge Hotel
Front of property

The Brewery Lodge Hotel

3.5 star property
9.0 out of 10, Wonderful, (765)
"Loved staying here! Such a beautiful getaway location. Cozy lodging, great bar, and delicious food."
The price is ₩178,149
₩235,139 total
includes taxes & fees
Oct 13 - Oct 14
The Brewery Lodge Hotel
Blue Chip Casino Hotel and Spa
Exterior

Blue Chip Casino Hotel and Spa

3.5 star property
8.2 out of 10, Very Good, (1761)
"Excellent hotel to stay in. "
The price is ₩128,591
₩164,741 total
includes taxes & fees
Oct 28 - Oct 29
Blue Chip Casino Hotel and Spa
Rodeway Inn
Children's pool

Rodeway Inn

2.5 star property
7.0 out of 10, Good, (778)
"It was clean and you can see that they are trying very hard to update the hotel. Convenient for location and price"
The price is ₩78,665
₩88,105 total
includes taxes & fees
Nov 9 - Nov 10
Rodeway Inn
Pine Lake Resort and Banquets
Indoor pool, seasonal outdoor pool, sun loungers

Pine Lake Resort and Banquets

2.5 star property
6.8 out of 10, (549)
"The staff was very friendly and checking in was great"
The price is ₩126,740
₩145,751 total
includes taxes & fees
Oct 12 - Oct 13
Pine Lake Resort and Banquets
Home2 Suites by Hilton Merrillville
Terrace/patio

Home2 Suites by Hilton Merrillville

3.0 star property
9.0 out of 10, Wonderful, (988)
"The rooms are very spacious, it’s in a great location. The staff are very friendly and we would definitely stay here again."
The price is ₩156,475
₩175,252 total
includes taxes & fees
Nov 9 - Nov 10
Home2 Suites by Hilton Merrillville
Michigan City Inn
Interior entrance

Michigan City Inn

4.6 out of 10, (1000)
"Smells "
The price is ₩135,285
₩151,520 total
includes taxes & fees
Oct 10 - Oct 11
Michigan City Inn
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

Waterbird Lakeside Inn

Waterbird Lakeside Inn

10/10 Excellent
"Very cozxy and clean we love the views "
Margarita 1-night trip
Posted 2 days ago
Waterbird Lakeside Inn

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Frequently asked questions

Searching for romantic hotels in Chesterton?
Are you looking for a romantic vacation? Our guests also enjoy Chesterton for its shopping, restaurants, and beaches. If you'd like to explore some of the area's notable sights, you might make a stop by Indiana Dunes National Park, Lake Michigan, or Lustron House. If you'd like to stay close to a certain attraction, you can sort properties by neighborhood or distance to top sights, so you'll be able to see everything on your list.
When is the best time of year for a romantic getaway to Chesterton?
If you're looking forward to lots of outings with your partner, check out these details about year-round temperatures in Chesterton: 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.
What is there to do in Chesterton?
There's nothing better than wandering around a new place with your sweetheart, so consider taking time to discover all that Chesterton has to offer. Couples looking for a little of everything will enjoy Chesterton for its beaches, lakeside setting, and restaurants. Indiana Dunes National Park, Lake Michigan, and Lustron House are worth a stop when you're out and about.
What's the best way to get to Chesterton and around town during my romantic getaway?
These transportation options in Chesterton might help your romantic trip get off to a smooth start: To get to Chesterton, you can fly into Chicago Midway Airport (MDW), which is the closest major airport, located 37 mi (59.6 km) from the city center. If you'd like to explore around the area, you may want a rental car for your journey.