Compare Hotels with Shopping in Chesterton
Secret Bargains - Save an extra 10% or more on select Hotels with Shopping
Get more for your budget and save up to 50% off select Secret Bargain hotels
Get even more value with CheapTickets Price Guarantee!
Change your flight without a fee on select flights
Featured Chesterton Hotels with Shopping
Waterbird Lakeside Inn
556 Indian Boundary Road Chesterton IN
$120 nightly
The price is $134 total per night
$134 total
Jun 18 - Jun 19
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
When you stay at Waterbird Lakeside Inn in Chesterton, you'll be on a lake, within a 5-minute drive of Indiana Dunes National Park and Indiana Dunes State Park.
Parking included
Free WiFi
Best Western Indian Oak
558 Indian Boundary Road Chesterton IN
$140 nightly
The price is $157 total per night
$157 total
Jun 18 - Jun 19
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
When you stay at Best Western Indian Oak in Chesterton, you'll be on the waterfront, within a 5-minute drive of Indiana Dunes National Park and Indiana Dunes State Park.
Pool
Breakfast included
Fairbridge Inn Express Chesterton
713 Plaza Dr. Chesterton IN
$100 nightly
The price is $112 total per night
$112 total
Jun 18 - Jun 19
Total with taxes and fees
Free Cancellation
Reserve now, pay when you stay
With a stay at Fairbridge Inn Express Chesterton, you'll be centrally located in Chesterton, within a 5-minute drive of Indiana Dunes National Park and Indiana Dunes State Park.
Pet friendly
Parking included
Hilton Garden Inn Chesterton
501 Gateway Boulevard Chesterton IN
$149 nightly
The price is $166 total per night
$166 total
Jun 29 - Jun 30
Total with taxes and fees
When you stay at Hilton Garden Inn Chesterton in Chesterton, you'll be in the business district, within a 10-minute drive of Indiana Dunes National Park and Indiana Dunes State Park.
Pool
Pet friendly
Quality Inn Chesterton near Indiana Dunes National Park I-94
418 Council Road Chesterton IN
$106 nightly
The price is $119 total per night
$119 total
Jul 16 - Jul 17
Total with taxes and fees
Free Cancellation
With a stay at Quality Inn Chesterton near Indiana Dunes National Park I-94, you'll be centrally located in Chesterton, a 3-minute drive from Indiana Dunes National Park and 7 minutes from Lake Michigan.
Breakfast included
Parking included
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.
Chesterton hotels essential information
Accommodation | 1,458 hotels |
|---|---|
Lowest Price | $112 |
Highest Price | $166 |
Popular hotels | Waterbird Lakeside Inn, Best Western Indian Oak, Fairbridge Inn Express Chesterton, Hilton Garden Inn Chesterton, Quality Inn Chesterton near Indiana Dunes National Park I-94 |
Most Recent Chesterton Hotel Reviews
Four Winds Casino Resort – New Buffalo
5 out of 5
Posted 1 hour ago
CheapTickets Verified Review
"Beautiful, clean, a lot to do, and friendly staff!"
A verified traveler stayed at Four Winds Casino Resort – New Buffalo
More to Explore in Chesterton
Top Picks
- Hotels with Free Breakfast in Portage
- 5 Star Hotels in Chesterton
- Porter Hotels
- Hotels with an Indoor Pool in Valparaiso
- Hotels on the Lake in Valparaiso
- Vacation Rentals in Beverly Shores
- Beach Resorts & in Michigan City
- Hotels with Restaurants in Portage
- 3 Star Hotels in Beverly Shores
- Hotels near Indiana Dunes State Park
- Motels in Beverly Shores
- Spa Resorts & in Hobart
- 5 Star Hotels in Beverly Shores
- Cabin Rentals in Chesterton
- 4 Star Hotels in Chesterton
- Hotels near Indiana Dunes National Park
- 5 Star Hotels in Michigan City
- Cottages in Portage
- Historic Hotels in Portage
- 5 Star Hotels in Valparaiso
- Hotels on the Lake in Portage
- Portage Hotels
- Westville Hotels
- Hotels with Air Conditioning in Chesterton
- Hotels with Air Conditioning in Portage
- Hotels with Shopping in Valparaiso
- Kid Friendly Hotels in Portage
- Hotels with Pools in Michigan City
- Hotels with Bars in Chesterton
- 4 Star Hotels in Portage
- 3 Star Hotels in Portage
- Hotels with Bars in Portage
- Hotels with Pools in Chesterton
- Winery Hotels in Michigan City
- Farmstay in Valparaiso
- Condo Rentals in Beverly Shores
- 3 Star Hotels in Miller Beach
- Hotels with a Gym in Michigan City
- Cabin Rentals in Beverly Shores
- Historic Hotels in Valparaiso
- Rv Parks in Portage
- Hotels with Balconies in Michigan City
- 4 Star Hotels in Miller Beach
- Best Western Hotels in Portage
- Hotels with Hot Tubs in Chesterton
- Hotels with WiFi in Portage
- Hotels with Hot Tubs in Valparaiso
- Hotels with Pools in Beverly Shores
- Hotels with Free Breakfast in Chesterton
- Best Western Hotels in Chesterton
- Hotels on the Lake in Chesterton
- Luxury Hotels in Chesterton
- Hotels with Balconies in Chesterton
- Inns in Beverly Shores
- Golf Resorts & in Michigan City
- Business Hotels in Valparaiso
- Flights from Detroit to Valparaiso
- Flights from Lexington to Valparaiso
- Flights from Asheville to Valparaiso
- Flights from Chattanooga to Valparaiso
- Flights from Springfield to Michigan City
- Flights from Portage
- Flights from Springfield to Valparaiso
- Flights from Rochester to Valparaiso
- Flights from Lake Station
- Flights from Melbourne to Valparaiso
- Flights from De Smet to Valparaiso
- Flights from Sioux City to Valparaiso
- Flights to Portage
- Flights from Tupelo to Valparaiso
- Flights from Memphis to Valparaiso
- Flights from Columbus to Valparaiso
- Flights from Toledo to Valparaiso
- Flights from Harrisburg - Hershey to Michigan City
- Flights from Bentonville - Fayetteville to Michigan City
- Flights from Cadillac to Michigan City
- Flights from Nashville to Valparaiso
- Flights from Beverly Shores
- Flights from Chesterton
- Flights from Kansas City to Valparaiso
- Flights from Jonesboro to Valparaiso
- Flights from Minneapolis - St. Paul to Michigan City
- Flights from Memphis to Michigan City
- Flights from Minneapolis - St. Paul to Valparaiso
- Flights from Jacksonville to Michigan City
- Flights from Houston to Michigan City
- Flights from Columbia to Valparaiso
- Flights from Cleveland to Valparaiso
- Flights from Porter
- Flights to Chesterton
- Flights from Rochester to Valparaiso
- Flights from Madison to Michigan City
- Flights from Tulsa to Michigan City