A wooden staircase ascending a sandy hill with sparse vegetation.

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Check availability on Chesterton Family Hotels

Tonight
9 Aug - 10 Aug
Tomorrow
10 Aug - 11 Aug
Next weekend
14 Aug - 16 Aug
In two weeks
21 Aug - 23 Aug

Our top choices for Chesterton family-friendly hotels

Lobby
Lobby
One king bed junior suite | Desk, laptop workspace, blackout drapes, soundproofing
Bar (on property)

1. Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
Chesterton
  • Discover a waterside haven for family adventure with an indoor pool and easy access to Indiana Dunes parks.
AED 557
AED 624 total
includes taxes & fees
31 Aug - 1 Sep
Hilton Garden Inn Chesterton
Lobby
Standard Room, 1 King Bed, Accessible, Non Smoking (Accessible Tub) | Down comforters, desk, laptop workspace, blackout drapes
Standard Room, 1 King Bed, Non Smoking | Down comforters, desk, laptop workspace, blackout drapes
Standard Room, 2 Queen Beds, Non Smoking | Down comforters, desk, laptop workspace, blackout drapes

2. Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94
Chesterton
  • Experience family adventures near Indiana Dunes, where comfortable beds and nature trails create lasting memories.
AED 332
AED 372 total
includes taxes & fees
9 Sep - 10 Sep
Quality Inn Chesterton near Indiana Dunes National Park I-94
Restaurant
Standard Room, 2 Double Beds | 1 bedroom, premium bedding, desk, iron/ironing board
Towels
Reception

3. Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
Chesterton
  • Family-friendly lodging near Indiana Dunes offers premium TV, free parking, and refrigerators for convenient adventures.
AED 331
AED 370 total
includes taxes & fees
23 Aug - 24 Aug
Fairbridge Inn Express Chesterton
Lobby
Desk, iron/ironing board, cribs (surcharge), rollaway beds (surcharge)
Exterior
Indoor pool

4. Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes
Chesterton
  • Family-friendly fun steps from Indiana Dunes National Park, with an indoor pool, hot tub, and complimentary breakfast for all.
AED 411
AED 460 total
includes taxes & fees
30 Aug - 31 Aug
Comfort Inn & Suites Porter near Indiana Dunes
Indoor pool
Lobby
Room, 1 King Bed, Non Smoking | Tempur-Pedic beds, desk, blackout drapes, iron/ironing board
Exterior

5. Country Inn & Suites by Radisson, Portage, IN

Country Inn & Suites by Radisson, Portage, IN
Portage
  • Family-friendly hotel brings smiles to children's faces with an indoor pool, playground, and game room near Indiana Dunes National Park.
AED 549
AED 615 total
includes taxes & fees
23 Aug - 24 Aug
Country Inn & Suites by Radisson, Portage, IN
WiFi (free)
Reception
Gift shop

6. Home2 Suites by Hilton Michigan City

Home2 Suites by Hilton Michigan City
Michigan City
AED 509
AED 570 total
includes taxes & fees
30 Aug - 31 Aug
Home2 Suites by Hilton Michigan City
Lobby
Lobby
Free daily continental breakfast
Standard Room, 2 Queen Beds, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board

7. Best Western University Inn At Valparaiso

Best Western University Inn At Valparaiso
Valparaiso
  • Experience family-friendly magic at this Valparaiso hotel with free activities, cribs, and premium TV channels for all ages.
AED 386
AED 432 total
includes taxes & fees
6 Sep - 7 Sep
Best Western University Inn At Valparaiso
Exterior
Free daily buffet breakfast
Suite, 1 King Bed, Non Smoking, Jetted Tub | Desk, blackout drapes, iron/ironing board, cribs (free)
Lobby

8. Country Inn & Suites by Radisson, Michigan City, IN

Country Inn & Suites by Radisson, Michigan City, IN
Michigan City
  • Family-friendly adventure awaits at this inviting Michigan City hotel, with an indoor pool, hot tub, and easy access to beach fun.
AED 443
AED 497 total
includes taxes & fees
31 Aug - 1 Sep
Country Inn & Suites by Radisson, Michigan City, IN
Lobby
WiFi (free), bed sheets
Property amenity
Lobby

9. Econo Lodge Portage

Econo Lodge Portage
Portage
AED 194
AED 217 total
includes taxes & fees
7 Sep - 8 Sep
Econo Lodge Portage
Premium bedding, desk, blackout drapes, iron/ironing board
Point of interest
Reception
Point of interest

10. Quality Inn Michigan City South

Quality Inn Michigan City South
Michigan City
  • Discover family memories at this Michigan City hotel, near Indiana Dunes with an indoor pool for year-round aquatic fun.
AED 294
AED 330 total
includes taxes & fees
23 Aug - 24 Aug
Quality Inn Michigan City South
View all properties

Choose what matters most at family-friendly hotels in Chesterton

Breakfast included
Pool
All-inclusive
4 stars
5 stars

Top Chesterton Hotel Reviews

Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94

10/10 Excellent
"Building is small and old, but the rooms and lobby are updated and bed was very comfortable. Can be a little loud because the upper level has a balcony to the lower level, the noise travels. Did not take advantage of the continental breakfast"
Julie 1-night trip
Posted 1 hour ago
Quality Inn Chesterton near Indiana Dunes National Park I-94
Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton

10/10 Excellent
"Staff was helpful and very friendly! It was what was needed for our trip… nothing fancy"
Amanda 1-night trip
Posted 1 hour ago
Fairbridge Inn Express Chesterton
Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa

10/10 Excellent
"Nice property"
Adam 1-night trip
Posted 19 hours ago
Blue Chip Casino Hotel and Spa
Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

8/10 Good
"Great location and clean"
Mark 1-night trip
Posted 2 days ago
Quality Inn Near Interstate I94

Frequently asked questions

What's Chesterton like for family-friendly vacations?
The relaxing destination of Chesterton is a great choice if you've been considering a vacation with the kids. The beaches, lake views, and coffee shops are just some of the things that make this an attractive family vacation spot. Take to the air and fly into Chicago Midway Airport (MDW), which is located 37 mi (59.6 km) from the city center.
What's the best place to stay for a family vacation in Chesterton?
Comfort Inn & Suites Porter near Indiana Dunes is a hotel with an indoor pool and free parking, and it's a top choice on Expedia for families. Other good choices for your kid-friendly vacation include Best Western Indian Oak and Hilton Garden Inn Chesterton.
How many hotels that welcome families can I expect to find in Chesterton?
Expedia has 5 family-friendly hotels and other accommodations in Chesterton.
When's the best time to book a family-friendly vacation 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's there to see and do with your family in Chesterton?
While you are visiting Chesterton, you might want to round up the kiddos and make time to see interesting attractions such as Indiana Dunes National Park and Indiana Dunes Visitor Center. Make sure you have plenty of time to take in the area's activities like Lake Michigan and Indiana Dunes State Park.