A wooden staircase ascending a sandy hill with sparse vegetation.

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Check availability on Chesterton Family Hotels

Tonight
6 Aug - 7 Aug
Tomorrow
7 Aug - 8 Aug
This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

Our top choices for Chesterton family-friendly hotels

Lobby
One king bed junior suite | Desk, laptop workspace, blackout drapes, soundproofing
Lobby
Fitness facility

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 563
AED 631 total
includes taxes & fees
31 Aug - 1 Sep
Hilton Garden Inn Chesterton
Lobby
Standard Room, 2 Queen Beds, Non Smoking | Down comforters, desk, laptop workspace, blackout drapes
Standard Room, 1 King Bed, Accessible, Non Smoking (Accessible Tub) | Down comforters, desk, laptop workspace, blackout drapes
Lobby

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 353
AED 395 total
includes taxes & fees
3 Sep - 4 Sep
Quality Inn Chesterton near Indiana Dunes National Park I-94
Lobby
Desk, iron/ironing board, cribs (surcharge), rollaway beds (surcharge)
Exterior
Free daily continental breakfast

3. 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 410
AED 460 total
includes taxes & fees
30 Aug - 31 Aug
Comfort Inn & Suites Porter near Indiana Dunes
Restaurant
Towels
Standard Room, 2 Double Beds | 1 bedroom, premium bedding, desk, iron/ironing board
Reception

4. 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
20 Aug - 21 Aug
Fairbridge Inn Express Chesterton
Indoor pool
Lobby
Room, 1 King Bed, Non Smoking | Tempur-Pedic beds, desk, blackout drapes, iron/ironing board
Free buffet breakfast

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 498
AED 558 total
includes taxes & fees
9 Aug - 10 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
Property amenity
WiFi (free), bed sheets
Lobby

7. Econo Lodge Portage

Econo Lodge Portage
Portage
AED 184
AED 206 total
includes taxes & fees
2 Sep - 3 Sep
Econo Lodge Portage
Exterior
Suite, 1 King Bed, Non Smoking, Jetted Tub | Desk, blackout drapes, iron/ironing board, cribs (free)
Lobby
Studio Suite, 1 King Bed with Sofa bed, Non Smoking | Desk, blackout drapes, iron/ironing board, cribs (free)

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
Lobby
Standard Room, 2 Queen Beds, Non Smoking | Desk, laptop workspace, blackout drapes, iron/ironing board
Exterior

9. 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
Premium bedding, desk, blackout drapes, iron/ironing board
Reception
Point of interest
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

Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago

10/10 Excellent
"Ok"
Aaron 1-night trip
Posted 1 hour ago
Ameristar Casino Hotel East Chicago
Waterbird Lakeside Inn

Waterbird Lakeside Inn

10/10 Excellent
"It was a very clean room and the balcony was really nice to sat out on. There was some turtles and ducks on the lake. Would definitely come back."
Vikki 1-night trip
Posted 8 hours ago
Waterbird Lakeside Inn
Microtel Inn & Suites by Wyndham Michigan City

Microtel Inn & Suites by Wyndham Michigan City

8/10 Good
"The hotel and staff were great. Cleaning staff need to notify maintenance when there are issues with the showers or slow running drains."
JoAnn 2-night trip
Posted 9 hours ago
Microtel Inn & Suites by Wyndham Michigan City
Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton

10/10 Excellent
"Nice as it always is!"
Sylvia 1-night trip
Posted 3 days ago
Fairbridge Inn Express Chesterton
Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes

8/10 Good
"Convenient location as very close to the National Park entrance and the highway, but nothing else near it. Not walkable, no dining, shopping etc…"
Derek 1-night trip
Posted 3 days ago
Comfort Inn & Suites Porter near Indiana Dunes
Best Western Indian Oak

Best Western Indian Oak

8/10 Good
"The accommodations were adequate. The decorations in the room could be updated."
Geraldine 1-night trip
Posted 4 days ago
Best Western Indian Oak

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.