A wooden staircase ascending a sandy hill with sparse vegetation.

Find hotels in Chesterton, IN from $59

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Our top choices for Chesterton hotels

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 swimming pool, outdoor seating, and a large building with multiple windows.
An outdoor patio area with wicker furniture, a pergola structure, and hanging lamps.

1. Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo
New Buffalo
Guest highlights
  • Great entertainment at the pool area
  • Excellent team from check-in onwards
  • Delicious food options for dinner
$109 nightly
$115 total
Sep 29 - Sep 30
Total with taxes and fees
Four Winds Casino Resort – New Buffalo
A modern bathroom with a large mirror, a bathtub, and a sink.
A modern building with a stone facade and a sign for 'Waterbird Lakeside Inn'.
A wooden deck with two white plastic chairs facing a calm lake and forested hills.
A spacious lobby with a staircase, a reception desk, and large windows offering a view of the outside.

2. Waterbird Lakeside Inn

Waterbird Lakeside Inn
Chesterton
Guest highlights
  • Balcony overlooking the lake
  • Beautiful location near nature
  • Safe parking on the property
$95 nightly
$106 total
Oct 26 - Oct 27
Total with taxes and fees
Waterbird Lakeside Inn
A brick building with a balcony and green shutters, surrounded by trees.
A spacious dining area with high ceilings and large windows, featuring wooden tables and chairs.
A spacious room with wooden floors, a large chandelier, and a cozy seating area with sofas and chairs.
A pool area with a round table and chairs, a tiled floor, and large windows.

3. Spring House Inn

Spring House Inn
Chesterton
Guest highlights
  • Patio facing the woods
  • Nice pool area with sauna
  • Free breakfast with good options
$97 nightly
$109 total
Oct 4 - Oct 5
Total with taxes and fees
Spring House Inn
A modern building with large windows and balconies, a wooden deck, and a calm lake.
A wooden deck with a railing overlooking a calm lake at sunset.
A spacious lobby with multiple seating areas, a staircase, and a large window providing natural light.
A hotel room with a large bed, a desk, a chair, a balcony, and a view of the outdoors.

4. Best Western Indian Oak

Best Western Indian Oak
Chesterton
Guest highlights
  • Patio overlooking the lake from room
  • Very clean swimming pool
  • Good breakfast buffet with variety
$110 nightly
$124 total
Oct 5 - Oct 6
Total with taxes and fees
Best Western Indian Oak
A large house surrounded by dense forest with a beach and ocean in the background.
A corner room with two wicker chairs, a small table, and a bay window with a view of trees.
A living room with two wicker chairs, a small table, and a grey sofa.
A bedroom with a bed, a desk, a chair, a TV, and a ceiling fan.

5. Furness Mansion

Furness Mansion
Chesterton
Guest highlights
  • Near Indiana Dunes State Park
  • Handy laundry facilities on site
  • Responsive staff on hand each day
$124 nightly
$139 total
Sep 29 - Sep 30
Total with taxes and fees
Furness Mansion
A modern hotel with a curved entrance and a tall, rectangular building in the background.
A reception area with a dark marble counter, wooden paneling, and framed items on the wall.
A restaurant interior with a wooden theme, a counter, and seating areas.
A casino interior with gaming tables, chairs, and slot machines.

6. Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa
Michigan City
Guest highlights
  • Short walk to the Lakeside restaurant
  • Easy parking for arriving guests
  • Relaxing spa facilities for guests
$125 nightly
$140 total
Sep 28 - Sep 29
Total with taxes and fees
Blue Chip Casino Hotel and Spa
A modern dining area with multiple tables and chairs, a kitchen area with blue cabinets, and a reception desk in the background.
A reception desk with a blue and white striped design, a sign reading "Quality by Choice Hotels," and a digital screen.
A hallway with a vending machine, a trash bin, and a staircase.
A hotel room with a flat-screen TV, a mini-fridge, a microwave, a desk with a chair, and a large window with a view.

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

Quality Inn Chesterton near Indiana Dunes National Park I-94
Chesterton
Guest highlights
  • Excellent breakfast choices available
  • Plenty of on-site parking
$89 nightly
$99 total
Oct 18 - Oct 19
Total with taxes and fees
Quality Inn Chesterton near Indiana Dunes National Park I-94
A spacious lobby with high ceilings, modern lighting fixtures, and potted plants.
A hotel room with a dining area, a sofa, a TV, and a microwave.
A modern bar area with multiple seating options, including bar stools and round tables with chairs.
A spacious lobby with a stone fireplace, comfortable seating, and large windows offering a view of the outdoors.

8. Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
Chesterton
Guest highlights
  • Excellent breakfast to start the day
  • Clean, fresh-smelling rooms
  • Great location near restaurants
$152 nightly
$170 total
Oct 12 - Oct 13
Total with taxes and fees
Hilton Garden Inn Chesterton
A reception area with a counter, a vending machine, and a view of the outside through glass doors.
A hotel with a covered entrance, multiple windows, and a parking lot.
A modern kitchen with a coffee station, a bread display, and a refrigerated display.
An indoor swimming pool with lounge chairs and a jacuzzi area.

9. Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes
Chesterton
Guest highlights
  • Pool and hot tub area
  • Free waffles and breakfast options
  • Convenient parking for guests on-site
$106 nightly
$118 total
Oct 18 - Oct 19
Total with taxes and fees
Comfort Inn & Suites Porter near Indiana Dunes
A hotel with a covered entrance, multiple stories, and a prominent sign.
A modern living room with a sectional sofa, a coffee table, a bookshelf, and a fireplace.
A hotel room with a large bed, a bathroom with a bathtub, a desk with a chair, and a small table with a lamp.
A breakfast bar with a juice dispenser, a Quaker Oatmeal box, and a fruit bowl.

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

Country Inn & Suites by Radisson, Michigan City, IN
Michigan City
Guest highlights
  • Breakfast featuring waffles and sausage
  • Inviting swimming pool
  • Friendly and responsive staff
$110 nightly
$123 total
Oct 11 - Oct 12
Total with taxes and fees
Country Inn & Suites by Radisson, Michigan City, IN
A hotel lobby with a red carpet, a bookshelf with books, a potted plant, a table with chairs, a small table with a vase, and a door with a red mat.
A laundry area with washers and dryers, a trash bin, a red rug, and a dining area with chairs and a table.
A multi-story building with a covered entrance and a parking lot.
A hotel room with two beds, a desk, a chair, a TV, and a window with curtains.

11. Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
Chesterton
Guest highlights
  • Professional and helpful staff on hand
  • Ideal pit stop for the dunes
$84 nightly
$94 total
Oct 2 - Oct 3
Total with taxes and fees
Fairbridge Inn Express Chesterton
A modern hotel room with a large bed, a desk, and a chair.
A hotel reception area with a modern design, including a counter, shelves with snacks, and a sign that reads 'HOME 2 SUITES BY HILTON'.
A modern hotel reception area with a wooden reception desk, a snack display, and a sign that reads "HOME 2 SUITES BY HILTON."

12. Home2 Suites by Hilton Michigan City

Home2 Suites by Hilton Michigan City
Michigan City
$139 nightly
$155 total
Oct 4 - Oct 5
Total with taxes and fees
Home2 Suites by Hilton Michigan City
A multi-story hotel with a covered entrance and a brick facade.
A hotel lobby with a reception desk, a sofa, striped armchairs, and a small ottoman.
A hotel lobby with striped armchairs, a sofa, a dining area, and a kitchenette.
A hotel room with a large bed, a bench by the window, a bedside table with a phone, and a mirror above the bed.

13. Microtel Inn & Suites by Wyndham Michigan City

Microtel Inn & Suites by Wyndham Michigan City
Michigan City
Guest highlights
  • Ample on-site parking space
  • Hearty morning breakfast selection
$71 nightly
$80 total
Oct 1 - Oct 2
Total with taxes and fees
Microtel Inn & Suites by Wyndham Michigan City
A modern hotel lobby with seating areas, a coffee station, and a reception desk.
A large indoor swimming pool with clear water, surrounded by lounge chairs and a tiled floor.
A hotel room with two beds, a desk, a chair, a TV, and a window with a view of a snowy landscape.
A Holiday Inn Express & Suites building with a covered entrance, multiple floors, and a parking lot.

14. Holiday Inn Express & Suites Michigan City by IHG

Holiday Inn Express & Suites Michigan City by IHG
Michigan City
Guest highlights
  • Fresh coffee and tea for guests
  • Complimentary breakfast buffet options
  • Comfy and clean beds
$123 nightly
$138 total
Oct 4 - Oct 5
Total with taxes and fees
Holiday Inn Express & Suites Michigan City by IHG
A multi-story hotel with a covered entrance and stone pillars.
A hotel room with a bed, a sofa, a desk, and a TV.
A modern kitchen with a central island, blue cabinets, and a variety of kitchen appliances.

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

Country Inn & Suites by Radisson, Portage, IN
Portage
Guest highlights
  • Very clean and maintained pool area
  • Delicious breakfast with communal areas
  • Friendly and helpful staff responsiveness
$148 nightly
$166 total
Oct 8 - Oct 9
Total with taxes and fees
Country Inn & Suites by Radisson, Portage, IN
A modern building with stone exterior walls, large windows, and outdoor seating area with chairs and a small tree.
A Hampton Inn & Suites hotel with a modern design, featuring a covered entrance, stone facade, and multiple flags including the American flag and the European Union flag.
A spacious lobby with a high ceiling, a central dining area, and comfortable seating arrangements.
A snack and beverage section with shelves stocked with various products and a refrigerated display.

16. Hampton Inn & Suites Michigan City

Hampton Inn & Suites Michigan City
Michigan City
Guest highlights
  • Short walk to friendly neighborhood
  • Delicious hot breakfast with waffles
  • Safe and accessible parking lot
$130 nightly
$146 total
Oct 18 - Oct 19
Total with taxes and fees
Hampton Inn & Suites Michigan City
A hotel room with a bed, bedside tables, a desk, and a chair.
A sandy beach with a wooden fence leading to the water.
A restaurant with wooden tables and chairs, a counter with a menu, and large windows offering a view of the parking area.
A hotel room with a kitchenette, a flat-screen TV, a microwave, and a wooden cabinet.

17. Quality Inn Michigan City South

Quality Inn Michigan City South
Michigan City
Guest highlights
  • Breakfast with good options
  • Sparkling clean rooms throughout
  • Easy parking for arriving guests
$75 nightly
$84 total
Oct 1 - Oct 2
Total with taxes and fees
Quality Inn Michigan City South
A hotel room with a bed, a desk with a flat-screen TV, a chair, a small table, and a lamp.
A hotel hallway with carpeted floors, white walls, and doors on both sides.
A Hampton Inn by Hilton hotel with a stone facade and a modern design.
A hotel reception area with a modern design, featuring a reception desk with a wooden accent, a 'Welcome to the Hoosier State' sign, and a 'Hilton Honors' sign.

18. Hampton Inn Portage

Hampton Inn Portage
Portage
Guest highlights
  • Peaceful setting for a restful stay
  • Fresh breakfast to start the day
  • Friendly staff on hand each day
$106 nightly
$118 total
Oct 25 - Oct 26
Total with taxes and fees
Hampton Inn Portage
A hotel room with two beds, a TV, a desk, and a kitchenette.
A conference room with multiple tables and chairs, large windows, and a flat-screen TV on the wall.
A compact kitchen with a microwave, coffee maker, and sink, and a dining area with a table and chairs.
A coffee station with two coffee machines and a variety of coffee pods and cups.

19. Holiday Inn Express and Suites Portage by IHG

Holiday Inn Express and Suites Portage by IHG
Portage
Guest highlights
  • Clean and well-maintained pool area
  • Cooked breakfast with great options
$125 nightly
$140 total
Oct 4 - Oct 5
Total with taxes and fees
Holiday Inn Express and Suites Portage by IHG
A two-story house with a front porch, large windows, and a tree in front.
A hot tub in a wooden deck area with a house in the background.
A breakfast table set with plates, cutlery, and a variety of breakfast items including fruit, muffins, and beverages.
A room with a large mirror, two chairs, a table, and a vase with flowers.

20. Valparaiso Inn Bed & Breakfast

Valparaiso Inn Bed & Breakfast
Valparaiso
Valparaiso Inn Bed & Breakfast
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Where to stay in and around Chesterton

Chesterton, Indiana offers a delightful blend of outdoor adventures and scenic beauty. Explore nearby state parks and oak forests, perfect for family outings or romantic getaways. Don't miss the local vines winery, where you can unwind and savor the charming atmosphere, all in close proximity to your stay.
A lighthouse at dusk with a clear sky and a sunset.
A pier extending into the water with a lighthouse at the end.
A sunset over a beach with a pier extending into the water.
A lighthouse on a pier with waves crashing against it.
A lighthouse at sunset with a pier extending into the water.

Michigan City

Michigan City is the ultimate destination for families and nature enthusiasts seeking a memorable trip. With stunning sites like Lake View Beach, the serene Trail Creek, and the beautiful Friendship Botanic Gardens, it offers plenty of outdoor adventures and scenic experiences. Located about 11 miles by car from Chesterton, Michigan City serves as a perfect base for a weekend getaway, making it an excellent choice for your next vacation. Enjoy the blend of relaxation and adventure that awaits you here.

A lighthouse at sunset with a colorful sky and calm water.
A large fallen tree trunk on a beach with grass and sand.
Photo by Lawrence Tellez
A beach with two people walking along the shore during sunset.
A concrete pathway leading to a beach with a clear view of the ocean.
A sandy beach with gentle waves, a distant city skyline, and a few people in the background.

Portage

Plan your stay in Portage, a top-rated choice for family travelers and weekend getaways looking for a blend of adventure and relaxation. With attractions like the stunning Indiana Dunes National Park, the scenic Portage Lakefront Beach, and the inviting Founders' Square Park, you'll find plenty to explore. Located about 6 miles by car from Chesterton, Portage offers easy access to these highlights while providing a relaxed atmosphere for your vacation. It's a smart pick for your hotel booking.

A sandy beach with scattered rocks and calm turquoise waters.
A large, historic building with a clock tower, surrounded by well-maintained gardens and a clear sky.
A large, modern church interior with high ceilings, wooden pews, and a central stained glass window.
A large, modern church interior with a central stained glass window, wooden pews, and a grand piano.
A large, historic building with classical architecture, surrounded by a well-maintained lawn and a sidewalk.

Valparaiso

If you are a family traveler or someone looking for a weekend getaway, look no further than Valparaiso, Indiana, which features beautiful scenery and outdoor adventures. Enjoy exploring the nearby Indiana Dunes National Park, the historic Valparaiso University, and the charming Memorial Opera House. Valparaiso is about a 10-mile drive from Chesterton, making it an easy choice for a relaxing stay. With its diverse attractions, Valparaiso is a smart hotel booking option for your next vacation.

A beach with trees and ocean waves.
A beach with trees and ocean waves.
A sandy beach with scattered rocks and calm turquoise waters.
A beach with trees and a clear view of the ocean.
A forest floor covered with fallen leaves and moss-covered logs.
Photo by Lawrence Tellez

Porter

Immerse yourself in Porter, where family travelers can easily access breathtaking landscapes and outdoor adventures. This charming village in Chesterton is a perfect base for exploring the stunning Indiana Dunes National Park and relaxing at Lake View Beach. Families can enjoy recreational areas and playgrounds while delving into local history at the Bailly Homestead. With its seasonal appeal, especially during summer, Porter is a smart choice for a memorable getaway, blending nature and fun seamlessly.

Burns Harbor

Travelers visiting the area often choose Burns Harbor, especially families and outdoor enthusiasts seeking close proximity to beautiful attractions. With the stunning Indiana Dunes National Park and the sandy shores of Portage Lakefront Beach nearby, there's no shortage of scenic adventure. The historic Bailly Homestead offers a glimpse into the area's rich past, making it a perfect spot for exploration. Located in Chesterton, Burns Harbor serves as an excellent home base for your vacation, ensuring a memorable stay.

Stay near popular attractions in and around Chesterton

Chesterton offers a perfect blend of scenic beauty and outdoor adventure. With stunning beaches, lush national parks, and vibrant urban parks, this charming town invites travelers to explore nature, enjoy family outings, and create unforgettable memories. Embrace the great outdoors in this idyllic destination!
A wooden staircase leading up a sandy hill with dense green forest in the background.
Photo by Susan Ross

Indiana Dunes National Park

9.0/10 (986 reviews)
Experience the best of outdoor adventure at Indiana Dunes National Park, a stunning destination known for its breathtaking scenery and vibrant natural landscapes. Located about 3 miles by car from Chesterton, the park offers easy access to trails and beaches, making it a perfect base for your exploration.
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A wooden staircase leading up a sandy hill with dense green forest in the background.
Photo by Susan Ross

Indiana Dunes State Park

9.0/10 (717 reviews)
Often cited as a favorite among outdoor lovers, Indiana Dunes State Park offers stunning scenery and adventure along the shores of Lake Michigan. Situated within Chesterton, this park is easily accessible for a memorable day out, making it a great base for exploring the area's natural beauty.
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A rocky shoreline with waves crashing against the rocks during sunset.
Photo by Lawrence Tellez

Lake View Beach

8.8/10 (206 reviews)
Ideal for travelers interested in relaxing by the water, Lake View Beach offers a serene escape with its inviting shoreline and beach vibes. Located about 6 miles by car from Chesterton, it's a convenient spot to unwind and enjoy the natural beauty of the area. Staying nearby allows for easy access to this peaceful retreat.
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Seagulls flying over a sandy beach with waves.

Beverly Shores Beach

8.2/10 (119 reviews)
A must-see for beach lovers, Beverly Shores Beach offers a serene escape with beautiful sandy shores and inviting beach vibes. Located about 7 miles from Chesterton, it's an easily accessible destination perfect for a relaxing day by the lake, making it a convenient spot for your vacation plans.
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Lustron House

8.0/10 (9 reviews)
No trip is complete without a visit to Lustron House, a unique historic gem in Chesterton, Indiana. This mid-century marvel showcases innovative design and cultural significance. Conveniently located within Chesterton, it offers easy access to local attractions, making it an ideal base for exploring the area.
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Bailly Homestead - American Indians and Fur Traders

9.0/10 (27 reviews)
An essential stop for history buffs, Bailly Homestead - American Indians and Fur Traders invites visitors to explore the rich cultural heritage of the region. This historic site, located within Chesterton, offers a unique glimpse into the lives of American Indians and fur traders. Staying nearby allows easy access to this captivating experience.
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Portage Lakefront Beach

8.8/10 (78 reviews)
Enjoy the simplicity of Portage Lakefront Beach, a perfect spot for families looking to soak up the sun and enjoy beach vibes. Located about 9 miles by car from Chesterton, this beach offers a relaxing escape with scenic views and easy access, making it a great place to unwind during your vacation.
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Dune Acres Beach

10.0/10 (2 reviews)
Perfectly suited for beach lovers, Dune Acres Beach offers a serene escape with its beautiful shoreline and relaxed atmosphere. Located within Chesterton, this beach promises easy access for visitors, making it a convenient spot to unwind and enjoy the scenic views of Lake Michigan.
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Learn more about Chesterton

Nestled along Lake Michigan's shore, this small town offers scenic trails through Indiana Dunes National Park for hiking and birdwatching. Coffee shops and local restaurants line the historic downtown, while nearby beaches provide perfect spots for summer swimming and sunset views.

See all hotels in Chesterton
A wooden staircase leading up a sandy hill with dense green forest in the background.
Photo by Susan Ross

Top Chesterton Hotel Reviews

Waterbird Lakeside Inn

Waterbird Lakeside Inn

10/10 Excellent
"Nice room, balcony over the water"
Ryan 3-night trip
Posted 12 hours ago
Waterbird Lakeside Inn
Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94

8/10 Good
"The fitness gym was under construction so un available to use but everything else was fine for a couple needing a place to stop to sleep."
vicky 1-night trip
Posted 15 hours ago
Quality Inn Chesterton near Indiana Dunes National Park I-94
Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes

8/10 Good
"Room could have been a little cleaner but everything was good"
Robert 2-night trip
Posted 22 hours ago
Comfort Inn & Suites Porter near Indiana Dunes
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 2 days ago
Spring House Inn
Comfort Inn Hammond I-94

Comfort Inn Hammond I-94

8/10 Good
"Very clean. Good place for a crash and dash we did not get a chance to check out the breakfast as it ended at nine."
Ron 1-night trip
Posted 2 days ago
Comfort Inn Hammond I-94
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 2 days ago
Fairfield Inn and Suites By Marriott Merrillville
Furness Mansion

Furness Mansion

8/10 Good
"Nice place, cozy room. Near a noisy road and railroad - hard to ignore on the deck, but easy to ignore from our room. A part was missing from TV so it wouldn’t work. Help coming ‘soon’ meant 4 hours before a second TV was brought in. Polite but slow response and have seen no sign of the promised discount. But they did ask the maid to bring a box of microwave popcorn for us. Nice to be close to Indiana Dunes."
Andrea 1-night trip
Posted 3 days ago
Furness Mansion
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly

Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly

10/10 Excellent
"The house was no frills, but had everything we needed. The real star of the listing is the amazing view and easy access to the beach. We loved every minute of our stay and are hoping to repeat again next year."
Kelley S. 3-night trip
Posted 11 days ago
Cabin 53 steps from Porter Beach on Lake Michigan: Family & Pet-Friendly
Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton

8/10 Good
"Decent rooms with all the basic amenities. Biggest advantage is its proximity to all the major tourist destinations and convenience stores nearby."
Chandan 2-night trip
Posted 2 weeks ago
Fairbridge Inn Express Chesterton

More cheap stays in Chesterton

Econo Lodge Portage

Econo Lodge Portage

6101 MELTON RD BLDG A Portage IN
$53 nightly
$59 total
Oct 27 - Oct 28
Total with taxes and fees
Econo Lodge Portage
Motel 6 Hammond, IN - Chicago Area

Motel 6 Hammond, IN - Chicago Area

3840 179th St Hammond IN
$62 nightly
$69 total
Oct 4 - Oct 5
Total with taxes and fees
Motel 6 Hammond, IN - Chicago Area
Microtel Inn & Suites by Wyndham Michigan City

Microtel Inn & Suites by Wyndham Michigan City

9834 W 400 N Michigan City IN
$71 nightly
$80 total
Oct 1 - Oct 2
Total with taxes and fees
Microtel Inn & Suites by Wyndham Michigan City
Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

18830 Laporte Rd New Buffalo MI
$81 nightly
$86 total
Oct 18 - Oct 19
Total with taxes and fees
Quality Inn Near Interstate I94
Pine Lake Resort and Banquets

Pine Lake Resort and Banquets

444 Pine Lake Ave La Porte IN
$84 nightly
$97 total
Sep 28 - Sep 29
Total with taxes and fees
Pine Lake Resort and Banquets
Comfort Inn Hammond I-94

Comfort Inn Hammond I-94

7813 Indianapolis Blvd Hammond IN
$127 nightly
$142 total
Oct 18 - Oct 19
Total with taxes and fees
9/10 Wonderful! (990 reviews)
Comfort Inn Hammond I-94

Hotels in Chesterton with star-rating

Find out more about Chesterton

Top reasons to visit Chesterton

  • Outdoor Adventures: Chesterton is ideal for nature lovers, with scenic spots and recreational areas perfect for hiking, biking, and relaxation.
  • Charming Downtown: Explore local shops and antique stores in a vibrant downtown atmosphere, perfect for leisurely strolls.
  • Family-Friendly Activities: Enjoy playgrounds and educational activities that cater to visitors of all ages.
  • Nearby National Parks: Experience the beauty of nearby parks for a mix of adventure and scenic views.
  • Comfortable Accommodations: Choose from a variety of hotels and inns to suit every traveler's needs.

Find great hotels near Chesterton

Discover a range of comfortable accommodations in Chesterton, Indiana, perfect for every type of traveler. Whether you're seeking a family-friendly hotel, a cozy bed and breakfast, or a pet-friendly inn, Chesterton offers a variety of options. With essential amenities for business travelers and leisure seekers alike, you can enjoy a relaxing stay at popular spots like the Quality Inn Chesterton or other local hotels tailored to meet your needs.

  • Baymont by Wyndham Michigan City: Located 10 miles from Chesterton, Baymont by Wyndham Michigan City is a family and pet-friendly hotel that offers a warm, inviting atmosphere for travelers of all kinds. Whether you’re on a family vacation or a business trip, this budget-friendly hotel provides amenities tailored to your needs, including free cribs for little ones and a pet-friendly policy. The hotel ensures a comfortable stay for both you and your furry friends, with specific services available for pets. It's an excellent choice for those seeking a convenient and accommodating lodging experience.
  • Microtel Inn & Suites by Wyndham Michigan City: Also situated 10 miles from Chesterton, Microtel Inn & Suites by Wyndham Michigan City caters to business travelers seeking a cost-effective stay without sacrificing quality. This budget-friendly hotel features well-appointed rooms designed for productivity and comfort, making it ideal for those on work trips. Guests appreciate the modern conveniences and efficient service, ensuring a seamless experience that allows you to focus on your business endeavors while enjoying the local attractions in the area.
  • Super 8 by Wyndham Valparaiso: Located 10 miles from Chesterton, Super 8 by Wyndham Valparaiso is a great choice for families and business travelers alike. This budget-friendly hotel offers a welcoming environment with amenities designed for children, including free cribs and essential safety features like window guards. The hotel’s friendly staff and practical facilities create a comfortable atmosphere for families, making it easy to unwind after a day of exploring the region. It’s an excellent option for those looking for value without compromising on comfort.

Where to stay near Chesterton

Chesterton, Indiana, offers a delightful blend of outdoor adventures and charming downtown vibes. Just a short drive away, you'll find scenic spots perfect for family-friendly outings, romantic getaways, and recreational activities. Explore nearby small lakes and enjoy the picturesque scenery that surrounds this inviting city. Whether you're seeking relaxation or adventure, Chesterton and its neighboring areas promise a memorable vacation experience.

  • Michigan City: Situated 11 miles from Chesterton, Michigan City offers a delightful blend of outdoor adventure and scenic beauty. This charming city is a popular destination for travelers seeking exhilarating experiences, particularly from June to August when visitor numbers peak. Explore the stunning landscapes of the nearby national state park and enjoy the tranquil ambiance of the lake and dunes. Michigan City is also home to various recreational areas, playgrounds, and wellness centers, making it an ideal spot for family fun or relaxation. Whether you're hiking through nature or indulging in local body treatments, Michigan City guarantees an unforgettable travel experience.
  • Portage: Located a mere 6 miles from Chesterton, Portage is a vibrant city that welcomes visitors year-round. While summer sees a surge in traveler numbers, Portage maintains an inviting atmosphere throughout the seasons. The city is well-known for its beautiful scenery and outdoor activities, with easy access to national parks and recreational areas. Families will appreciate the educational venues and playgrounds that Portage offers. Whether you're hiking the dunes or enjoying a picnic in one of the local parks, Portage is a perfect destination for adventure seekers and nature enthusiasts alike.
  • Valparaiso: Just 10 miles from Chesterton, Valparaiso is a lively city that captivates visitors with its scenic landscapes and outdoor adventures. Peak travel times occur in March to April and July, but this charming city shines all year long. Valparaiso boasts a rich array of recreational areas, educational institutions, and golf courses, catering to various interests. With nearby national parks and breathtaking dunes, Valparaiso invites you to explore its natural wonders. This city is perfect for those looking to combine adventure with relaxation, ensuring a memorable vacation experience.

Things to do in Chesterton

Chesterton, Indiana, is perfect for outdoor adventures with its beautiful scenery and recreational areas. Visitors can enjoy antique shopping, family-friendly playgrounds, and engaging educational activities. The town also offers various entertainment options, making it ideal for group tourists seeking a mix of relaxation and fun. Whether you're exploring local shops or enjoying the great outdoors, Chesterton promises a memorable vacation experience.

Shopping

In Chesterton, you can shop at local boutiques and gift shops downtown for unique souvenirs. If you're up for a drive, visit the nearby Portage Plaza for larger retail stores and a wider selection of gifts and apparel.

Recreation

Blue Sky Yoga offers peaceful classes for all levels, promoting relaxation and mindfulness. For outdoor enthusiasts, the nearby Indiana Dunes National Park provides stunning views, hiking trails, and sandy beaches along Lake Michigan, perfect for rejuvenating walks and nature exploration.

Adventure

Visit the Indiana Dunes National Park for stunning sandy beaches, hiking trails, and breathtaking views of Lake Michigan. Explore the majestic dunes and diverse ecosystems while enjoying activities like birdwatching and kayaking. Don't miss the opportunity to catch a sunset over the lake—it’s truly unforgettable.

Nightlife

In Chesterton, the nightlife is cozy and inviting. Visit the Chesterton Brewery for craft beers and live music, or head to the nearby Coffee Creek Cellar for a laid-back atmosphere and local wines. Enjoy a relaxed evening at local pubs featuring friendly conversation and regional flavors.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Chesterton

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Chesterton are January to February and November, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Chesterton is Monday. The most expensive day to stay in Chesterton is Saturday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to refine your options based on your budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly accommodations currently available. To find the best prices and deals, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Chesterton with your flights and activities through an Expedia package deal.

Find the best attractions in and around Chesterton

Chesterton, Indiana, is a fantastic destination for those seeking scenic beauty and outdoor adventure. With a mix of beautiful beaches, historic sites, and the nearby national parks, it offers a variety of attractions perfect for families and outdoor enthusiasts alike. Whether you're looking to relax by the water or explore nature, Chesterton has something to make your vacation memorable.

  • Indiana Dunes State Park: Explore diverse landscapes, including sandy beaches, wetlands, and lush forests within this expansive park. Ideal for hiking, birdwatching, and enjoying stunning views of Lake Michigan, it offers a perfect blend of adventure and natural beauty.
  • Lake View Beach: Located 6 miles from Chesterton, this beautiful beach invites you to relax and unwind. With its sandy shores and gentle waves, it's a great spot for sunbathing, picnicking, or taking a leisurely stroll along the water.
  • Lustron House: Experience a piece of mid-century American history with the Lustron House, a unique prefabricated home showcasing innovative architecture. Its distinctive design and cultural significance make it a fascinating stop for history buffs and architecture enthusiasts.

The nearest major airports for your trip to Chesterton

Traveling to Chesterton, Indiana, is convenient with access to three major airports. Chicago O'Hare International Airport (ORD) is 50 miles away, with nearby hotels like the 4.5-star Loews Chicago O'Hare Hotel and Hyatt Regency O'Hare, both 2 miles from the airport. Midway International Airport (MDW) is 37 miles away, offering luxury accommodations such as The Langham and Trump International Hotel, each 9 miles from the airport. South Bend International Airport (SBN) is the closest at 39 miles, with options like the 4-star Doubletree Hotel South Bend, located 4 miles away, providing complimentary airport transportation services. Each airport offers various transportation options to Chesterton.

Frequently asked questions

What is the best area to stay in Chesterton?
For most visitors, the best area to stay in Chesterton is the town center, particularly near Calumet Road and Indian Boundary Road.This area is the heart of Chesterton, offering a convenient and pleasant base for exploring. You'll find a concentration of local shops, restaurants, and amenities, all within a walkable distance. The layout is straightforward, making it easy to navigate and find what you need.Couples often find this area ideal for a relaxed getaway. They can enjoy strolls through the town, dine at local eateries, and explore the boutiques. The proximity to the Indiana Dunes National Park and Indiana Dunes State Park also makes it easy to pop over for a hike or some time by the lake.For families, staying near the town center provides easy access to local parks and family-friendly dining options.
What are the best hotels in Chesterton that travelers recommend?
Two of the best hotels in Chesterton that travelers consistently recommend are the Hilton Garden Inn Chesterton and the Spring House Inn.The 3-star Hilton Garden Inn Chesterton, with an 8.8 rating, offers comfortable and clean suites with air conditioning and climate control. Guests appreciate the indoor pool, free cribs, and the availability of connecting rooms, making it a convenient choice for families. It is also located just half a mile from the Coffee Creek Watershed Conservancy Preserve.Another highly recommended option is the Spring House Inn, which boasts an excellent 9.0 rating. This inn is praised for its comfortable and clean rooms, friendly and helpful staff, and an indoor pool. Guests particularly enjoy the free self-serve breakfast and the option of rooms with a balcony or patio. It is conveniently located near the Indiana Dunes National Park, just 2.4 miles away, and close to Bailly Homestead - American Indians and Fur Traders and Chellberg Farm.
What are the best spa hotels in Chesterton?
For a relaxing stay at a spa hotel in Chesterton, consider the Furness Mansion or the Best Western Indian Oak.The Furness Mansion, with an 8.8 rating, offers an extensive spa experience including deep tissue, Swedish, Thai, and hot stone massages. Guests consistently mention that the rooms are clean and spacious, and the amenities are exceptional.Another option is the Best Western Indian Oak, which has an 8.6 rating. While not exclusively a spa, it features a steam room, and guests appreciate the convenience of free wired and wireless internet, complimentary self-parking, and a breakfast that is included with your stay. The staff are frequently described as friendly and kind, and the pool is noted as fantastic and large. See all spa hotels in Chesterton
What hotels in Chesterton offer free breakfast?
For hotels in Chesterton that offer free breakfast, consider the Spring House Inn, the Best Western Indian Oak, the Comfort Inn & Suites Porter near Indiana Dunes, and the Quality Inn Chesterton near Indiana Dunes National Park I-94.The Spring House Inn, with a 9.0 rating, provides a free self-serve breakfast and free WiFi. Guests describe the rooms as comfortable and clean, and the breakfast as hot and good. It is conveniently located near Chellberg Farm, just 0.5 miles away, and Indiana Dunes National Park, 2.4 miles away.The Best Western Indian Oak, rated 8.6, offers a complimentary breakfast and free wired and wireless internet. Travelers often highlight the clean and spacious rooms, as well as the friendly staff and good breakfast.The Comfort Inn & Suites Porter near Indiana Dunes, with an 8.0 rating, features a free continental breakfast and free WiFi. Guests frequently mention the comfortable and clean rooms, the delicious free breakfast, and the nice pool. It is located 3.5 miles from Indiana Dunes National Park.The Quality Inn Chesterton near Indiana Dunes National Park I-94, also rated 8.0, provides a free continental breakfast and free WiFi. This hotel is praised for its comfortable and clean rooms and comfortable beds. It is situated in a nice and quiet location, 1.3 miles from Wykes-Plampin Nature Preserve. Find more hotels with free breakfast in Chesterton
What are the top pet-friendly hotels in Chesterton?
For top pet-friendly hotels in Chesterton, consider the Hilton Garden Inn Chesterton, Furness Mansion, or the A Unique Boutique Hotel.The 3-star Hilton Garden Inn Chesterton, with a rating of 8.8, is a highly-rated option that welcomes both dogs and cats. Guests frequently mention the comfortable and clean rooms, as well as the friendly staff. This hotel also offers free self-parking and is conveniently located just half a mile from the Coffee Creek Watershed Conservancy Preserve.Another excellent choice is the Furness Mansion, rated 8.8, which permits pets and offers spacious, clean rooms with kitchen facilities. For those seeking relaxation, the mansion provides various massage services, including deep tissue, Swedish, Thai, and hot stone massages, available with advance notice at its onsite spa. It is also well-situated for exploring the outdoors, being 2.6 miles from Indiana Dunes National Park and 2.3 miles from Indiana Dunes State Park.The A Unique Boutique Hotel, with a 9.0 rating, is another great pet-friendly option, specifically welcoming dogs. It features a kitchen and a hot tub for guests to enjoy. This hotel is also ideally located for nature enthusiasts, being 2.6 miles from Indiana Dunes National Park and 2.3 miles from Indiana Dunes State Park. See more pet-friendly hotels in Chesterton
What are the best budget hotels in Chesterton?
For budget-friendly accommodations in Chesterton, consider the Quality Inn Chesterton near Indiana Dunes National Park I-94, the Comfort Inn & Suites Porter near Indiana Dunes, the Spring House Inn, the Best Western Indian Oak, or the Hilton Garden Inn Chesterton.The Quality Inn Chesterton near Indiana Dunes National Park I-94, with an 8.0 rating, offers comfortable and clean rooms. Guests frequently praise the friendly and helpful staff, the nice and quiet location, and the good breakfast. It's conveniently located 1.3 miles from the Wykes-Plampin Nature Preserve and provides free WiFi, free breakfast, and free self-parking.Another excellent option is the Comfort Inn & Suites Porter near Indiana Dunes, also with an 8.0 rating. This hotel features comfortable and clean rooms, a delicious free breakfast, and helpful staff. Its great location is just 3.5 miles from Indiana Dunes National Park, and guests appreciate the nice pool. Free WiFi and free self-parking are included.The Spring House Inn stands out with an impressive 9.0 rating. Guests consistently highlight the comfortable and clean rooms, the friendly and helpful staff, and the hot and good breakfast. The beautiful and great location is just 2.4 miles from Indiana Dunes National Park and 0.5 miles from Chellberg Farm. This inn also features an indoor pool and offers free WiFi and free self-parking.With an 8.6 rating, the Best Western Indian Oak offers clean and spacious rooms. Travelers frequently mention the convenient and great location, the friendly and kind staff, and the good breakfast. The hotel also boasts a fantastic and large pool, and provides free WiFi and free self-parking.For a 3-star option, the Hilton Garden Inn Chesterton, rated 8.8, provides comfortable and clean rooms. Guests appreciate the great and good location, the friendly and nice staff, and the lovely food. The front desk staff is often praised for being great and good. It is conveniently located 0.5 miles from the Coffee Creek Watershed Conservancy Preserve and offers suites, free self-parking, and free cribs. View all budget hotels in Chesterton
What are the most romantic hotels in Chesterton for couples?
For a romantic getaway in Chesterton, couples will find excellent options at Spring House Inn and Furness Mansion.The Spring House Inn, with a 9.0 rating, offers a comfortable and clean stay, praised by guests for its friendly and helpful staff. Couples can enjoy a complimentary hot breakfast and take advantage of the indoor pool. Its beautiful location and great customer service add to its appeal.Another wonderful choice is Furness Mansion, rated 8.8. This hotel provides a great experience with amenities such as an on-site spa offering various massages, including deep tissue and hot stone. The rooms are noted for being clean and spacious, and guests appreciate the nice amenities available. It is also conveniently located just 2.3 miles from Indiana Dunes State Park. See all romantic hotels in Chesterton
What are the best hotels in Chesterton near Indiana Dunes National Park?
For hotels in Chesterton near Indiana Dunes National Park, consider the Spring House Inn, Comfort Inn & Suites Porter near Indiana Dunes, or Furness Mansion.The Spring House Inn, with a 9.0 rating, is located just 2.4 miles from Indiana Dunes National Park. Guests frequently praise its comfortable and clean rooms, friendly staff, and the hot, good breakfast. The hotel also offers free WiFi and free self-parking, along with an indoor pool.Another option is the Comfort Inn & Suites Porter near Indiana Dunes, rated 8.0, which is 3.5 miles from Indiana Dunes National Park. This hotel offers free breakfast, including continental options, and has a pool. Guests appreciate the comfortable and clean rooms and the helpful staff.The Furness Mansion, with an 8.8 rating, is 2.6 miles from Indiana Dunes National Park and 2.3 miles from Indiana Dunes State Park. This hotel provides free WiFi, free self-parking, and offers amenities such as a kitchen and bicycles for guest use. Guests often mention the clean, big rooms and nice amenities.
When is the best time to go to Chesterton?
The best time to visit Chesterton, Indiana, is during the summer months, from June to August, when the weather is warm and conducive to outdoor activities.During the summer, visitors can fully enjoy the Indiana Dunes National Park, which offers miles of sandy beaches along Lake Michigan and numerous hiking trails through dunes and forests. Water activities like swimming, kayaking, and paddleboarding are popular, and the park's West Beach is a favorite for its bathhouse and boardwalk. This period is ideal for families looking for a beach vacation combined with nature exploration.Another excellent time to visit is in the fall, particularly September and October, when the foliage transforms into vibrant colors. The cooler temperatures are great for hiking and exploring the national park without the summer crowds.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Chesterton.
How much is the nightly rate at a Chesterton hotel?
Prices for hotels in Chesterton often vary, but you can find a great deal from $59 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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