Chesterton Hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Chesterton hotels

Spring House Inn

Spring House Inn
2.5 star property
Chesterton
8.8 out of 10, Excellent, (1,006 reviews)
"Beautiful Hotel"
United States
Joseph
The price is P5,244
P6,167 total
includes taxes & fees
Mar 15 - Mar 16
Spring House Inn

Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,003 reviews)
"Clean room, nice staff"
United States
Xiomara
The price is P6,402
P7,170 total
includes taxes & fees
Mar 29 - Mar 30
Hilton Garden Inn Chesterton

Best Western Indian Oak

Best Western Indian Oak
2.5 star property
Chesterton
8.6 out of 10, Excellent, (1,006 reviews)
"Quiet. Good breakfast. Spacious rooms. Comfy beds. Pleasant staff. "
United States
Christine
The price is P4,948
P5,542 total
includes taxes & fees
Mar 15 - Mar 16
Best Western Indian Oak

Furness Mansion

Furness Mansion
2.0 star property
Chesterton
8.8 out of 10, Excellent, (59 reviews)
"This was a lovely place to stay...such a nice surprise as we booked at the last minute. We would stay here again for sure! The owner was very accomodating, and the hotel is beautiful...perfectly described as a boutique hotel. Loved it."
United States
Nicole
The price is P9,544
P10,690 total
includes taxes & fees
Mar 23 - Mar 24
Furness Mansion

Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
2.0 star property
Chesterton
6.8 out of 10, (345 reviews)
"It's my go to when, I want to get away. "
United States
Rosa
The price is P4,831
P5,411 total
includes taxes & fees
Mar 13 - Mar 14
Fairbridge Inn Express Chesterton

Quality Inn Chesterton near Indiana Dunes National Park I-94

Quality Inn Chesterton near Indiana Dunes National Park I-94
2.5 star property
Chesterton
8.0 out of 10, Very Good, (733 reviews)
"Quiet location and proximity to highways needed. "
United States
Rachel
The price is P4,607
P5,160 total
includes taxes & fees
Apr 7 - Apr 8
Quality Inn Chesterton near Indiana Dunes National Park I-94

Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes
2.5 star property
Chesterton
8.0 out of 10, Very Good, (1,002 reviews)
"Staff gave us a nice quiet room .. thanks so much! Breakfast left a lot to be desired. No yogurt variety.. no oatmeal variety.. rolls were dry.. no fruit variety.. no meat or egg variety.. pretty blah.. kids had taken over pool we couldn’t get in.."
United States
Thomas
The price is P4,882
P5,468 total
includes taxes & fees
Apr 2 - Apr 3
Comfort Inn & Suites Porter near Indiana Dunes

Waterbird Lakeside Inn

Waterbird Lakeside Inn
2.0 star property
Chesterton
8.2 out of 10, Very Good, (1,000 reviews)
"We were pleasantly surprised by our room. The floors were clean. The bed was clean. Everything smelled good even in the hallway. There were no noisy neighbors and the balcony overlooking the water was peaceful and beautiful. We loved getting visits from the geese and the beautiful swan. I would absolutely stay there again."
United States
Abigail
Waterbird Lakeside Inn

Spark by Hilton Merrillville

Spark by Hilton Merrillville
3.0 star property
Merrillville
9.0 out of 10, Wonderful, (143 reviews)
"Excellent..front desk people were nice..esp a georgous brunette"
United States
Terry
The price is P4,753
P5,323 total
includes taxes & fees
Mar 25 - Mar 26
Spark by Hilton Merrillville

Best Western University Inn At Valparaiso

Best Western University Inn At Valparaiso
2.5 star property
Valparaiso
8.2 out of 10, Very Good, (965 reviews)
"Nice hotel will stay another 2 nights "
United States
Rogers
The price is P5,157
P5,776 total
includes taxes & fees
Mar 15 - Mar 16
Best Western University Inn At Valparaiso

Holiday Inn Express & Suites Michigan City by IHG

Holiday Inn Express & Suites Michigan City by IHG
2.5 star property
Michigan City
9.0 out of 10, Wonderful, (775 reviews)
"The room was amazing"
United States
Anthony
The price is P6,716
P7,522 total
includes taxes & fees
Mar 21 - Mar 22
Holiday Inn Express & Suites Michigan City by IHG

Comfort Inn La Porte

Comfort Inn La Porte
2.5 star property
La Porte
9.0 out of 10, Wonderful, (719 reviews)
"Clean room"
United States
Leslie
The price is P5,508
P6,169 total
includes taxes & fees
Mar 24 - Mar 25
Comfort Inn La Porte

Quality Inn Near Interstate I94

Quality Inn Near Interstate I94
2.5 star property
New Buffalo
8.4 out of 10, Very Good, (1,153 reviews)
"Clean and well maintained property great for a quick stay when in Michigan "
United States
Robert
The price is P4,507
P4,777 total
includes taxes & fees
Mar 23 - Mar 24
Quality Inn Near Interstate I94

Blue Chip Casino Hotel and Spa

Blue Chip Casino Hotel and Spa
3.5 star property
Michigan City
8.2 out of 10, Very Good, (1,968 reviews)
"Clean, friendly staff, fun time "
United States
KEITH
The price is P5,157
P6,769 total
includes taxes & fees
Mar 15 - Mar 16
Blue Chip Casino Hotel and Spa

Hampton Inn Crown Point

Hampton Inn Crown Point
2.5 star property
Crown Point
9.4 out of 10, Exceptional, (659 reviews)
"The room was nice and clean."
United States
Rosalind
The price is P6,232
P6,980 total
includes taxes & fees
Apr 5 - Apr 6
Hampton Inn Crown Point

Bridge Inn

Bridge Inn
3.0 star property
Michigan City
9.2 out of 10, Wonderful, (209 reviews)
"Amazing staff and perfect room. Fully equipped so no hassle when it comes to dinner "
United States
Devin
The price is P6,299
P7,055 total
includes taxes & fees
Mar 24 - Mar 25
Bridge Inn

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo
3.5 star property
New Buffalo
9.4 out of 10, Exceptional, (1,758 reviews)
"Nice people and place . "
United States
Mary Anne
The price is P4,719
P5,474 total
includes taxes & fees
Mar 16 - Mar 17
Four Winds Casino Resort – New Buffalo

Hampton Inn Portage

Hampton Inn Portage
2.5 star property
Portage
7.8 out of 10, Good, (816 reviews)
"Safe, friendly staffs, right by expressway, plenty of parking, breakfast is ok, room is ok"
United States
Cesar
The price is P5,266
P5,898 total
includes taxes & fees
Mar 20 - Mar 21
Hampton Inn Portage

Towneplace Suites By Marriott Crown Point

Towneplace Suites By Marriott Crown Point
3.0 star property
Crown Point
9.2 out of 10, Wonderful, (143 reviews)
"Very clean, great breakfast, very quiet. The pool was very nice and the staff were friendly and had great customer service! Will be visiting again. "
United States
Alicia
The price is P7,038
P7,883 total
includes taxes & fees
Mar 16 - Mar 17
Towneplace Suites By Marriott Crown Point

Fairfield Inn & Suites by Marriott New Buffalo

Fairfield Inn & Suites by Marriott New Buffalo
3.0 star property
New Buffalo
8.4 out of 10, Very Good, (1,001 reviews)
"Staff was friendly. Our suite was very clean and comfortable. Great location for dining in New Buffalo. Breakfast and coffee were meh. "
United States
Melissa
The price is P6,481
P6,870 total
includes taxes & fees
Mar 24 - Mar 25
Fairfield Inn & Suites by Marriott New Buffalo
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.
Save an average of 15% on thousands of hotels when you're signed in

Where to stay in Chesterton

Find the best Chesterton areas and neighborhoods for the activities you enjoy most. Learn more about Chesterton
Learn more about Chesterton

Porter Beach

While visiting Porter Beach, you might make a stop by sights like Indiana Dunes National Park and Lake Michigan.

Stay near popular Chesterton attractions

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.

Lake Michigan. Path off Trail 9 at one place leads right to the lake. Peaceful to just stand and watch and listen to the waves as they crash to the shore. Trail 9 is the trail to hike if one wants to see the most in the shortest time. Great views throughout the trail. The trail is over 3 miles long and is considered a moderate trail. But certainly worth it. One gets to hike through forest, dunes, and other natural environments and see such a variety of sights. 
#hiking
Photo by Ruslian
Open Photo by Ruslian

Top Chesterton Hotel Reviews

More cheap stays in Chesterton

Find out more about Chesterton

Top reasons to visit Chesterton

  • Scenic Outdoor Adventures: Chesterton boasts beautiful parks and beaches, perfect for nature walks and relaxation.
  • Charming Wineries: Explore local wineries for delightful tastings and a relaxing atmosphere.
  • Family-Friendly Activities: The area offers playgrounds and recreational opportunities suitable for all ages.
  • Vibrant Local Bars: Experience the lively atmosphere at local dive bars for an authentic night out.
  • Diverse Accommodations: Choose from charming bed and breakfasts to well-equipped hotels for a comfortable stay.

Find great hotels near Chesterton

Chesterton, Indiana, offers a delightful selection of accommodations, ranging from charming bed and breakfasts to well-equipped hotels. Whether you're seeking a pet-friendly retreat, a family-friendly environment, or facilities tailored for business travellers, you'll discover a variety of options to match your preferences. With local hotels boasting excellent reviews, your stay in Chesterton promises comfort and convenience amidst its picturesque surroundings.

  • Baymont by Wyndham Michigan City: Nestled 16.1km from Chesterton, Baymont by Wyndham Michigan City offers a warm and inviting atmosphere, perfect for families and business travellers alike. This pet-friendly hotel is dedicated to providing a comfortable stay for all guests, including their furry companions. With amenities such as complimentary cribs for infants and a welcoming environment for children, families will feel right at home. The hotel's commitment to excellent service ensures that both business and leisure travellers can enjoy a relaxing experience during their stay.
  • Microtel Inn & Suites by Wyndham Michigan City: Located 16.1km from Chesterton, Microtel Inn & Suites by Wyndham Michigan City is an ideal choice for those seeking a modern and inclusive atmosphere. This hotel proudly welcomes LGBTQIA travellers and is affiliated with LGBTQI travel guides, ensuring a supportive environment for all guests. With a focus on convenience and comfort, Microtel offers well-appointed rooms that cater to both business and leisure needs, making it a stylish base for your Indiana adventure.
  • Country Inn & Suites by Radisson, Portage, IN: Situated only 9.7km from Chesterton, Country Inn & Suites by Radisson, Portage, IN is a charming 3-star hotel perfect for families and business travellers. The hotel offers a variety of child-friendly amenities, including a pool designed for children, an arcade game room, and complimentary cribs. With a focus on family comfort and convenience, guests can enjoy a welcoming atmosphere, making it an excellent choice for those looking to explore the region while ensuring the little ones are entertained.

Where to stay in and around Chesterton

Chesterton, Indiana, offers a delightful blend of scenic outdoor adventures and a relaxing atmosphere. Visitors can explore charming local wineries, enjoy recreational opportunities, and experience the family-friendly vibe of the area. With its close proximity to the downtown area, travellers can easily access a variety of attractions, making Chesterton an ideal destination for romantic getaways or family vacations. Discover the best of both nature and community in this inviting city.

  • Michigan City: Nestled 17.7km from Chesterton, Michigan City offers a delightful blend of natural beauty and recreational activities. With a reputation for its stunning scenery, visitors flock here for outdoor adventures, particularly during the summer months from June to August. The local attractions include the picturesque national and state parks, where you can explore dunes and enjoy a variety of outdoor pursuits. The city is also home to enjoyable recreational areas and playgrounds, making it a great spot for families. A visit to Michigan City promises an exhilarating experience amidst nature’s splendour.
  • Portage: Just 9.7km from Chesterton, Portage is a city that invites exploration throughout the year. Its visitor numbers peak in the summer, but the charm of this city is ever-present. Portage is renowned for its scenic landscapes and outdoor activities, drawing in adventure seekers. Highlights include recreational areas and fairgrounds, where you can experience local events and shows. The close proximity to national and state parks, as well as dunes, enhances the outdoor experience, making Portage a perfect destination for those looking to immerse themselves in nature.
  • Porter: Located within the Chesterton area, the village of Porter is a quaint destination that offers seasonal delights. Like its neighbouring cities, Porter attracts visitors from June to August, drawn in by its scenic vistas and outdoor adventures. The village boasts charming recreational areas, playgrounds, and fairgrounds, providing ample opportunities for fun and relaxation. With easy access to national parks and beautiful dunes, Porter is an excellent choice for those looking to enjoy a peaceful yet adventurous getaway close to nature.

Things to do in and around Chesterton

Chesterton, Indiana, offers a delightful blend of outdoor adventures and scenic beauty, perfect for a refreshing getaway. Visitors can explore recreational areas, enjoy the local playgrounds, and indulge in body treatments. For a memorable experience, consider visiting nearby wineries, engaging in a round of golf, embarking on nature walks, or discovering the lively atmosphere of local dive bars.

Shopping

In Chesterton, visit Dunes Plaza, only 16.1km away, which offers a family-friendly shopping experience with various stores. If you're up for a drive, Lighthouse Place Premium Outlets, situated 17.7km away, features numerous shops and entertainment options, while Garwood Orchards, located 20.9km away, provides delightful local produce.

Recreation

At Marquette Park, enjoy serene walks along the lake and find tranquility in nature’s embrace. The Course at Aberdeen invites you to perfect your swing amidst lush greens, while the Disk Golf Course offers a fun challenge in the great outdoors, perfect for active relaxation.

Adventure

Cowles Bog Trailhead offers a stunning hiking experience with scenic views and a chance to immerse yourself in nature's beauty. For a thrilling day out, visit Deep River Water Park, located 20.9km from Chesterton, where you can enjoy exhilarating water rides and family-friendly entertainment.

Nightlife

Experience the vibrant nightlife in Chesterton by visiting the Chicago Street Theatre for a touch of romance and culture. Alternatively, catch a film at Cinemark Valparaiso, perfect for family fun and entertainment. For more live performances, check out the Guy Foreman Bicentennial Amphitheater nearby.

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

Booking tips and Expedia advantages for Chesterton

Chesterton offers numerous free activities, such as Lake View Beach and Dune Acres Beach, making it easy to enjoy your visit on a budget. For transport, consider using bicycles or cars, as they are the most common options. To save on accommodation, plan your stay during the cheaper months of January to February or November, and book your stay for a Monday rather than a Saturday. Utilize Expedia to find deals by combining hotel, flight, and activity bookings, and apply filters for the best prices and eco-friendly options.

  • 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: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels currently available. To find the best prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel reservation in Chesterton with your flights and activities through an Expedia package.

Find the best attractions in and around Chesterton

Chesterton is an excellent destination for those seeking scenic outdoor adventures, particularly around its beautiful beaches and parks. Visitors can explore a variety of attractions that cater to families and outdoor enthusiasts alike, making it perfect for a memorable getaway. Whether you’re looking to relax by the shore or enjoy a day in the park, Chesterton offers a delightful blend of nature and leisure activities for everyone.

  • Indiana Dunes National Park: Explore the stunning landscapes of Indiana Dunes National Park, just 4.8km from Chesterton. This natural haven features sandy beaches, lush forests, and towering dunes, offering a perfect backdrop for hiking, birdwatching, and picnicking amidst breathtaking views of Lake Michigan.
  • Chesterton Art Center: Immerse yourself in the local culture at the Chesterton Art Center, located in the heart of Chesterton. This vibrant art gallery showcases a diverse array of exhibits, workshops, and events, allowing visitors to appreciate and engage with the artistic talents of the community.
  • Brown Field: Experience the thrill of athletics at Brown Field, situated 16.1km from Chesterton. This stadium hosts various sporting events, making it a lively spot to enjoy local competitions and cheer on athletes in a spirited environment.

The nearest major airports for your trip to Chesterton

To visit Chesterton, Indiana, you can fly into three major airports. Chicago O'Hare International Airport (ORD) is 80.5km away, with excellent hotels like Loews Chicago O'Hare and Hyatt Regency O'Hare, both 3.2km from the airport. Midway International Airport (MDW) is 59.5km distant, featuring luxurious options like The Langham and Nobu Hotel, located within 14.5km. Alternatively, South Bend International Airport (SBN) is 314.5km from Chesterton, with nearby hotels such as Doubletree Hotel and Morris Inn, both 6.4km away, offering convenient transport services. Each airport provides easy access to Chesterton and surrounding attractions.

Frequently asked questions

Where is the best place for a stay in Chesterton?
Spring House Inn is ranked highly by Expedia customers. This hotel is a short 10-minute walk from Indiana Dunes National Park, and it offers free breakfast and an indoor pool. Reviews from our site also recommend Hilton Garden Inn Chesterton and Furness Mansion as top options for your visit. See all available top hotels, or vacation rentals in Chesterton.
If I need to cancel my hotel reservation in Chesterton, will I receive a refund?
Yes! Most hotel reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Chesterton.
What's the best accommodation for a family vacation to 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 choices to stay with the kids include Best Western Indian Oak and Hilton Garden Inn Chesterton. Attractions in the area like Washington Park Zoo and Deep River Water Park are also fun for kids of all ages. Find more child-friendly accommodations in Chesterton.
What is the top LGBTQ-friendly hotel in Chesterton?
Hilton Garden Inn Chesterton is a top LGBTQ-friendly hotel that features free parking and a 24-hour fitness center. Quality Inn Chesterton near Indiana Dunes National Park I-94 is another good option for your stay. See all available hotels listed as LGBTQ-friendly in Chesterton.
What's the best pet-friendly place to stay in Chesterton?
Hilton Garden Inn Chesterton is a top hotel for people traveling with their pets, and offers a restaurant and an indoor pool for its human guests. Two other good options for you and your pet include Furness Mansion and Fairbridge Inn Express Chesterton. See more pet-friendly hotel accommodations in Chesterton.
What are some accommodations with pools in Chesterton?
Comfort Inn & Suites Porter near Indiana Dunes: Hotel located near Indiana Dunes National Park. Features daily, an indoor pool, and free self parking. Spring House Inn and Best Western Indian Oak are a couple of other choices with an onsite pool. View all hotels with pools in Chesterton.
What is the best spa hotel in Chesterton?
Furness Mansion is a top spa hotel with 5 rooms, barbecue grills, and laundry facilities. Spend an afternoon at the spa where you'll find Swedish massages, Thai massages, and hot stone massages. In-room massages are also available. See all spa hotels in Chesterton.
What's it like to stay in Chesterton?
Visitors to Chesterton are sure to enjoy the shopping, beaches, and restaurants. Tourists can also enjoy so much more including its coffeehouses. Top sights in the city include Indiana Dunes National Park and Lake Michigan. In Chesterton, there are 60 hotels and other accommodations to choose from. Find out more about Chesterton.
What should I do while I'm visiting Chesterton?
Landmarks like Lustron House, Chellberg Farm, and Bailly Homestead - American Indians and Fur Traders might be worth a visit. Natural beauty is on display at Indiana Dunes National Park, Lake Michigan, and Indiana Dunes Visitor Center. A couple of additional sights to add to your agenda are Coffee Creek Watershed Conservancy Preserve and Indiana Dunes State Park. Check out what more to see and do in Expedia's Chesterton guide.
What's the seasonal weather like 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.

Explore a world of travel with Expedia