Search 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

Best Western Indian Oak

Best Western Indian Oak
2.5 star property
Chesterton
8.6 out of 10, Excellent, (1,006 reviews)
"The room's clean and comfy, the staff super helpful, thank you!"
United States
Dmytro
The price is NZ$156
includes taxes & fees
23 Feb - 24 Feb
Best Western Indian Oak

Spring House Inn

Spring House Inn
2.5 star property
Chesterton
8.8 out of 10, Excellent, (1,002 reviews)
"Beautiful Hotel"
United States
Joseph
The price is NZ$155
includes taxes & fees
22 Feb - 23 Feb
Spring House Inn

Waterbird Lakeside Inn

Waterbird Lakeside Inn
2.0 star property
Chesterton
8.2 out of 10, Very good, (998 reviews)
"I enjoyed the stay. It was quiet and convenient to everything "
United States
Marcia
Waterbird Lakeside Inn

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)
"Nice and close to the beach."
United States
Alison
The price is NZ$148
includes taxes & fees
23 Feb - 24 Feb
Comfort Inn & Suites Porter near Indiana Dunes

Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton
3.0 star property
Chesterton
8.8 out of 10, Excellent, (1,001 reviews)
"Nice, RJ at the front desk was very helpful and polite."
United States
Tim
The price is NZ$185
includes taxes & fees
1 Mar - 2 Mar
Hilton Garden Inn Chesterton

Furness Mansion

Furness Mansion
2.0 star property
Chesterton
8.8 out of 10, Excellent, (58 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 NZ$282
includes taxes & fees
26 Feb - 27 Feb
Furness Mansion

Fairbridge Inn Express Chesterton

Fairbridge Inn Express Chesterton
2.0 star property
Chesterton
6.8 out of 10, (345 reviews)
"Staff were lovely "
Canada
Jessica
The price is NZ$152
includes taxes & fees
20 Feb - 21 Feb
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, (727 reviews)
"Quiet location and proximity to highways needed. "
United States
Rachel
The price is NZ$144
includes taxes & fees
22 Mar - 23 Mar
Quality Inn Chesterton near Indiana Dunes National Park I-94

Ameristar Casino Hotel East Chicago

Ameristar Casino Hotel East Chicago
4.0 star property
East Chicago
8.6 out of 10, Excellent, (1,001 reviews)
"Yes everything was excellent. "
United States
Brian
The price is NZ$360
includes taxes & fees
13 Mar - 14 Mar
Ameristar Casino Hotel East Chicago

HomeTown Inn & Suites

HomeTown Inn & Suites
2.5 star property
Schererville
6.0 out of 10, (208 reviews)
"Very nice place "
United States
Michael
The price is NZ$146
includes taxes & fees
4 Mar - 5 Mar
HomeTown Inn & Suites

Holiday Inn Express & Suites Schererville by IHG

Holiday Inn Express & Suites Schererville by IHG
2.5 star property
Schererville
8.8 out of 10, Excellent, (882 reviews)
"Staff were nice, room clean one of the best hotels I’ve been at definitely recommend and the jetted tub was love "
United States
Kayla
The price is NZ$176
includes taxes & fees
26 Feb - 27 Feb
Holiday Inn Express & Suites Schererville by IHG

Comfort Inn Schereville

Comfort Inn Schereville
2.5 star property
Schererville
8.4 out of 10, Very good, (709 reviews)
"Great rate and friendly staff!"
United States
Andrew
The price is NZ$172
includes taxes & fees
5 Mar - 6 Mar
Comfort Inn Schereville

Hampton Inn & Suites Schererville

Hampton Inn & Suites Schererville
2.5 star property
Schererville
9.0 out of 10, Wonderful, (785 reviews)
"Breakfast was fresh, staff very welcoming and helpful!"
United States
DARRIN
The price is NZ$192
includes taxes & fees
3 Mar - 4 Mar
Hampton Inn & Suites Schererville

Best Western Crossroads Inn

Best Western Crossroads Inn
2.5 star property
Schererville
7.2 out of 10, Good, (913 reviews)
"Front desk young lady very welcoming !!😊"
United States
Lucy
The price is NZ$151
includes taxes & fees
22 Feb - 23 Feb
Best Western Crossroads Inn

Rodeway Inn

Rodeway Inn
2.5 star property
Portage
7.0 out of 10, Good, (805 reviews)
"Clean room, nice staff"
United States
Marcelo
The price is NZ$91
includes taxes & fees
22 Mar - 23 Mar
Rodeway Inn

Staybridge Suites Schererville by IHG

Staybridge Suites Schererville by IHG
3.0 star property
Schererville
9.2 out of 10, Wonderful, (208 reviews)
"Clean, great staff, quiet area"
United States
Yousef
The price is NZ$276
includes taxes & fees
22 Feb - 23 Feb
Staybridge Suites Schererville by IHG

Econo Lodge Portage

Econo Lodge Portage
2.0 star property
Portage
6.0 out of 10, (183 reviews)
"Great stay"
United States
Antonio
The price is NZ$84
includes taxes & fees
22 Mar - 23 Mar
Econo Lodge Portage

Baymont by Wyndham Portage Indiana Dunes

Baymont by Wyndham Portage Indiana Dunes
2.5 star property
Portage
7.2 out of 10, Good, (1,001 reviews)
"Great place, close to things."
United States
William
The price is NZ$137
includes taxes & fees
22 Feb - 23 Feb
Baymont by Wyndham Portage Indiana Dunes

Hampton Inn Crown Point

Hampton Inn Crown Point
2.5 star property
Crown Point
9.4 out of 10, Exceptional, (649 reviews)
"Hotel is clean"
United States
Cheyenne
The price is NZ$196
includes taxes & fees
1 Mar - 2 Mar
Hampton Inn Crown Point

Country Inn & Suites by Radisson, Portage, IN

Country Inn & Suites by Radisson, Portage, IN
3.0 star property
Portage
8.6 out of 10, Excellent, (1,001 reviews)
"We will stay here again. Easy to find and conveniently located."
United States
Stacy
The price is NZ$187
includes taxes & fees
25 Feb - 26 Feb
Country Inn & Suites by Radisson, Portage, IN
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.

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Our guide on where to stay in Chesterton

Find the best Chesterton areas for the activities you enjoy most.

Porter Beach

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

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 city centre, 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 accommodation in Chesterton

Find out more about Chesterton

Top reasons to visit Chesterton

  • Scenic Outdoor Adventures: Chesterton offers a variety of activities in its beautiful parks and recreational areas, perfect for nature lovers and families.
  • Charming Chesterton Windmill: Visit the iconic windmill, a symbol of the town that adds to its quaint charm and offers great photo opportunities.
  • Stunning Beaches: Enjoy nearby stunning beaches that invite relaxation and fun by the water.
  • Local Boutiques: Explore unique shops and boutiques for a delightful shopping experience.
  • Comfortable Accommodations: Choose from a range of welcoming hotels and bed & breakfasts suited for various needs.

Find great hotels near Chesterton

Discover a range of comfortable hotel accommodations in Chesterton, Indiana, perfect for a memorable holiday. Whether you're seeking a family-friendly stay, a pet-friendly option, or business-themed facilities, Chesterton offers a variety of hotels and bed & breakfasts to suit your needs. Enjoy a welcoming atmosphere while exploring the local attractions, making your visit both enjoyable and convenient.

  • Baymont by Wyndham Michigan City: Perfectly blending a business-friendly environment with a family-centric atmosphere, the Baymont by Wyndham Michigan City is an excellent choice for travellers seeking comfort and convenience. Located a mere 16.1km from Chesterton, this hotel offers spacious rooms that cater to both business and leisure guests. Amenities include a fully-equipped business centre and meeting rooms, ensuring that corporate needs are met. Families will appreciate the complimentary cribs and the hotel's pet-friendly policy, allowing furry companions to join the fun. With its welcoming vibe, this hotel is ideal for family vacations and business trips alike.
  • Microtel Inn & Suites by Wyndham Michigan City: This hotel, located 16.1km from Chesterton, is known for its modern, comfortable accommodations and inclusivity, making it an LGBTQIA-friendly destination. The Microtel Inn & Suites offers business travellers essential amenities such as a business centre and meeting spaces. Its affiliation with LGBTQI travel guides highlights its commitment to creating a welcoming environment for all guests. The hotel’s inviting atmosphere and convenient location make it a popular choice for both business and leisure travellers looking for a supportive and friendly stay.
  • Country Inn & Suites by Radisson, Portage, IN: Just 9.7km from Chesterton, the Country Inn & Suites by Radisson offers a family-friendly environment with a touch of homely comfort. This 3-star rated hotel features multiple meeting rooms and a business centre, making it suitable for corporate guests. Families will love the designated children's amenities, including a playground and an arcade game room, ensuring that younger guests are entertained. The inviting atmosphere and supportive facilities create an ideal setting for both family holidays and business stays.

Where to stay in and around Chesterton

Chesterton, Indiana, offers a delightful escape for those seeking scenic outdoor adventures and a relaxing atmosphere. Explore local boutiques and charming shops in the area, while picturesque spots invite you to unwind. Nearby cities and neighbourhoods provide a family-friendly vibe, perfect for romantic getaways or recreational fun. With easy access to natural beauty and a welcoming community, Chesterton is a boutique destination that promises a memorable travel experience.

  • Michigan City: A scenic gem located 17.7km from Chesterton, Michigan City is perfect for those seeking outdoor adventure and beautiful landscapes. With a vibrant seasonal influx of visitors, particularly from June to August, this city offers a variety of recreational areas and playgrounds. Explore the stunning Indiana Dunes National Park, where you can hike, bike, or simply relax on the sandy shores. Michigan City also boasts unique attractions like the lighthouse and the local body treatment spas, making it a delightful destination for both adventure seekers and those looking to unwind.
  • Portage: Only 9.7km from Chesterton, Portage is a city that promises a year-round outdoor experience. It attracts visitors with its lush scenery and engaging educational venues. The peak travel season is during the summer months, but the city's charm persists throughout the year. Highlights include various recreational areas where families can enjoy picnics and playgrounds. Portage serves as a gateway to explore the nearby national parks and dunes, offering ample opportunities for hiking, bird watching, and immersing oneself in nature’s beauty.
  • Porter: Nestled within the vicinity of Chesterton, the village of Porter is a delightful spot for nature enthusiasts. With a similar seasonal travel pattern, Porter welcomes visitors looking for scenic outdoor adventures from June to August. The village offers recreational areas and hosts fairground shows, adding a local flair to your visit. Its proximity to the Indiana Dunes National Park makes it an ideal base for hiking and exploring the stunning landscapes, ensuring a memorable experience for all who wander here.

Things to do in and around Chesterton

Chesterton, Indiana, is perfect for those seeking scenic outdoor adventures. Visitors can enjoy various activities, including exploring recreational areas, playgrounds, and fairgrounds. This charming town offers a delightful blend of nature and fun, making it an ideal spot for a relaxed and adventurous holiday.

Shopping

In Chesterton, you can visit Dunes Plaza, a family-friendly shopping centre located 16.1km away, offering various shops and services. If you're up for a drive, check out Lighthouse Place Premium Outlets, 17.7km away, featuring a great selection of brand-name stores and entertainment options.

Recreation

Marquette Park offers a tranquil atmosphere with expansive green spaces perfect for relaxation and leisurely strolls. The Course at Aberdeen invites you to enjoy outdoor sports in a picturesque setting, while the Disk Golf Course provides a fun and active way to engage with nature, just a short drive from Chesterton.

Adventure

Cowles Bog Trailhead offers a stunning hiking experience with scenic views and abundant wildlife, perfect for nature enthusiasts. For a thrilling day out, visit Deep River Water Park, located 20.9km from Chesterton, where families can enjoy exciting water slides and fun-filled activities in a vibrant atmosphere.

Nightlife

In Chesterton, the Chicago Street Theatre offers a charming blend of culture and romance, perfect for a night out. The Cinemark Valparaiso cinema provides a relaxed entertainment vibe, while the Guy Foreman Bicentennial Amphitheater showcases family-friendly performances, all within a short drive.

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

Booking tips and Expedia advantages for Chesterton

To save money on your visit to Chesterton, plan your trip during the cheaper months of January to February or November, avoiding the peak summer season from June to August. Take advantage of free attractions like Lake View Beach and Dune Acres Beach. For transport, consider using bicycles or walking, as they are cost-effective options. Book your accommodation on a Monday for the best rates, and utilise Expedia’s search tool to find budget-friendly hotels and package deals that combine flights and activities for added savings.

  • 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: Expedia's search tool enables you to set your budget, choose your ideal location, and much more. You can arrange your search results to display prices from lowest to highest, so you can easily find the most affordable accommodation options. Additionally, you have the ability to narrow down your choices by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that you can book.
  • Consider bundling your trip: You can save some dollars by combining your Chesterton hotel booking with your flights and activities through an Expedia package deal.

Find the best attractions in and around Chesterton

Chesterton, Indiana, offers a delightful blend of outdoor adventures and scenic beauty, perfect for a family getaway. Explore the charming Chesterton Windmill and enjoy nearby attractions, including stunning beaches and state parks. Whether you're hiking in urban parks or soaking up the sun by the water, Chesterton caters to all outdoor enthusiasts seeking memorable experiences in a picturesque setting.

  • Indiana Dunes National Park: Located 4.8km from Chesterton, this stunning national park boasts diverse landscapes, from sandy beaches to lush forests. Enjoy outdoor adventures like hiking, birdwatching, and exploring the scenic dunes while soaking in breathtaking views of Lake Michigan.
  • Lake View Beach: Situated 9.7km away, Lake View Beach offers a perfect spot for relaxation and fun. With soft sands and gentle waves, it’s ideal for sunbathing, swimming, or enjoying a leisurely stroll along the shoreline, embracing the tranquil beach vibes.
  • Indiana Dunes Visitor Center: Right in Chesterton, this visitor centre is your gateway to adventure. It provides information on local trails and activities, making it a great stop for families eager to explore the outdoors and learn about the area's unique ecology.

The nearest major airports for your trip to Chesterton

Flying into Chesterton, Indiana, is convenient with several major airports nearby. Chicago O'Hare International Airport (ORD) is approximately 80.5km away, with excellent hotel options such as the 4.5-star Loews Chicago O'Hare Hotel and the Hyatt Regency O'Hare Chicago, both situated within 3.2km. Midway International Airport (MDW) is about 59.5km from Chesterton, featuring high-end hotels like the 5-star Nobu Hotel Chicago. South Bend International Airport (SBN) is 62.8km away and offers accommodations like the 4-star Doubletree Hotel South Bend, which provides complimentary shuttle services. Each airport presents varied choices for a comfortable stay while visiting Chesterton.

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 stay. See all available top hotels, or vacation rentals in Chesterton.
What are some of the best holiday rentals that Chesterton has to offer?
Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart: This holiday home rental outside of Chesterton is located near the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games. See all vacation rentals in Chesterton.
If I need to cancel my hotel reservation in Chesterton, will I receive a refund?
Yes, you'll find most hotel bookings are refundable provided that you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before check in. If your reservation is non-refundable, it may still be possible to cancel it and be given 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 family accommodation 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 options to stay with the children include Best Western Indian Oak and Hilton Garden Inn Chesterton. Also, attractions in the area such as Washington Park Zoo and Deep River Water Park are fun for children 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 centre. 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 dog-friendly place to stay in Chesterton?
Hilton Garden Inn Chesterton is a top hotel for people travelling with their pets, and offers a restaurant and an indoor pool for its human guests. Two other good options for you and your pet's trip include Furness Mansion and Fairbridge Inn Express Chesterton. See more pet-friendly hotel accommodations in Chesterton.
What are some accommodation options 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 Hilton Garden Inn Chesterton are a couple of other choices that feature an on-site 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, barbecues 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.
How is it to stay in Chesterton?
Visitors to Chesterton will definitely enjoy the shopping, beaches and restaurants. Tourists can also enjoy so much more including its coffee shops. A top sight in the city is Lake Michigan. In Chesterton, there are 60 hotels and other accommodation options to choose from. Find out more about Chesterton.
What should I see while I'm in 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 Lake Michigan, Indiana Dunes Visitor Center and Coffee Creek Watershed Conservancy Preserve. A couple of additional sights to add to your itinerary are Indiana Dunes National Park and Indiana Dunes State Park. Take a look at what more there is 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 temperature of 21°C, while the coldest months are January and February, with an average of 0°C. The snowiest months in Chesterton are January, December, November and February, with each month seeing an average of 15 cm of snowfall.

Explore a world of travel with Expedia