Hot Chesterton Guest House Rates

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Featured Guest Houses in Chesterton

Elyon Hall CoachHouse, Indiana Dunes Nat’l Park, 10 min hike to Beach

Elyon Hall CoachHouse, Indiana Dunes Nat’l Park, 10 min hike to Beach

Miller Beach IN
Stay at this beach guesthouse in Gary. Enjoy free Wi-Fi, parking (surcharge) and laundry facilities. Popular attractions Lake Street Beach and Marquette Park ...
Opens in a new windowElyon Hall CoachHouse, Indiana Dunes Nat’l Park, 10 min hike to Beach
Cozy Couples Retreat in Beachwalk Resort w/ Hot Tub

Cozy Couples Retreat in Beachwalk Resort w/ Hot Tub

Michigan City IN
Stay at this guesthouse in Michigan City. Enjoy laundry facilities, concierge services and tennis courts. Popular attractions Blue Chip Casino and Waterfall ...
Opens in a new windowCozy Couples Retreat in Beachwalk Resort w/ Hot Tub
Captain Whittaker Suite 2 bedroom, 2 baths

Captain Whittaker Suite 2 bedroom, 2 baths

New Buffalo MI
The price is NZ$577 per night from 20 Dec to 21 Dec
NZ$577
20 Dec - 21 Dec
includes taxes & fees
Stay at this guesthouse in New Buffalo. Enjoy free Wi-Fi, laundry facilities and cable/satellite TV service. Popular attractions Four Winds Casino New Buffalo ...
Opens in a new windowCaptain Whittaker Suite 2 bedroom, 2 baths
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Galien Room Suite King size with Jacuzzi

Galien Room Suite King size with Jacuzzi

New Buffalo MI
The price is NZ$475 per night from 30 Dec to 31 Dec
NZ$475
30 Dec - 31 Dec
includes taxes & fees
Stay at this guesthouse in New Buffalo. Enjoy free Wi-Fi, cable/satellite TV service and in-room jetted baths. Popular attractions Four Winds Casino New Buffalo ...
Opens in a new windowGalien Room Suite King size with Jacuzzi
Beacons' Nest – Valpo U, Downtown & Dunes

Beacons' Nest – Valpo U, Downtown & Dunes

Valparaiso IN
Fully refundable
The price is NZ$427 per night from 21 Dec to 22 Dec
NZ$427
21 Dec - 22 Dec
includes taxes & fees
Stay at this guesthouse in Valparaiso. Enjoy free Wi-Fi, a water park and a garden. Popular attractions Chicago Street Theatre and Porter County Museum are located ...
Opens in a new windowBeacons' Nest – Valpo U, Downtown & Dunes
Chesterton “Golf View Estate” Midwest  Great Lake Beaches & Trails Of The Dunes!

Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!

Chesterton IN
Stay at this guesthouse in Chesterton. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Indiana Dunes National Park and Bailly Homestead ...
Opens in a new windowChesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!
SS Post Boy Queen Suite with Jacuzzi

SS Post Boy Queen Suite with Jacuzzi

New Buffalo MI
The price is NZ$388 per night from 20 Dec to 21 Dec
NZ$388
20 Dec - 21 Dec
includes taxes & fees
Stay at this guesthouse in New Buffalo. Enjoy free Wi-Fi, a garden and patios. Popular attractions Four Winds Casino New Buffalo and Local are located ...
Opens in a new windowSS Post Boy Queen Suite with Jacuzzi
Eber Knight Studio - King size with Jacuzzi

Eber Knight Studio - King size with Jacuzzi

New Buffalo MI
The price is NZ$369 per night from 5 Jan to 6 Jan
NZ$369
5 Jan - 6 Jan 2026
includes taxes & fees
Stay at this guesthouse in New Buffalo. Enjoy free Wi-Fi, cable/satellite TV service and in-room jetted baths. Popular attractions Four Winds Casino New Buffalo ...
Opens in a new windowEber Knight Studio - King size with Jacuzzi
Snug Harbor Suite - King with Jacuzzi

Snug Harbor Suite - King with Jacuzzi

New Buffalo MI
The price is NZ$466 per night from 19 Dec to 20 Dec
NZ$466
19 Dec - 20 Dec
includes taxes & fees
Stay at this guesthouse in New Buffalo. Enjoy free Wi-Fi, cable/satellite TV service and in-room jetted baths. Popular attractions Four Winds Casino New Buffalo ...
Opens in a new windowSnug Harbor Suite - King with Jacuzzi
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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.

Guest House Accommodation in Chesterton

We’ve got some pretty great guest house accommodation options in Chesterton, if we do say so ourselves. Even better: they won’t break the bank. So if you’re the type of person who loves a good deal, but also loves your creature comforts, Chesterton guest houses could be for you.

Think of the cosiest possible things you can right now: Loads and loads of blankets on a chilly morning. Fresh flowers in the morning sunlight. Fluffy bathrobes and crackling fireplaces. You get the idea. Guess what? Guest houses in Chesterton have so many options to choose from, you just might find one with all those things. (You should still bring your fave ugg boots though, because they’re just so perfectly broken in.) Yes, your room will be so comfy, you’re gonna want to hole up and hibernate, but don’t give in to the temptation. There are loads of things to do in Chesterton—places to go, people to meet, and food to eat. And no, you can’t bring the fluffy bathrobe with you.

You’ll find the best budget guesthouses right here on lastminute.co.nz, so you can take the guesswork out of your holiday.

Chesterton Guest Houses essential information

Accommodation
10 Guest Houses
Lowest Price
NZ$162
Highest Price
NZ$577
Popular accommodation
Elyon Hall CoachHouse, Indiana Dunes Nat’l Park, 10 min hike to Beach, Cozy Couples Retreat in Beachwalk Resort w/ Hot Tub, Captain Whittaker Suite 2 bedroom, 2 baths, Galien Room Suite King size with Jacuzzi, Beacons' Nest – Valpo U, Downtown & Dunes, Chesterton “Golf View Estate” Midwest Great Lake Beaches & Trails Of The Dunes!, SS Post Boy Queen Suite with Jacuzzi, Eber Knight Studio - King size with Jacuzzi, Snug Harbor Suite - King with Jacuzzi

Top trending hotels in Chesterton

Comfort Inn & Suites Porter near Indiana Dunes

Comfort Inn & Suites Porter near Indiana Dunes

2.5 out of 5
1800 West US Highway 20 Chesterton IN
Fully refundableReserve now, pay when you stay
The price is NZ$176 per night from 21 Dec to 22 Dec
NZ$176
21 Dec - 22 Dec
includes taxes & fees
Stay at this business-friendly hotel in Chesterton. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowComfort Inn & Suites Porter near Indiana Dunes
Spring House Inn

Spring House Inn

2.5 out of 5
303 N Mineral Springs Rd Chesterton IN
Fully refundableReserve now, pay when you stay
The price is NZ$162 per night from 1 Jan to 2 Jan
NZ$162
1 Jan - 2 Jan 2026
includes taxes & fees
Stay at this business-friendly hotel in Chesterton. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowSpring House Inn
Hilton Garden Inn Chesterton

Hilton Garden Inn Chesterton

3 out of 5
501 Gateway Boulevard Chesterton IN
Fully refundableReserve now, pay when you stay
The price is NZ$205 per night from 25 Dec to 26 Dec
NZ$205
25 Dec - 26 Dec
includes taxes & fees
Stay at this business-friendly hotel in Chesterton. Enjoy free parking, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the helpful staff ...
Opens in a new windowHilton Garden Inn Chesterton
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Best Western Indian Oak

Best Western Indian Oak

2.5 out of 5
558 Indian Boundary Road Chesterton IN
Fully refundableReserve now, pay when you stay
The price is NZ$181 per night from 27 Dec to 28 Dec
NZ$181
27 Dec - 28 Dec
includes taxes & fees
Stay at this hotel in Chesterton. Enjoy free breakfast, free parking and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms in ...
Opens in a new windowBest Western Indian Oak
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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.

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^Subject to availability and chosen travel dates.