Book Exclusive Niles Vacation Packages

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Niles flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,004, price is now CA $663 per person
CA $663
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy a full-service spa, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Millennium Park are located nearby.
The Emily Hotel

The Emily Hotel

4 out of 5
Downtown Chicago
Price was CA $1,280, price is now CA $816 per person
CA $816
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions United Center and Chicago Riverwalk are located nearby.
Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $1,871, price is now CA $1,198 per person
CA $1,198
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Chicago Riverwalk and Michigan Avenue are located nearby.
The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was CA $2,144, price is now CA $1,417 per person
CA $1,417
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Book a stay at this luxury hotel in Chicago. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Price was CA $1,009, price is now CA $680 per person
CA $680
per person
Mar 16 - Mar 20
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Chicago (ORD)
Book a stay at this business-friendly hotel in Chicago. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Popular attractions Michigan Avenue and Chicago Riverwalk are located nearby.

Top Niles hotels deals

Hampton Inn Niles

Hampton Inn Niles

2.5 out of 5
1446 South 11th Street Niles MI
Free cancellation
Reserve now, pay when you stay
The price is CA $111 per night
CA $111
CA $118 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Niles. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Brandywine Creek Nature Park and French Field are located nearby.
Pool
Breakfast included
Holiday Inn Express Hotel & Suites Niles by IHG

Holiday Inn Express Hotel & Suites Niles by IHG

2.5 out of 5
1000 Moore St Niles MI
Free cancellation
The price is CA $108 per night
CA $108
CA $115 total
Dec 31 - Jan 1, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in Niles. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Brandywine Creek Nature Park and French Field are located nearby.
Breakfast included
Parking included
Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

3.5 out of 5
11111 Wilson Road New Buffalo MI
Free cancellation
Reserve now, pay when you stay
The price is CA $122 per night
CA $122
CA $141 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this business-friendly hotel in New Buffalo. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Four Winds Casino New Buffalo and Castle Keep are located nearby.
Pool
Hot tub
The Boulevard Inn & Bistro

The Boulevard Inn & Bistro

3.5 out of 5
521 Lake Blvd Saint Joseph MI
Free cancellation
Reserve now, pay when you stay
Get rates
Stay at this hotel in Saint Joseph. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Lake Bluff Park and Curious Kids' Museum are located nearby.
Breakfast included
Parking included
Doubletree Hotel South Bend

Doubletree Hotel South Bend

4 out of 5
123 N Dr. Martin Luther King BLVD South Bend IN
Free cancellation
Reserve now, pay when you stay
The price is CA $150 per night
CA $150
CA $173 total
Jan 25 - Jan 26, 2026
includes taxes & fees
Stay at this hotel in South Bend. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Notre Dame Stadium and South Bend Regional Museum of Art are located nearby.
Pool
Free airport shuttle
Four Winds Casino South Bend

Four Winds Casino South Bend

3 out of 5
3000 Prairie Ave South Bend IN
Free cancellation
Reserve now, pay when you stay
The price is CA $122 per night
CA $122
CA $152 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this spa hotel in South Bend. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Notre Dame Stadium and Four Winds Casino South Bend are located nearby.
Pool
Hot tub
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See all available properties in Niles
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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.

Popular places to visit

Fernwood Botanical Garden and Nature Preserve

Fernwood Botanical Garden and Nature Preserve

Explore the great outdoors at Fernwood Botanical Garden and Nature Preserve, a lovely green space in Niles. Attend a football game or simply enjoy the lively bars while you're in the area.

Fernwood Botanical Garden and Nature Preserve

Niles City Hall

Niles City Hall is just one of the places to see in Niles, so why not enjoy the other things to explore during your travels? While in this family-friendly area, you can enjoy the restaurants.

Niles City Hall

Lake Michigan College - Bertrand Crossing Campus

Walk around the campus at Lake Michigan College - Bertrand Crossing Campus during your visit to Niles. While in this family-friendly area, you can enjoy the restaurants.

Lake Michigan College - Bertrand Crossing Campus

Niles Vacations

We get it, geography isn't everyone's forte. If you're not sure where Niles lies on a map, learn about its location before you go!

From central Benton Harbor, you'll need to make your way southeast for 25 miles (40 kilometers) to get to this neighborhood.

Benton Harbor is home to 10,000 locals.

Places to visit in Niles

Hiking is a popular activity in Benton Harbor and an excellent excuse to get out and discover more of this special region. The fun doesn't have to end there. Think about going horse riding as well.

Where do you fly into for Niles?

Pack your luggage and get ready for an exciting adventure. The moment you arrive at South Bend International Airport (SBN), you'll be just 10 miles (16 kilometers) southwest of Niles.

Frequently asked questions

How much are vacation packages to Niles?
CA $663 is all you need to spend for an exciting vacation in Niles. Bundle your hotel and flights into a Travelocity package and watch how the savings grow. With prices this good, it's never been more tempting to travel.
How long should my Niles vacation be?
About 2 nights is what most travelers book for their Niles vacation. That's a good base to start from, but there's so much more to uncover if you give yourself a little longer.
Where can I get the best vacation package deals for Niles?
You'll find an excellent range of Niles package deals on Travelocity. With 400 airlines and 1,000,000 properties worldwide, organizing your dream getaway will be easy.
Why should I purchase my Niles vacation package with Travelocity?
The three S's — savings, support and a stress-free booking — are just the beginning. Collect lifelong memories and enjoy a fulfilling travel experience knowing you can rely on our expert team of customer support professionals 24/7. With the Travelocity Price Match Guarantee, you know you're getting the best deal available.
Can I save on my Niles car rental if I book it with a hotel or flight?
You sure can — bundle your flight, car and hotel into a Niles vacation package and you'll save loads. With so much to uncover in Niles, having your own set of wheels will make it easy to explore. Once you're in the driver's seat, get out on the wide open road and make your way to Wrigley Field, a well-known attraction around 121 kilometers from Niles.
Which airport is best for Niles?
South Bend Intl. Airport (SBN) is the starting point of your Niles getaway. Sitting 14 kilometers south of Niles, it welcomes visitors from all over each day. Another excellent option is Kalamazoo-Battle Creek Intl. Airport (AZO), 72 kilometers away from central Niles.
What is there to do in Niles?
While getting off the beaten track can be rewarding, you shouldn't miss the big sights that make a destination famous. Fernwood Botanical Garden and Nature Preserve and Lehman's Orchards are just two of them in Niles.
Where should I stay when visiting Niles?
The Hampton Inn Niles is popular with many travelers. Book soon before it's too late.

Photos of local treasures

Browse Niles vacation photos for more inspiration

Photo by Jeff White
Photo by Jeff White
Photo by Jeff White
Photo by Jeff White
Photo by Jeff White
Photo by Jeff White
Photo by Jeff White
Photo by Jeff White
Photo by Jeff White
Photo by Jeff White