Niles Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Your Niles Vacation

Build a custom vacation package to Niles and prepare to experience this city the way you want. Think about spending time in the neighborhood of Notre Dame, which is great for culture and more. Fernwood Botanical Garden and Nature Preserve and Lehmans Orchards are among the must-see attractions to check out during your trip to Niles. Don't put off visiting this destination any longer. Your dream Niles vacation is a couple of clicks away with Expedia.

Top Niles Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Le Méridien Essex Chicago

Le Méridien Essex Chicago

4 out of 5
Downtown Chicago
Price was CA $1,167, price is now CA $896 per person
CA $896
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,005 reviews)
I really loved this hotel. The rooms were clean and spacious. The staff was nice and helpful James was especially great. The restaurant staff was very helpful. When I visit again I'll stay here. And it was close to everything.

Reviewed on Nov 3, 2026

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
Price was CA $2,117, price is now CA $1,438 per person
CA $1,438
per person
Jan 8 - Jan 11
found 10 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk

4 out of 5
Downtown Chicago
Price was CA $1,321, price is now CA $978 per person
CA $978
per person
Jan 21 - Jan 24
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.6/10 Excellent! (1,873 reviews)

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,692, price is now CA $1,262 per person
CA $1,262
per person
Jan 1 - Jan 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.2/10 Wonderful! (591 reviews)
Weird space w the way the bed is no access off the side and the counter was stained badly. There was a 28$ additional amenity fee that they slapped on upon check in. The pool is closed and didn’t use the weight room it was a one night stay. over priced but could be ok for a long stay w the kitchen

Reviewed on Nov 6, 2026

Staybridge Suites Chicago O'Hare - Rosemont by IHG

Staybridge Suites Chicago O'Hare - Rosemont by IHG

3 out of 5
Price was CA $1,638, price is now CA $1,242 per person
CA $1,242
per person
Jan 11 - Jan 18
found 22 hours ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9.4/10 Exceptional! (1,106 reviews)

Ready to book your vacation to Niles?

 

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Niles Hotel Deals

Quality Inn & Suites Niles

Quality Inn & Suites Niles

2.5 out of 5
1265 S 11th St Niles MI
Fully refundableReserve now, pay when you stay
The price is CA $140 per night from Nov 22 to Nov 23
CA $140
CA $148 total
Nov 22 - Nov 23
includes taxes & fees
Quality Inn & Suites Niles
The Morris Estate

The Morris Estate

4 out of 5
2007 Morris Dr Niles MI
10/10 Exceptional! (137 reviews)
"This was the perfect place for a quick 2 night mini-honeymoon after our wedding. The grounds and River House were beautifully kept. We rented a little EV cart to explore and it was the best decision, we really loved roaming around through the woods and taking in the beautiful scenery. Breakfast in ..."

Reviewed on Sep 24, 2026

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The Morris Estate
Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

3.5 out of 5
11111 Wilson Road New Buffalo MI
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Nov 9 to Nov 10
CA $126
CA $146 total
Nov 9 - Nov 10
includes taxes & fees
Four Winds Casino Resort – New Buffalo
See all 2,580 properties in Niles
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
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Family Vacations
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Stay near popular Niles attractions

Barron Lake

Commune with nature and explore the great outdoors at Barron Lake during your travels in Niles. While in this family-friendly area, you can enjoy the restaurants.
See properties

Frequently asked questions

How much does a Niles vacation package cost?
Offering great value package deals from CA $896 on Expedia, you'll be pleasantly surprised at how much a vacation to Niles costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Niles?
You can typically find lower rates and better availability in December, January and February. Check out our cheap Niles vacation packages and you could get some great off-season deals.
How many days is enough for Niles?
With a well-organized travel plan, you can easily hit the most popular Niles sights in a handful of days. But if you prefer to explore off the beaten track or take day trips, consider booking your Niles vacation for longer.
How to find the best Niles package deals?
Bagging a cheap Niles package deal is easy with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add a few filters and browse what's available. You can fine-tune your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Niles package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Niles vacation as a package?
You can enjoy significant savings on your next Niles break by booking a customized vacation package. Click on the "Package" heading, then enter your travel dates and destination to browse the best airfares and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Niles?
Enjoy fantastic discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Niles trip.
How to plan a trip to Niles?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Niles.
  2. Calculate your budget: Ensure you have enough money to cover everything from meals and transportation to activities and flights. Your hotel will probably be the biggest expense during your trip to Niles.
  3. Decide how long to go away for: Now that you're up to speed on Niles, you can work out the ideal length of your vacation. Put together a rough itinerary and allocate enough time for all the things you want to do.
  4. Bundle your accommodations and airfare: After you've nailed down your dates and duration, lock in the right Niles vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.