Glencoe Vacation Packages

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Your Glencoe Vacation

A great way to experience this city is with a custom-made Glencoe vacation package. Base yourself in the neighborhood of Rogers Park, which is great for cafes, nature and bars and pubs or go someplace else — our packages are all about you. Make your trip to Glencoe even more fulfilling by including some sightseeing. Chicago Botanic Garden, The Glen Club and North Shore Center for the Performing Arts are some of the top attractions you'll want to explore. Check out Expedia's wide range of travel options and start planning your perfect vacation to Glencoe now.

Top Glencoe Vacation Deals

Price found within the past 48 hours. Click for updated prices.
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)

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 1 hour ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)

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 13 hours ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9.4/10 Exceptional! (1,106 reviews)

Holiday Inn Chicago O'Hare – Rosemont by IHG

Holiday Inn Chicago O'Hare – Rosemont by IHG

3 out of 5
Price was CA $1,511, price is now CA $1,166 per person
CA $1,166
per person
Jan 11 - Jan 18
found 13 hours ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9/10 Wonderful! (3,188 reviews)
My water was ice cold at sink and shower. At checkout they said multiple rooms had same complaint and did nothing but apologize. I had to shower with ice cold water due to long trip ahead to china. It was absolutely brutal showing. Then the airport shuttle driver was extremely rude to me. He wouldn't help me put luggage bag in the back of shuttle and again at airport drop-off. My bag was right at 50lbs International travel limit and was ok for me to pull around airport but way to heavy to lift into back of bus . He wouldn't help after asking he just used his foot to kick my back and rudely said that's yours. Will never stay at that hotel or use that chain again. The only thing that was good was the room service from restaurant next to lobby the food was excellent staff was friendly and food was at the room extremely fast. I still can't believe they didn't offer anything at checkout other than a pathetic apology.

Reviewed on Nov 6, 2026

Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile

4.5 out of 5
Downtown Chicago
Price was CA $1,489, price is now CA $1,173 per person
CA $1,173
per person
Jan 21 - Jan 24
found 14 hours ago
Roundtrip flight included
Calgary (YYC) to Chicago (ORD)
9.4/10 Exceptional! (2,669 reviews)

Ready to book your vacation to Glencoe?

 

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Glencoe Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Nov 23 to Nov 24
CA $163
CA $193 total
Nov 23 - Nov 24
includes taxes & fees
8/10 Very good! (10,115 reviews)
"There is no parking so be prepared and get one of the street parking passes."

Reviewed on Nov 7, 2026

Congress Plaza Hotel
The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

4 out of 5
1301 N State Pkwy Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Nov 11 to Nov 12
CA $163
CA $193 total
Nov 11 - Nov 12
includes taxes & fees
The Chicago Hotel Collection Ambassador Gold Coast
River Hotel

River Hotel

4 out of 5
75 East Wacker Drive Chicago IL
Fully refundable
The price is CA $155 per night from Nov 15 to Nov 16
CA $155
CA $184 total
Nov 15 - Nov 16
includes taxes & fees
8.8/10 Excellent! (5,593 reviews)
"Convenient location, easy access, and reasonable accommodations for a reasonable cost in the city"

Reviewed on Nov 7, 2026

River Hotel
See all 4,047 properties in Glencoe
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
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Stay near popular Glencoe attractions

Writers Theatre

You can enjoy a show at Writers Theatre during your stay in Glencoe. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
See properties

What to do in Glencoe

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $34
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Skydeck Chicago at Willis Tower

Skydeck Chicago at Willis Tower

CA $60
per adult
84% of travellers recommend
Skydeck Chicago at Willis Tower
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $57
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See all activities in Glencoe

Frequently asked questions

How much does a Glencoe vacation package cost?
You can snap up a vacation package to this top destination from CA $978 on Expedia. However, how much your vacation to Glencoe costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Glencoe?
If you're looking to score a cheap Glencoe vacation package, consider visiting in January, February and November. You're likely to find better rates on accommodations and flights during these months — ideal for budget-conscious travellers.
How many days is enough for Glencoe?
With about 2 days, you'll have enough time to enjoy popular neighbourhoods like Gross Point and Highwood during your Glencoe vacation. Make sure to also add The Glen Club and Baha'i House of Worship to your list of must-sees. Up for some more adventures? Consider venturing outside of Glencoe on tours and day trips.
How to find the best Glencoe package deals?
Bagging a cheap Glencoe package deal is a breeze with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget, add a few filters and see what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most economical Glencoe package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are usually lower.
Is it cheaper to book a Glencoe vacation as a package?
You can enjoy significant savings on your Glencoe escape by booking a customized vacation package. Check the "Package" heading, then select your destination and travel dates to view the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Glencoe?
If you're planning an impromptu Glencoe getaway, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land terrific deals on your flights and hotels by booking ahead.
How to plan a trip to Glencoe?

  1. Pick your dates: The things you plan to do in Glencoe and your preferred season can help you decide when to go.
  2. Set a budget: Consider expenses like flights, food and transportation when working out how much to save for your trip to Glencoe. Then, pick a property that suits your budget, whether that's an affordable option or a high-end retreat.
  3. Decide your trip length: Consider how long you want to spend discovering Glencoe. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a customized Glencoe vacation package.

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