Pingree Grove Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

Photo by Meghan hernandez

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Your Pingree Grove Vacation

Take away the hard part of organizing your next exciting adventure with a Pingree Grove vacation package. Whether you've come for its history, food or other highlights, there's a never-ending supply of new experiences to be had. Your trip to Pingree Grove should include a little sightseeing. Randall Oaks Golf Club is a popular place to start. Stop daydreaming and start doing. Check out the broad range of options on Expedia today and put your Pingree Grove vacation plans into gear!

Top Pingree Grove Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,950 reviews)
Great location awesome staff...

Reviewed on Aug. 4, 2025

The Peninsula Chicago

The Peninsula Chicago

5 out of 5
Downtown Chicago
per person
Sep 8 - Sep 11
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.8/10 Exceptional! (1,000 reviews)
Just a fantastic check-in, very classy hotel and went overboard decorating for my 19-year-old’s birthday and giving Little goodies!

Reviewed on Jul. 26, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,659 reviews)
I booked a room with the water view, when I checked in I asked before I get the key, Is it a water view. They told me it is. I show up in my room and it’s not the room I booked. I called the front desk and they’re telling me we apologize all of the rooms are booked with the water view. They also said booking a water view room doesn’t guarantee a water view room even though I paid extra for a water view room! Never going to stay there again for sure.

Reviewed on Aug. 3, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
per person
Sep 8 - Sep 11
found 23 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
It's a beautiful and comfortable hotel.

Reviewed on Jul. 22, 2025

The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop

4 out of 5
Downtown Chicago
per person
Oct 17 - Oct 21
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.8/10 Excellent! (1,922 reviews)
We spent 4 nights and had no major complaints. I don't understand why there was an additional mandatory destination fee for normal amenities that we did not ask for or use.

Reviewed on Aug. 1, 2025

Ready to book your vacation to Pingree Grove?

 

Choose your dates

Pingree Grove Hotel Deals

Hyatt Place Chicago/Hoffman Estates

Hyatt Place Chicago/Hoffman Estates

3 out of 5
2750 Greenspoint Pkwy, Hoffman Estates, IL
Fully refundableReserve now, pay when you stay
The price is CA $142 per night from Sep 1 to Sep 2
CA $142
CA $160 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very Good! (1,002 reviews)
"Clean rooms and friendly staff"

Reviewed on Jul. 30, 2025

Hyatt Place Chicago/Hoffman Estates
DoubleTree by Hilton Chicago Schaumburg

DoubleTree by Hilton Chicago Schaumburg

4 out of 5
800 National Pkwy, Schaumburg, IL
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from Aug 10 to Aug 11
CA $151
CA $174 total
Aug 10 - Aug 11
includes taxes & fees
7.2/10 Good! (1,004 reviews)
"I need the swimming pool...frowny-face Everything else is excellent"

Reviewed on Jul. 31, 2025

DoubleTree by Hilton Chicago Schaumburg
Holiday Inn Chicago - Schaumburg by IHG

Holiday Inn Chicago - Schaumburg by IHG

3.5 out of 5
1998 North Roselle Road, Schaumburg, IL
Fully refundable
The price is CA $165 per night from Aug 10 to Aug 11
CA $165
CA $190 total
Aug 10 - Aug 11
includes taxes & fees
8.2/10 Very Good! (1,009 reviews)
"I found it to be a perfectly nice hotel. The checkin staff was personable and efficient. The room was clean. The bed, etc. were all good. I was there for 3 nights. They said they would only service the room on request. On the morning of day 2, I ask for fresh towels and an additional bar of soap ..."

Reviewed on Aug. 3, 2025

Holiday Inn Chicago - Schaumburg by IHG
See all 341 properties in Pingree Grove
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
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Pingree Grove vacation package cost?
Offering excellent value package deals from CA $677 on Expedia, you'll be surprised at how little a vacation to Pingree Grove costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Pingree Grove?
If you're hoping to score a cheap Pingree Grove vacation package, consider travelling in January, February and November. You'll typically find lower prices on hotels and airfares during these quieter months — ideal for a budget-friendly getaway.
How many days is enough for Pingree Grove?
The ideal duration of your Pingree Grove vacation depends on what you'd like to see. Generally, a handful of days to a week will give you enough time to check out all the top sights and discover some hidden treasures along the way.
How to find the best Pingree Grove package deals?
Bagging a cheap Pingree Grove package deal is easy with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your budget range, add a few filters and browse what's available. You can customize your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to discover the most affordable Pingree Grove 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 Pingree Grove vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your flight, car rental and hotel into one great-value price and enjoy significant savings. You'll usually snag a better deal than booking each component individually. And you'll still get the freedom to create a personalized Pingree Grove vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Pingree Grove?
If you're planning a spontaneous Pingree Grove getaway, check out 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 find amazing deals on your hotels and flights by booking ahead.
How to plan a trip to Pingree Grove?

  1. Choose when to go: Check your diary and pack your bags. Your preferred time of year and the activities on offer will also help you decide when to vacation in Pingree Grove.
  2. Budget wisely: On top of the price of your hotel, you should factor in other expenses too. These include transportation, flights and food. Also, put aside some extra funds for unexpected costs that could crop up during your trip to Pingree Grove.
  3. Decide how long to go for: Now that you know more about Pingree Grove, you can figure out the perfect length of your break. Create a draft itinerary and allocate enough time to cover everything you want to do.
  4. Combine your hotel and flights: Epic destination, check. Length of stay, check. Now all that's left is to find a Pingree Grove vacation package that brings all your bookings together.

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