Deerfield Vacations from $660
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Your Deerfield Vacation
Save time and energy on your travel planning by booking a Deerfield vacation package. One of the best neighborhoods to stay in this amazing city is Riverwoods, which is great for nature and lots more. A trip to Deerfield is a superb opportunity to do a bit of sightseeing. Make sure you visit well-known attractions like Chicago Botanic Garden, Lake Forest College and Marriott Theatre. Expedia can help you escape your routine. Tailor your vacation to Deerfield to match your travel style, whatever that may be!
The Latest Deerfield vacation packages
Price found within the past 48 hours. Click for updated prices.
Kimpton Gray Hotel by IHG
Downtown Chicago
$1,181
per person
Nov 3 - Nov 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,000 reviews)
The room was very clean and spacious. Staff was very informative about what was accessible during our stay. I would definitely stay here again if I come back to visit Chicago.
Reviewed on Sep 1, 2026
Trump International Hotel & Tower Chicago
Downtown Chicago
$1,678
per person
Nov 3 - Nov 10
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.6/10 Exceptional! (2,003 reviews)
The Trump Hotel In Chicago is one of my family's FAVORITE hotels in the world. We stay at The Trump every single time we're in Chicago. It's the BEST.😀👍
Reviewed on Sep 2, 2026
Four Seasons Hotel Chicago
Downtown Chicago
$1,137
per person
Nov 5 - Nov 8
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
Perfect location for shopping, beach, and restaurants. Very clean and staff is very friendly… did not disappoint. Everything met the mark and expectations of a Four Seasons.
Reviewed on Sep 2, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
$1,159
per person
Oct 10 - Oct 14
found 2 days ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (5,106 reviews)
We absolutely loved this hotel. My wife and I came for two days to celebrate my birthday. The location is fantastic to walk many great places, breakfast buffet was the best, excellent selection and tasty. While eating breakfast then brought me a birthday brownie and put chocolate in our room. Above and beyond expectations. Very clean and modern hotel with great staff. Roof top bar is a must!
Reviewed on Sep 2, 2026
Stay near popular Deerfield attractions
Edward L. Ryerson Conservation Area
7.8/10 (64 reviews)
This pristine conservation area shelters rare northern flatwoods and historic buildings along trails. Explore the net-zero Energy Education Center or join seasonal maple syrup hikes through the tranquil forest.
What to do in Deerfield
Chicago: Willis Tower Skydeck and The Ledge Ticket
$47
per adult
88% of travellers recommend
Deerfield Hotel Deals
Hyatt Regency Deerfield
1750 Lake Cook Rd Deerfield IL
Fully refundableReserve now, pay when you stay
$127 nightly
$143 total
Sep 7 - Sep 8
Total with taxes and fees
Embassy Suites by Hilton Chicago North Shore Deerfield
1445 Lake Cook Rd Deerfield IL
Fully refundableReserve now, pay when you stay
$127 nightly
$145 total
Oct 4 - Oct 5
Total with taxes and fees
9/10 Wonderful! (1,351 reviews)
"Breakfast was good. Parking was easy. Quiet area. The atrium was a little noisy and the elevators are a bit of a walk depending where your room is. Pillows were terrible but water pressure was great. All in all I would stay again if in the area."
Reviewed on Sep 2, 2026
La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
2000 South Lakeside Dr Deerfield IL
Fully refundableReserve now, pay when you stay
$84 nightly
$93 total
Oct 4 - Oct 5
Total with taxes and fees
9/10 Wonderful! (1,016 reviews)
"Clean Room good Breakfast"
Reviewed on Sep 3, 2026
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.
Find the Best Deerfield Vacation Packages
Deerfield Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | O'Hare Intl. Airport (ORD) |
Population | 19,000 |
Max Temp Winter | 30ºF |
Max Temp Summer | 80ºF |
Top Sights | Marriott Theatre, North Shore Center for the Performing Arts and Kohl Childrens Museum |
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Frequently asked questions
How much does a Deerfield vacation package cost?
Offering excellent value package deals from $660 on Expedia, you'll be surprised at how little a vacation to Deerfield costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Deerfield?
November, December and January are the best times to search for cheap Deerfield vacation packages. Choosing to travel in less busy months means you can usually find reduced prices on accommodations and flights.
How many days is enough for Deerfield?
Typically, a handful of days is enough for a Deerfield vacation. With a detailed itinerary, you can go to all the major attractions including Par-King Skill Golf, as well as explore some hidden gems along the way.
How to find the best Deerfield package deals?
Landing a cheap Deerfield package deal is a breeze with Expedia. Once you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply a few filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most affordable Deerfield package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Deerfield vacation as a package?
You can enjoy significant savings on your Deerfield escape by booking a personalized vacation package. Check the "Package" heading, then select your travel dates and destination to see the best hotel prices and airfares. Bundle everything into a neat 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 Deerfield?
If you're considering a spontaneous Deerfield vacation, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can find amazing deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Deerfield vacation packages?
Secure your perfect escape to Deerfield with our Book Now, Pay Later vacations. There's no need to save like crazy or wait until your next payday — we've joined forces with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans let you split the cost over 3, 6 or 12 months. With no hidden or late payment fees, it's easy to stay on budget and snap up cheap deals while they last.
Explore a world of travel with Expedia
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
