Deerfield Vacation Packages
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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!
Top Deerfield Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Trump International Hotel & Tower Chicago
Downtown Chicago
CA $2,124
per person
Nov 19 - Nov 24
found 12 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (2,035 reviews)
We had the most memorable time… we flew out from California to see my 5 yr old granddaughter for the weekend . Thank you Sharon and staff for making my weekend with her a day she will always remember. I have highly recommended this hotel to all my law enforcement partners. Thank you and we will be back.
Reviewed on Oct 7, 2026
Ready to book your vacation to Deerfield?
Deerfield Hotel Deals
Hyatt Regency Deerfield
1750 Lake Cook Rd Deerfield IL
Fully refundableReserve now, pay when you stay
CA $180
CA $203 total
Nov 1 - Nov 2
includes taxes & fees
8.8/10 Excellent! (1,257 reviews)
"Hotel staff is top notch, from reception desk making check in and check out extremely easy, to the restaurant/bar wait staff doing a great job made this another great stay at the Hyatt!"
Reviewed on Oct 6, 2026
Embassy Suites by Hilton Chicago North Shore Deerfield
1445 Lake Cook Rd Deerfield IL
Fully refundableReserve now, pay when you stay
CA $174
CA $198 total
Oct 18 - Oct 19
includes taxes & fees
9/10 Wonderful! (1,368 reviews)
"rooms were nice and clean, complement drinks were definitely a nice added bonus, very extensive buffet breakfast in the morning, the only downfall, with that is, it wasn’t always as warm as it should be. The omelette station was awesome. However, on the weekend they had far less options than during ..."
Reviewed on Oct 6, 2026
La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
2000 South Lakeside Dr Deerfield IL
Fully refundableReserve now, pay when you stay
CA $120
CA $133 total
Oct 18 - Oct 19
includes taxes & fees
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.
Stay near popular Deerfield attractions
Ravinia Green Country Club
Enjoy a round of golf in Deerfield at Ravinia Green Country Club. While in this family-friendly area, you can enjoy the restaurants.
Edward L. Ryerson Conservation Area
7.8/10 (64 reviews)
Explore the great outdoors at Edward L. Ryerson Conservation Area, a lovely green space in Deerfield. Stroll along the lakeside or attend a sporting event in the area.
Par-King Skill Golf
7.6/10 (62 reviews)
Enjoy a round of golf in Deerfield at Par-King Skill Golf. Wander the picturesque gardens and lakeside in the area.
What to do in Deerfield
Skydeck Chicago at Willis Tower
CA $59
per adult
88% of travellers recommend
Wendella's Lake and River Architecture Tour
CA $63
per adult
94% of travellers recommend
Frequently asked questions
How much does a Deerfield vacation package cost?
You can snap up a vacation package to this popular destination from CA $1,067 on Expedia. But how much your vacation to Deerfield costs will depend on the season, hotel choice and length of stay.
What are the cheapest months to go to Deerfield?
If you'd like to snag a cheap Deerfield vacation package, consider visiting in January, February and March. You'll typically find better rates on airfares and hotels during these quieter months — perfect for a budget-friendly break.
How many days is enough for Deerfield?
To fully enjoy a Deerfield vacation, we suggest booking for 2 days. Divide your time between discovering The Glen Club, Marriott Theatre and other leading sights, in addition to exploring neighbourhoods like Riverwoods and Bannockburn. If you've got some time to spare, add a day trip to your Deerfield vacation itinerary.
How to find the best Deerfield package deals?
Use Expedia's handy filters to help you find some of the best Deerfield package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Deerfield package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Deerfield vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging accommodations and flights separately. Better still, you can tailor your Deerfield trip to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Deerfield?
If you have your Deerfield travel dates finalized, book early to grab some terrific deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Deerfield?
- Choose your dates: The things you'd like to do in Deerfield and your favourite season can help you decide when to get away.
- Set a budget: Factor in expenses like food, flights and transportation when working out how much to set aside for your trip to Deerfield. Then, pick a hotel that fits your budget, whether that's a low-cost stay or a more upscale getaway.
- Decide your trip length: Consider how much time you want to spend exploring Deerfield. Plan your itinerary so you can get to all the attractions and experiences you're interested in without rushing.
- Combine your airfare and accommodations: Once you've nailed down your trip dates and duration, lock in the perfect Deerfield 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.
