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.
The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
per person
Sep 10 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,950 reviews)
The property was great. There was a doorman that was great. His name was Spiro and he gave great food recommendations. I highly recommend this place.

Reviewed on Aug. 5, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
per person
Sep 10 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,659 reviews)
Bad room service, bad dinner/breakfast service at the restaurants and no house keeping - had to ask for it - and when they finally did they didn’t restock the bar or towels.

Reviewed on Aug. 4, 2025

Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
per person
Sep 10 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (652 reviews)
Quick and easy check in. Parking in their private garage was breeze. Plenty of space, mostly empty, and our vehicle could stay in the garage until 2:00 PM the next day. Beautiful 1 BR condo. Full kitchen, beautiful views of the city on the balcony and from the living room, and very clean space overall. Need your key card for just about everything (pool, lounge, some of the outdoor bathrooms, elevators, etc.).

Reviewed on Jul. 27, 2025

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
per person
Sep 10 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (3,342 reviews)
Beautiful hotel close to all the best parts of Chicago. Wonderful stay. Cant wait to go back!

Reviewed on Aug. 5, 2025

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
per person
Sep 10 - Sep 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,049 reviews)
Amazing view, nice room sizes and very clean

Reviewed on Aug. 3, 2025

Ready to book your vacation to Deerfield?

 

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Deerfield Hotel Deals

Hyatt Regency Deerfield

Hyatt Regency Deerfield

4 out of 5
1750 Lake Cook Rd, Deerfield, IL
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from Aug 24 to Aug 25
CA $153
CA $173 total
Aug 24 - Aug 25
includes taxes & fees
8.4/10 Very Good! (1,004 reviews)
"Perfect"

Reviewed on Aug. 2, 2025

Hyatt Regency Deerfield
Embassy Suites by Hilton Chicago North Shore Deerfield

Embassy Suites by Hilton Chicago North Shore Deerfield

4 out of 5
1445 Lake Cook Rd, Deerfield, IL
Fully refundableReserve now, pay when you stay
The price is CA $186 per night from Aug 17 to Aug 18
CA $186
CA $212 total
Aug 17 - Aug 18
includes taxes & fees
8.8/10 Excellent! (1,236 reviews)
Their food is AMAZING
"My check in was a smooth process! Rick was attentive and greeted us warmly. Once we settled in our room we checked out the complimentary happy hour and received a drink and snacks. I really enjoyed the movie channel options and the breakfast the next morning. Yum yum yummy!"

Reviewed on Aug. 4, 2025

Embassy Suites by Hilton Chicago North Shore Deerfield
La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield

3 out of 5
2000 South Lakeside Dr, Deerfield, IL
Fully refundableReserve now, pay when you stay
The price is CA $116 per night from Sep 1 to Sep 2
CA $116
CA $129 total
Sep 1 - Sep 2
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
"Great place to stay"

Reviewed on Aug. 1, 2025

La Quinta Inn & Suites by Wyndham Bannockburn-Deerfield
See all 2,331 properties in Deerfield
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

Discover the most popular places to visit in Deerfield

Wrigley Field featuring central business district, a city and a sporting event

Wrigley Field

Tour the iconic grounds and catch a game March through September at Chicago’s beloved baseball stadium.

Wrigley Field
Magnificent Mile - River North which includes signage, a city and night scenes

Michigan Avenue

You can enjoy some retail therapy when you visit Michigan Avenue, a popular shopping spot in Chicago. Amble around this vibrant area's riverfront and enjoy its top-notch restaurants.

Michigan Avenue
Navy Pier

Navy Pier

A ferris wheel, shopping, restaurants and more can be found in this waterfront entertainment district.

Navy Pier

What to do in Deerfield

River tour boat in Chicago

Architecture River Tour

CA $57
per adult
96% of travellers recommend
Architecture River Tour
Couple on a sightseeing boat in Chicago

Skyline Lake Tour

CA $41
per adult
92% of travellers recommend
Skyline Lake Tour
Skyline Queen showcasing the Chicago Skyline!

Chicago Sightseeing River and Lake Cruise

CA $62
per adult
100% of travellers recommend
Chicago Sightseeing River and Lake Cruise
See all activities in Deerfield

Frequently asked questions

How much does a Deerfield vacation package cost?
You can snap up a vacation package to this popular destination from CA $1,236 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?

  1. Choose your dates: The things you'd like to do in Deerfield and your favourite season can help you decide when to get away.
  2. 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.
  3. 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.
  4. 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.