Lincolnshire Vacation Packages

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Your Lincolnshire Vacation

With everything planned before you head off, our Lincolnshire vacation packages mean you can concentrate on having a good time. Whether you base yourself in the neighborhood of Riverwoods, which is good for nature, or someplace else, this exciting city offers plenty of discoveries. Want to get out and explore? Lake Forest College, Marriott Theatre and Kemper Lakes Golf Club are among the most popular places to visit during your trip to Lincolnshire. Whatever your travel plans or budget, organizing a tailored Lincolnshire vacation is simple with Expedia.

Top Lincolnshire Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Swissotel - Chicago

Swissotel - Chicago

Downtown Chicago
CA $844
per person
Oct 30 - Nov 1
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,553 reviews)
Pros: Location is excellent. View was excellent. They upgraded my room from the 4th floor to the 28th floor at no extra cost. Cleaned when I requested. Cons: Staff was a bit snooty snooty hoity toity. Didn't know I had to pay for parking so that cost more than I budgeted for, it was also an unnecessary hassle to do due to poor internet connection. Confusing amenity fees that I thought I was properly taking advantage of but toward the end felt was taking advantage of me to extract more money. I requested some items be brought up to our room only for staff to tell me I had to come down to the lobby myself to grab them. Ultimately I can summarize the experience easily as its not worth what I paid for. Also no pool but thats more on me for not checking for that ahead of time.

Reviewed on Aug 26, 2026

Four Seasons Hotel Chicago

Four Seasons Hotel Chicago

Downtown Chicago
CA $1,950
per person
Nov 5 - Nov 8
found 18 hours ago
Roundtrip flight included
Toronto (YYZ) to Chicago (ORD)
9.4/10 Exceptional! (1,001 reviews)
Amazing hotel in excellent location. We loved our stay and hope to return for another trip to Chicago.

Reviewed on Aug 23, 2026

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

Downtown Chicago
CA $1,940
per person
Nov 4 - Nov 8
found 13 hours ago
Roundtrip flight included
Vancouver (YVR) to Chicago (ORD)
9.6/10 Exceptional! (1,986 reviews)
隔音效果差

Reviewed on Aug 27, 2026

Kimpton Gray Hotel by IHG

Kimpton Gray Hotel by IHG

Downtown Chicago
CA $983
per person
Nov 19 - Nov 23
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,008 reviews)
Kinzie Hotel

Kinzie Hotel

Downtown Chicago
CA $922
per person
Nov 8 - Nov 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (2,200 reviews)

Ready to book your vacation to Lincolnshire?

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Lincolnshire Hotel Deals

Hilton Chicago O'Hare Airport

Hilton Chicago O'Hare Airport

O'Hare International Airport Chicago IL
Fully refundableReserve now, pay when you stay
CA $337
CA $395 total
Sep 18 - Sep 19
includes taxes & fees
8.4/10 Very good! (2,446 reviews)
"Very convenient, helpful staff"

Reviewed on Aug 26, 2026

Hilton Chicago O'Hare Airport
Hyatt Regency O'Hare Chicago

Hyatt Regency O'Hare Chicago

9300 Bryn Mawr Ave Rosemont IL
Fully refundableReserve now, pay when you stay
CA $248
CA $283 total
Sep 7 - Sep 8
includes taxes & fees
9/10 Wonderful! (3,096 reviews)
"Had a great time at the annual FanExpo. The skywalk was convenient but they closed it through the day which totally defeated the purpose. Great time otherwise."

Reviewed on Aug 27, 2026

Hyatt Regency O'Hare Chicago
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG

5440 N River Rd Rosemont IL
Fully refundable
CA $187
CA $214 total
Aug 31 - Sep 1
includes taxes & fees
Crowne Plaza Chicago Ohare Hotel & Conf Ctr by IHG
See all 1,567 properties in Lincolnshire
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 Lincolnshire attractions

Marriott Theatre

9.0/10 (48 reviews)
You can make plans for a show at Marriott Theatre during your stay in Lincolnshire. Stroll along the lakeside or attend a sporting event in the area.
See properties

Maze

Enjoy an outing to Maze during your stay in Lincolnshire. While in this family-friendly area, you can savor the top-notch restaurants.
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What to do in Lincolnshire

360 CHICAGO Observation Deck

360 CHICAGO Observation Deck

CA $38
per adult
86% of travellers recommend
360 CHICAGO Observation Deck
Chicago: Navy Pier Centennial Wheel Regular & Express Ticket

Chicago: Navy Pier Centennial Wheel Ticket

CA $34
per adult
90% of travellers recommend
Chicago: Navy Pier Centennial Wheel Ticket
Wendella's Lake and River Architecture Tour

Wendella's Lake and River Architecture Tour

CA $63
per adult
94% of travellers recommend
Wendella's Lake and River Architecture Tour
See all activities in Lincolnshire

Frequently asked questions

How much does a Lincolnshire vacation package cost?
Offering excellent value package deals from CA $844 on Expedia, you'll be thrilled with how little a vacation to Lincolnshire costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Lincolnshire?
If you'd like to score a cheap Lincolnshire vacation package, consider travelling in January, February and November. You'll usually find better prices on airfares and hotels during these months — perfect for a budget-friendly getaway.
How many days is enough for Lincolnshire?
To get the most out of a Lincolnshire vacation, we suggest staying for 3 days. Split your time between discovering Chevy Chase Country Club, Heritage Park and other must-see attractions, in addition to experiencing neighbourhoods like Riverwoods and Bannockburn. If you've got some spare time, add a day trip to your Lincolnshire vacation itinerary.
Is it worth booking a vacation package to Lincolnshire?
During your Lincolnshire vacation, you can look forward to experiencing some top-notch golfing and nature. Leave enough room in your schedule to discover major sights like Marriott Theatre and Par-King Skill Golf.
How to find the best Lincolnshire package deals?
Finding a cheap Lincolnshire package deal is a cinch with Expedia. After you've entered your destination and trip dates under our "Packages" tab, set your budget range, add some filters and see what's available. You can customize your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most pocket-friendly Lincolnshire package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Lincolnshire vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging accommodations and flights separately. Better still, you can customize your Lincolnshire trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Lincolnshire?
Score incredible discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, grab one of our last-minute deals for an impromptu Lincolnshire break.
How to plan a trip to Lincolnshire?
  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you like can all impact your decision on when to visit Lincolnshire.
  2. Budget wisely: As well as the price of your accommodations, you should factor in other expenses. These include food, transportation and flights. Also, put aside some extra funds for unexpected expenses that could crop up during your trip to Lincolnshire.
  3. Decide how long to go away for: Now that you're more familiar with Lincolnshire, you can work out the perfect length of your break. Pull together a draft itinerary and give yourself enough time to get through everything on your must-do list.
  4. Combine your airfare and accommodations: Once you've nailed down your dates and duration, lock in the perfect Lincolnshire 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.