Sheffield Neighbors Vacation Packages

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Top Holiday Package Deals in Sheffield Neighbors

Price found within the past 48 hours. Click for updated prices.
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (1,773 reviews)
Beautiful historic hotel! Loved the live music in the lobby. I was there in a traditional room sith 2 double beds, and then i upgraded to a suite. Both were nice rooms, but i LOVE a good suite! Personnel at the hotel were kind and helpful. Have a cocktail and a brownie in the lobby- you won't regret it!

Reviewed on Jul. 15, 2025

Hilton Chicago

Hilton Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.4/10 Very Good! (1,986 reviews)
For a four star hotel in chicago it is very pricy only good for location as the amenities and extras are what you gt in a 3 star hotel outside of the city. The carpet is dated and dusty, the bathroom was clean and more modern than expected, but it is not as expected.

Reviewed on Jul. 16, 2025

Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 27 - Aug 31
found 16 hours ago
Roundtrip flight included
Toronto (YTZ) to Chicago (ORD)
9.4/10 Exceptional! (2,122 reviews)
Staff was friendly and it was clean. Easy beautiful view and great food. The breakfast was beyond my expectations

Reviewed on Jul. 17, 2025

theWit Chicago, a Hilton Hotel

theWit Chicago, a Hilton Hotel

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Oct 10 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (1,000 reviews)
I loved this hotel. It was absolutely beautiful!

Reviewed on Jul. 17, 2025

Virgin Hotels Chicago

Virgin Hotels Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,334 reviews)
The hotel staff were very pleasant, the room was clean, and the hotel was located in a convenient area.

Reviewed on Jul. 17, 2025

Where to stay in Sheffield Neighbors

Find the best Sheffield Neighbors areas and neighborhoods for the activities you enjoy most. Learn more about Sheffield Neighbors
Downtown Chicago showing a city

Downtown Chicago

5 out of top 10 points of interest in this area

The heart of the Midwest’s glittering metropolis has many offerings, from shopping and dining to parks, museums and exciting contemporary public art.

Find hotels in Downtown Chicago

Sheffield Neighbors Hotel Deals

Congress Plaza Hotel

Congress Plaza Hotel

3.5 out of 5
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $185 per night from Aug 18 to Aug 19
CA $185
CA $217 total
Aug 18 - Aug 19
includes taxes & fees
7.8/10 Good! (8,979 reviews)
"The hotel is an old property, but the bedrooms were nicely renovated. The location is the highlight... nice views, close to everything, walkable distance to downtown and the lake."

Reviewed on Jul. 15, 2025

Congress Plaza Hotel
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is CA $377 per night from Aug 7 to Aug 8
CA $377
CA $486 total
Aug 7 - Aug 8
includes taxes & fees
9/10 Wonderful! (2,045 reviews)
"Very close to popular places."

Reviewed on Jul. 16, 2025

InterContinental Chicago Magnificent Mile by IHG
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 out of 5
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
The price is CA $197 per night from Aug 17 to Aug 18
CA $197
CA $232 total
Aug 17 - Aug 18
includes taxes & fees
8.8/10 Excellent! (2,468 reviews)
"Pool was under construction"

Reviewed on Jul. 17, 2025

Hilton Chicago/Magnificent Mile Suites
See all 4,541 properties in Sheffield Neighbors
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.

Frequently asked questions

How much does a Sheffield Neighbors vacation package cost?
From as low as CA $743, you can build your own Sheffield Neighbors package. Simply combine hotels, flights and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Sheffield Neighbors?
Our Sheffield Neighbors vacation packages mean plenty of savings for the savvy wanderer. For the best deals, simply combine your hotel, flights and extras (including tours) into a budget-friendly package. But impressive bargains are just the beginning of your next epic adventure. Book with Expedia and you'll have more than 550 air carriers and 1,000,000 properties around the world to choose from. No matter your budget, there's a vacation package with your name on it.
Where should I stay in Sheffield Neighbors?
Most people who travel to Sheffield Neighbors include Wrigley Field and Lincoln Park Zoo on their bucket lists. Why not consider a hotel right near these iconic attractions?
What are the top hotels in Sheffield Neighbors?
When it comes to comfy places to stay in Sheffield Neighbors, you can't go past Villa D' Citta. Take a look at its deals and land a great price.
How far in advance should I book my Sheffield Neighbors vacation?
Get rewarded with the biggest variety and the cheapest prices by booking your trip to Sheffield Neighbors nice and early. Air carriers generally release flight tickets around 12 months in advance, so start your planning ASAP. That being said, Expedia is dedicated to providing you with the best deals around, so it's never a bad time to book your dream vacation!
What does an Expedia Sheffield Neighbors travel package include?
It comes down to what you're looking for. If you're traveling by yourself, you might decide to bundle hotels and flights. Bringing the entire family to Sheffield Neighbors? A travel package including rental cars, flights and hotels might suit you better. Expedia gives you the freedom and flexibility to tailor your travel package.
What should I know before booking a Sheffield Neighbors travel package?
When you book your hotels, flights and car rentals together, you'll enjoy incredible discounts. Whether you're planning an outdoor getaway in a chalet or would rather stay in a convenient hotel in the city, Expedia will help make it happen.
Can I choose my airline with a Sheffield Neighbors Expedia vacation package?
Yes, and with over 550 airlines to pick from all over the world, you're spoiled for choice. Look through the available options and find out which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Sheffield Neighbors vacation package?
Because we know life can throw you a few curveballs, the answer is yes. To learn more, head to our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it without penalty. Your airline, hotel or car rental company may charge a fee if your booking is older than that.

Things to do

River tour boat in Chicago

Architecture River Tour

CA $67
per adult
96% of travellers recommend
Architecture River Tour
Wendella's 90-min Chicago River Architecture Tour

Wendella's 90-min Chicago River Architecture Tour

CA $62
per adult
94% of travellers recommend
Wendella's 90-min Chicago River Architecture Tour
See Chicago's magnificent skyline at night!

Chicago By Night River & Lake Cruise

CA $62
per adult
94% of travellers recommend
Chicago By Night River & Lake Cruise
See all activities in Chicago