Carpentersville Vacations from $248

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Your Carpentersville Vacation

When you book a Carpentersville vacation package, it's easy to enjoy your getaway to the fullest. Discover the sights and sounds of this fun-filled city knowing that all your travel needs have been organized before you go. Love to explore your surroundings? Santas Village, NOW Arena and Arboretum of South Barrington are a few of the top places to visit during your trip to Carpentersville. Whoever you're taking time off with and whatever the size of your budget, your ultimate Carpentersville vacation is just a few clicks away with Expedia.

The Latest Carpentersville vacation packages

Price found within the past 48 hours. Click for updated prices.
The Blackstone, Autograph Collection

The Blackstone, Autograph Collection

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $467, price is now $248 per person
$248
per person
Jan 7 - Jan 11
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (1,003 reviews)
The staff was so nice and easy to talk to!!

Reviewed on Oct 24, 2025

The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
Downtown Chicago
Price was $840, price is now $345 per person
$345
per person
Nov 24 - Nov 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
8.8/10 Excellent! (1,070 reviews)
Hotel in great location, would stay again

Reviewed on Oct 19, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,266, price is now $693 per person
$693
per person
Nov 25 - Dec 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9/10 Wonderful! (367 reviews)
We booked a two-bedroom corner suite which was very spacious (especially the kitchen/living room area), and we had very good view of the old town overlooking from the big porch. The location of the hotel was pretty nice, only 15 min to Michigan Avenue. However, a few things were disappointing: 1) The check-in process was longer than expected which took 15-20 min to get the room keys; 2) The floor of the suite was quite dusty and the door of the master bedroom was broken (could not be locked); 3) The room phone didn't work at all and we had to use our phone to call the hotel front desk to ask questions; 4) This was the one and only hotel we'd stayed worldwide that did not provide foam pillows (feather pillows only to which one of our family members was allergic).

Reviewed on Oct 22, 2025

Art Villa

Art Villa

5 out of 5
West Town
Save 100% on your flight
Price was $1,108, price is now $610 per person
$610
per person
Jan 1 - Jan 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
10/10 Exceptional! (2 reviews)
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,020, price is now $568 per person
$568
per person
Nov 25 - Dec 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Chicago (ORD)
9.4/10 Exceptional! (2,188 reviews)
Everything was amazing. I will definitely be back!

Reviewed on Oct 23, 2025

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Carpentersville Hotel Deals

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove

4 out of 5
1200 N Mittel Blvd, Wood Dale, IL
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $97 total per night from Nov 2 to Nov 3
$97 total
Nov 2 - Nov 3
Total with taxes and fees
8/10 Very Good! (1,041 reviews)
Absolutely loved it, me and my boyfriend were duly pleased to stay here, and the girl named china at the front desk was so nice to us, definitely would go back, thank you ~ Zacharyelliahs

Reviewed on Oct 18, 2025

DoubleTree by Hilton Hotel Chicago Wood Dale - Elk Grove
Courtyard by Marriott Chicago Wood Dale

Courtyard by Marriott Chicago Wood Dale

3 out of 5
900 N Wood Dale Rd, Wood Dale, IL
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $103 total per night from Nov 14 to Nov 15
$103 total
Nov 14 - Nov 15
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
Was able to check in early which helped my situation.

Reviewed on Oct 24, 2025

Courtyard by Marriott Chicago Wood Dale
Motel 6 Prospect Heights, IL

Motel 6 Prospect Heights, IL

2 out of 5
540 N Milwaukee Ave, Prospect Heights, IL
Fully refundable
$45 nightly
The price is $50 total per night from Nov 3 to Nov 4
$50 total
Nov 3 - Nov 4
Total with taxes and fees
8/10 Very Good! (1,466 reviews)
Clean and tidy room. Basic but clean and nothing to complain about in the room. I felt the location of the hotel was a bit sketchy.

Reviewed on Oct 22, 2025

Motel 6 Prospect Heights, IL
See all 746 properties in Carpentersville
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 Carpentersville Vacation Packages

Carpentersville Essential Information

Language
English
Currency
U.S dollars
Closest Airport
O'Hare Intl. Airport (ORD)
Population
38,500
Top Sights
Santas Village, Hemmens Cultural Center and Epic Air Trampoline Park

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Frequently asked questions

How much does a Carpentersville vacation package cost?
You'll find cheap prices from $248 on Expedia for your Carpentersville getaway. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Carpentersville costs.
What are the cheapest months to go to Carpentersville?
You can generally find lower rates and better availability in December, January and February. Check out our cheap Carpentersville vacation packages and you could land some great off-season deals.
How many days is enough for Carpentersville?
The ideal duration of your Carpentersville vacation depends on what you'd like to do. Usually, a few days to a week will give you time to tick off all the leading attractions and discover some hidden treasures along the way.
How to find the best Carpentersville package deals?
Begin your search for a Carpentersville package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Carpentersville package deal straight away, just play around with your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Carpentersville escape off to a flying start.
Is it cheaper to book a Carpentersville vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component individually. And you'll still enjoy the flexibility to create a tailored Carpentersville vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Carpentersville?
If you've got your Carpentersville travel dates finalized, book as soon as you can to grab some incredible deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for impromptu escapes.
Does Expedia offer Book Now, Pay Later Carpentersville vacation packages?
If you're anything like us, you love exploring new places but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Carpentersville vacation over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.