Chesterfield Vacations from $200

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The Latest Chesterfield vacation packages

Price found within the past 48 hours. Click for updated prices.
Radisson Hotel Detroit Metro Airport

Radisson Hotel Detroit Metro Airport

3 out of 5
Save 100% on your flight
Price was $293, price is now $200 per person
$200
per person
Feb 18 - Feb 23
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)
6.8/10 (1,006 reviews)
The place is quiet but it isn't clean.

Reviewed on Jan 8, 2026

Graduate by Hilton Ann Arbor

Graduate by Hilton Ann Arbor

4 out of 5
Kerrytown
Save 100% on your flight
Price was $728, price is now $498 per person
$498
per person
Feb 18 - Feb 23
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)
9.2/10 Wonderful! (1,003 reviews)
As always, a great stay.

Reviewed on Jan 13, 2026

Saint John's Resort

Saint John's Resort

4 out of 5
Price was $661, price is now $460 per person
$460
per person
Apr 7 - Apr 10
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)
9.6/10 Exceptional! (1,004 reviews)
I had an amazing stay here! I didn’t have much time to fully explore but everyone was super nice and food was great! Loved the style and aesthetic and the rooms were comfortable. My only complaint is my room could have been cleaner there was a stain in my bedding and things missing like coffee and smaller stuff. I’d definitely come back in the summer!

Reviewed on Jan 14, 2026

DoubleTree by Hilton Detroit - Dearborn

DoubleTree by Hilton Detroit - Dearborn

4 out of 5
Warrendale
Price was $352, price is now $255 per person
$255
per person
Apr 7 - Apr 10
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)
7.8/10 Good! (1,001 reviews)
The cookies were the best. Warm.

Reviewed on Dec 23, 2025

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Chesterfield Hotel Deals

Tru by Hilton Chesterfield Township Detroit

Tru by Hilton Chesterfield Township Detroit

2.5 out of 5
45301 Marketplace Blvd New Baltimore MI
Fully refundableReserve now, pay when you stay
$81 nightly
The price is $90 total per night from Jan 21 to Jan 22
$90 total
Jan 21 - Jan 22
Total with taxes and fees
8.6/10 Excellent! (376 reviews)
Clean room, friendly staff, good location

Reviewed on Jan 1, 2026

Tru by Hilton Chesterfield Township Detroit
Hampton Inn & Suites Detroit/Chesterfield Township

Hampton Inn & Suites Detroit/Chesterfield Township

2.5 out of 5
45725 Marketplace Blvd New Baltimore MI
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $99 total per night from Jan 25 to Jan 26
$99 total
Jan 25 - Jan 26
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
Yes

Reviewed on Jan 8, 2026

Hampton Inn & Suites Detroit/Chesterfield Township
Holiday Inn Express & Suites Chesterfield by IHG

Holiday Inn Express & Suites Chesterfield by IHG

2.5 out of 5
45825 Marketplace Blvd New Baltimore MI
Fully refundable
$105 nightly
The price is $114 total per night from Jan 19 to Jan 20
$114 total
Jan 19 - Jan 20
Total with taxes and fees
8/10 Very Good! (561 reviews)
Amazing all the way around!

Reviewed on Jan 5, 2026

Holiday Inn Express & Suites Chesterfield by IHG
See all 939 properties in Chesterfield
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 Chesterfield Vacation Packages

Chesterfield Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Windsor Airport (YQG)
Max Temp Winter
30ºF
Max Temp Summer
75ºF

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Frequently asked questions

How much does a Chesterfield vacation package cost?
Offering great value package deals from $200 on Expedia, you'll be thrilled with how little a vacation to Chesterfield costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Chesterfield?
January, September and October are the best times to search for cheap Chesterfield vacation packages. Opting to travel in less busy periods means you can usually find better prices on flights and hotels.
How many days is enough for Chesterfield?
With a well-planned itinerary, you can easily hit the top Chesterfield attractions in a few days. But if you'd like to discover hidden gems or go on day trips, think about booking your Chesterfield vacation for longer.
How to find the best Chesterfield package deals?
Use Expedia's handy filters to find some of the best Chesterfield package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Chesterfield package deals in the low season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Chesterfield vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still have the flexibility to create a customized Chesterfield vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Chesterfield?
If you have your Chesterfield travel dates confirmed, book as soon as you can to bag some fantastic deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are great for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Chesterfield vacation packages?
Secure your dream escape to Chesterfield with our Book Now, Pay Later vacations. There's no need to save like crazy or wait until payday — we've partnered with online lender Affirm to give you more flexibility and choice. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to stay on budget and snap up travel deals before they sell out.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.