Chesterfield Vacations from $140
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The Latest Chesterfield vacation packages
Price found within the past 48 hours. Click for updated prices.
American Inn and Suites Dundee
$140
per person
Nov 6 - Nov 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Detroit (DTW)
6.8/10 (1,004 reviews)
I stayed here for a month and a half. The first room sealing was worped, bathroom unclean and toilet did not work. Then the TV went out. You could hear the TV but not see anything. I asked for another room. This room was dirty too.The baith room looked as if had not been cleaned in a long time.The toilet also had issues flushing The TV only got one channel and the air condit ioner was leaking. The carpet was socking wet.I asked for a refund and they told me to ask Expedia Expedia told me to ask the property manager from hotel. So I left with no refund 6 days early.
Reviewed on Aug 26, 2026
Saint John's Resort
$314
per person
Nov 7 - Nov 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)
9.6/10 Exceptional! (1,010 reviews)
This place has a great atmosphere for relax. Elegant, cleand and quiet. Thre restaurants to chose good food. Higlhly recomended for a geat away weekend. We used it because we had an event near by. So it was only one night. Next time we stay longer for sure.
Reviewed on Aug 26, 2026
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View all tripsChesterfield Hotel Deals
Fairfield Inn & Suites by Marriott Detroit Chesterfield
45800 Market Place Blvd New Baltimore MI
Fully refundableReserve now, pay when you stay
$101 nightly
$112 total
Sep 6 - Sep 7
Total with taxes and fees
Holiday Inn Express & Suites Chesterfield by IHG
45825 Marketplace Blvd New Baltimore MI
Fully refundable
$101 nightly
$110 total
Sep 6 - Sep 7
Total with taxes and fees
Hampton Inn & Suites Detroit/Chesterfield Township
45725 Marketplace Blvd New Baltimore MI
Fully refundableReserve now, pay when you stay
$88 nightly
$97 total
Sep 21 - Sep 22
Total with taxes and fees
8.4/10 Very Good! (1,015 reviews)
"Clean be try helpful very safe"
Reviewed on Aug 24, 2026
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 $140 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.
