Chesterfield Vacations from $106

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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
Price was $154, price is now $106 per person
$106
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)
6.8/10 (1,006 reviews)
It was not super clean

Reviewed on Feb 4, 2026

Saint John's Resort

Saint John's Resort

4 out of 5
Save 100% on your flight
Price was $427, price is now $295 per person
$295
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)
9.6/10 Exceptional! (1,004 reviews)
This resort was outstanding. I had a King bed room that looked out on the chapel. Room was lovely, bed was very comfortable and clean. Bathroom was also very nice and clean, well done. I loved that my room had a Nespresso coffeemaker. Staff was nice and attentive. I used the pool which clean and kids were having fun. I also used the fitness center. They had a lot of great equipment in the fitness center. I did take a full walk around the entire inside of the building. I got so many steps in and highly recommend exploring. There were so many places to see and beautiful pieces of art work everywhere. It was really something. I visited in the winter so I did not go out in the garden areas but I can assume that they are lovely to walk in. Very beautiful place, really enjoyed my stay.

Reviewed on Feb 2, 2026

Hotel Indigo Detroit Downtown by IHG

Hotel Indigo Detroit Downtown by IHG

3.5 out of 5
Downtown Detroit
Save 100% on your flight
Price was $300, price is now $210 per person
$210
per person
Mar 13 - Mar 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)
8.2/10 Very Good! (1,003 reviews)
Friendly staff and quiet even though the hotel was busy.

Reviewed on Jan 31, 2026

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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
$80 nightly
The price is $88 total per night from Feb 24 to Feb 25
$88 total
Feb 24 - Feb 25
Total with taxes and fees
8.6/10 Excellent! (389 reviews)
Clean. Friendly staff. Great stay

Reviewed on Jan 25, 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
$98 nightly
The price is $108 total per night from Feb 15 to Feb 16
$108 total
Feb 15 - Feb 16
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
Room was clean and appeared to be freshly remodeled.

Reviewed on Feb 2, 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
$101 nightly
The price is $110 total per night from Feb 16 to Feb 17
$110 total
Feb 16 - Feb 17
Total with taxes and fees
8/10 Very Good! (566 reviews)
Everyone was super nice and the breakfast was great. We loved the gym and pool too.

Reviewed on Feb 2, 2026

Holiday Inn Express & Suites Chesterfield by IHG
See all 946 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 $106 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.