Chesterfield Vacations from $208

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The Latest Chesterfield vacation packages

Price found within the past 48 hours. Click for updated prices.
Allen Park Motor Lodge

Allen Park Motor Lodge

2.5 out of 5
per person
Oct 9 - Oct 12
found 2 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Detroit (DTW)
7.8/10 Good! (650 reviews)
Everything was good

Reviewed on Aug 4, 2025

Hotel Indigo Detroit Downtown by IHG

Hotel Indigo Detroit Downtown by IHG

3.5 out of 5
Downtown Detroit
Save 100% on your flight
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)
7.8/10 Good! (1,019 reviews)
I really enjoyed my stay. The room was clean and great location. I really liked having the valet parking made it so easy after a day out.

Reviewed on Aug 14, 2025

Royal Park Hotel

Royal Park Hotel

4 out of 5
Save 100% on your flight
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip flight included
New York (JFK) to Detroit (DTW)
9.2/10 Wonderful! (1,004 reviews)
Beautiful hotel! Rooms were clean bed was soft and comfortable. All the staff were very attentive.

Reviewed on Aug 14, 2025

Hollywood Casino at Greektown

Hollywood Casino at Greektown

4 out of 5
Downtown Detroit
Save 100% on your flight
per person
Nov 12 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)
8.6/10 Excellent! (4,299 reviews)
Loved that it's close to Ford Field & Comerica Park! Lots of food choices.

Reviewed on Aug 18, 2025

Graduate by Hilton Ann Arbor

Graduate by Hilton Ann Arbor

4 out of 5
Kerrytown
Save 100% on your flight
per person
Oct 3 - Oct 5
found 4 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Detroit (DTW)
9/10 Wonderful! (1,006 reviews)
Lobby smells musty and moldy My room was freezing and I couldn’t do anything about it. The front desk was less than enthusiastic , I wouldn’t pay over 240 a night here. I spent way too much.

Reviewed on Aug 15, 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
$93 nightly
The price is $102 total per night from Aug 31 to Sep 1
$102 total
Aug 31 - Sep 1
Total includes taxes and fees
8.6/10 Excellent! (278 reviews)
"Clean, fresh, excellent."

Reviewed on Aug 16, 2025

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
$101 nightly
The price is $112 total per night from Aug 27 to Aug 28
$112 total
Aug 27 - Aug 28
Total includes taxes and fees
8.4/10 Very Good! (1,002 reviews)
"Spacious clean rooms that are affordable, and am excellent breakfast. The hotel is conveniently placed right off the interstate and plenty to do around Lake St Claire."

Reviewed on Aug 15, 2025

Hampton Inn & Suites Detroit/Chesterfield Township
Fairfield Inn & Suites by Marriott Detroit Chesterfield

Fairfield Inn & Suites by Marriott Detroit Chesterfield

2.5 out of 5
45800 Market Place Blvd, New Baltimore, MI
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $112 total per night from Sep 1 to Sep 2
$112 total
Sep 1 - Sep 2
Total includes taxes and fees
8.6/10 Excellent! (507 reviews)
"The hotel was very clean, comfortable and employees were very kind. They had a good variety of food items during breakfast."

Reviewed on Aug 6, 2025

Fairfield Inn & Suites by Marriott Detroit Chesterfield
See all 889 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.

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Frequently asked questions

How much does a Chesterfield vacation package cost?
Offering great value package deals from $208 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.