Chesterfield Vacations from $330

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The Latest Chesterfield vacation packages

Price found within the past 48 hours. Click for updated prices.
Weber's Hotel & Restaurant

Weber's Hotel & Restaurant

4 out of 5
Lakewood
Price was $418, price is now $330 per person
$330
per person
May 30 - Jun 1
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)
9.4/10 Exceptional! (1,521 reviews)
Pleasant stay & very clean!

Reviewed on Mar 15, 2026

The Townsend Hotel

The Townsend Hotel

4 out of 5
Price was $778, price is now $605 per person
$605
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)
9.2/10 Wonderful! (719 reviews)
Nice 4.5* hotel ok value for the money in the area. Attentive staff.

Reviewed on Mar 3, 2026

Staybridge Suites Ann Arbor- Univ of Michigan by IHG

Staybridge Suites Ann Arbor- Univ of Michigan by IHG

3 out of 5
Bryant Pattengill East
Price was $1,124, price is now $888 per person
$888
per person
May 21 - May 26
found 9 hours ago
Roundtrip flight included
Dallas (DFW) to Detroit (DTW)
8.8/10 Excellent! (606 reviews)
Clean rooms and everything was great just like a little studio apartment

Reviewed on Mar 16, 2026

EVEN Hotel Ann Arbor S - University Area by IHG

EVEN Hotel Ann Arbor S - University Area by IHG

3.5 out of 5
Bryant Pattengill West
Price was $571, price is now $452 per person
$452
per person
May 21 - May 26
found 9 hours ago
Roundtrip flight included
Dallas (DFW) to Detroit (DTW)
8.8/10 Excellent! (1,005 reviews)
We really only stayed for one night and didn't spend alot of time at the hotel but the room was clean and very nice. The only problem was we barely got any sleep bc there was a noise in the bathroom that sounded like someone was hitting a metal object every min or 2...... It was pretty obnoxious. I doubt this happens in every room but it was extremely hard to sleep bc of it

Reviewed on Mar 8, 2026

Daxton Hotel Birmingham, Curio Collection by Hilton

Daxton Hotel Birmingham, Curio Collection by Hilton

4 out of 5
Save 100% on your flight
Price was $608, price is now $482 per person
$482
per person
Apr 24 - Apr 26
found 14 hours ago
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)
9.2/10 Wonderful! (559 reviews)
My favorite hotel in Detroit.

Reviewed on Mar 10, 2026

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Chesterfield Hotel Deals

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 Apr 1 to Apr 2
$99 total
Apr 1 - Apr 2
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
Laundry and gym were closed due to renovations. To use the pool, we had to go outside, around the building and access the pool from an outside entrance due to the renovations. The hot tub was not hot.

Reviewed on Mar 19, 2026

Hampton Inn & Suites Detroit/Chesterfield Township
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 Mar 29 to Mar 30
$88 total
Mar 29 - Mar 30
Total with taxes and fees
8.8/10 Excellent! (419 reviews)
Apparently there had been a flood so we were subjected to noise of a thousand fans, hallways like minefields and constant banging until “when it stops sometime late” (quote from front desk attendant.

Reviewed on Mar 18, 2026

Tru by Hilton Chesterfield Township Detroit
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 Mar 29 to Mar 30
$110 total
Mar 29 - Mar 30
Total with taxes and fees
8/10 Very Good! (574 reviews)
Room spotless! Staff very friendly. :

Reviewed on Feb 28, 2026

Holiday Inn Express & Suites Chesterfield by IHG
See all 866 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 $330 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.