Chesterfield Vacations from $326
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $2,000 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
The Latest Chesterfield vacation packages
Price found within the past 48 hours. Click for updated prices.
Trumbull and Porter Hotel
Corktown
$326
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)
8.4/10 Very Good! (1,326 reviews)
The hotel vibe was cool and the staff were friendly. Bed was good - pillows need to be upgraded.
The floors are concrete and a few more rugs would be nice to make it feel cozy.
The drywall in the ceiling over the new sink was falling off and making a mess.
Not enough towels for 2 people and they were thin.
Reviewed on Sep 18, 2026
Hotel Houze Detroit Downtown
Downtown Detroit
$355
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)
7.8/10 Good! (724 reviews)
Basic but comfortable and clean. Great location and wonderful friendly staff willing to go out if there way to help! In fact the staff was my favorite thing about the hotel.
Reviewed on Sep 18, 2026
Don't see what you're looking for?
See all available trips from Columbus to Chesterfield
View all tripsChesterfield Hotel Deals
Hampton Inn & Suites Detroit/Chesterfield Township
45725 Marketplace Blvd New Baltimore MI
Fully refundableReserve now, pay when you stay
$84 nightly
$93 total
Sep 28 - Sep 29
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
"Everything was very good we didn’t get to the pool to how that was but they did have one."
Reviewed on Sep 18, 2026
Tru by Hilton Chesterfield Township Detroit
45301 Marketplace Blvd New Baltimore MI
Fully refundableReserve now, pay when you stay
$81 nightly
$90 total
Oct 5 - Oct 6
Total with taxes and fees
Fairfield Inn & Suites by Marriott Detroit Chesterfield
45800 Market Place Blvd New Baltimore MI
Fully refundableReserve now, pay when you stay
$97 nightly
$107 total
Sep 27 - Sep 28
Total with taxes and fees
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 |
More vacations you might like
Frequently asked questions
How much does a Chesterfield vacation package cost?
Offering great value package deals from $326 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.
Explore a world of travel with Expedia
- Resorts & Hotels with Spas in Chesterfield
- Royal Oak Hotels
- Detroit Hotels
- New Baltimore Hotels
- Hotels with a Pool in Chesterfield
- Dearborn Hotels
- Apartments in Chesterfield
- Pet-Friendly Hotels in Chesterfield
- Hotels near Detroit Metropolitan Wayne County
- Southfield Hotels
- Sterling Heights Hotels
- Hotels with Free Airport Shuttle in Detroit
- Utica Hotels
- Cabin Rentals in Chesterfield
- Shelby Township Hotels
- Cheap Hotels in Detroit
- Hotels near Little Caesars Arena
- Ann Arbor Hotels
- Auburn Hills Hotels
- Chesterfield Hotels
- Downtown Detroit Hotels
- Macomb Hotels
- Troy Hotels
- Warren Hotels
- Hotels with Hot Tubs in Chesterfield
- Mount Clemens Hotels
- Clinton Township Hotels
- Hotels near Ford Field
- Hotels with an Outdoor Pool in Chesterfield
- Flights from Oakland County Intl.
- Flights from San Francisco (SFO) to Detroit (DTW)
- Flights from Las Vegas (LAS) to Detroit (DTW)
- Flights from Nashville (BNA) to Detroit (DTW)
- Flights from San Diego (SAN) to Detroit (DTW)
- Flights from Phoenix (PHX) to Detroit (DTW)
- Flights from Baltimore (BWI) to Detroit (DTW)
- Flights from Atlanta (ATL) to Detroit (DTW)
- Flights from Miami (MIA) to Detroit (DTW)
- Flights from Chesterfield
- Flights from Los Angeles (LAX) to Detroit (DTW)
- Flights from Orlando (MCO) to Detroit (DTW)
- Flights from Tampa (TPA) to Detroit (DTW)
- Flights from Denver (DEN) to Detroit (DTW)
- Flights from Raleigh (RDU) to Detroit (DTW)
- Flights from Minneapolis (MSP) to Detroit (DTW)
- Flights from Chicago (ORD) to Detroit (DTW)
- Flights from Detroit
- Flights from Fort Lauderdale (FLL) to Detroit (DTW)
- Flights from Washington (DCA) to Detroit (DTW)
- Flights from Boston (BOS) to Detroit (DTW)
- Flights from Charlotte (CLT) to Detroit (DTW)
- Flights from Austin (AUS) to Detroit (DTW)
- Flights from New York (LGA) to Detroit (DTW)
- Flights from Philadelphia (PHL) to Detroit (DTW)
- Flights from Detroit Metropolitan Wayne County
- Flights to Chesterfield
- Flights from Houston (IAH) to Detroit (DTW)
- Flights from Seattle (SEA) to Detroit (DTW)
- Flights from Newark Liberty Intl. Airport (EWR) to Detroit (DTW)
- Flights to Detroit
- Flights from Dallas (DFW) to Detroit (DTW)
- Visit Detroit
- Jawor's Golf Center
- Rochester Hills Vacations
- Roseville Vacations
- Romeo Golf Course & Country Club
- Rattle Run Golf Course
- Sterling Heights Vacations
- Macomb Vacations
- Jerome Duncan Ford Theatre
- The Mall at Partridge Creek
- Wolcott Mill Metropark
- Metro Beach
- Blake's Orchard & Cider Mill
- Casco Vacations
- C.j. Barrymore's
- Anna Scripps Whitcomb Conservatory
- Freedom Hill Amphitheatre
- Detroit Vacations
- Motown Museum
- Red Oaks Waterpark
- Airtime Trampoline & Game Park
- Romeo Vacations
- Cranbrook House and Gardens
- St. Clair Shores Vacations
- Henry Ford Museum
- Warren Vacations
- Bruce Hills Golf Course
- Clinton Township Vacations
- Anchor Bay Harbor Vacations
- Mount Clemens Vacations
- Warren Community Centre Indoor Waterpark
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
