Chesterfield Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 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
Top Chesterfield Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Saint John's Resort
CA $1,545
per person
Oct 16 - Oct 19
found 24 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Detroit (DTW)
9.6/10 Exceptional! (1,005 reviews)
I don't have enough great things to say about this place. Emaculate from the room to the grounds around it. Cardinal Golf Course was truly a gem and the par 3 course and putting course were so much fun. Restaurants on-site were wonderful also. Can't wait to get back here, so we're planning a trip in the fall!
Reviewed on Aug 6, 2026
MotorCity Casino Hotel
North Corktown
CA $1,046
per person
Oct 15 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Detroit (DTW)
8.8/10 Excellent! (4,736 reviews)
Everything was great. The Hotel parking was easy and close, the check in process was easy, the casino bar had a great happy hour, took a shuttle to and back from the concert we went too. A great stay.
Reviewed on Aug 8, 2026
Ready to book your vacation to Chesterfield?
Chesterfield Hotel Deals
Fairfield Inn & Suites by Marriott Detroit Chesterfield
45800 Market Place Blvd New Baltimore MI
Fully refundableReserve now, pay when you stay
CA $141
CA $156 total
Aug 16 - Aug 17
includes taxes & fees
8.8/10 Excellent! (600 reviews)
"This was a clean and safe hotel, with a decent breakfast. We’d stay again."
Reviewed on Aug 7, 2026
Holiday Inn Express & Suites Chesterfield by IHG
45825 Marketplace Blvd New Baltimore MI
Fully refundable
CA $141
CA $153 total
Aug 23 - Aug 24
includes taxes & fees
Hampton Inn & Suites Detroit/Chesterfield Township
45725 Marketplace Blvd New Baltimore MI
Fully refundableReserve now, pay when you stay
CA $125
CA $138 total
Aug 16 - Aug 17
includes taxes & fees
8.4/10 Very good! (1,006 reviews)
"Despite getting a confirmation email from Expedia the day before arrival, there was no record of my resevation. The hotel was full so I had to sesrch and Uber 10 miles away fir a room. Extensive reseach was done. It was not the fault of the hotel."
Reviewed on Aug 8, 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.
Frequently asked questions
How much does a Chesterfield vacation package cost?
You'll find cheap prices from CA $1,034 on Expedia for your Chesterfield break. However, factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Chesterfield costs.
What are the cheapest months to go to Chesterfield?
If you're looking to snag a cheap Chesterfield vacation package, consider visiting in December, January and February. You're likely to find lower rates on hotels and airfares during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Chesterfield?
With a well-organized schedule, you can easily tick off the main Chesterfield sights in a handful of days. But if you want to discover hidden gems or take day trips, think about booking your Chesterfield vacation for longer.
How to find the best Chesterfield package deals?
Bagging a cheap Chesterfield package deal is easy with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, add a few filters and see what's available. You can tweak your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most economical Chesterfield package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a Chesterfield vacation as a package?
You can enjoy significant savings on your next Chesterfield escape by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to see the best hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Chesterfield?
If you're considering a spur-of-the-moment Chesterfield getaway, browse our last-minute deals that can be booked up to one week before you take off. Prefer not to wait until the last minute? You can find sensational deals on your hotels and flights by booking ahead.
How to plan a trip to Chesterfield?
- Choose when to go: Check your calendar and get packing. Your favourite season and the activities on offer will also help you decide when to vacation in Chesterfield.
- Set your budget: Factor in expenses like flights, food and transportation when working out how much to save for your trip to Chesterfield. Then, pick a hotel that works with your budget, whether that's an affordable option or a swankier getaway.
- Decide your trip length: Consider how long you want to spend discovering Chesterfield. Plan your days so you can get to all the experiences and attractions you're interested in without rushing.
- Bundle your accommodations and airfare: After you've settled on your travel dates and duration, lock in the ideal Chesterfield vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
