Chesterfield Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Chesterfield Vacation Deals

Price found within the past 48 hours. Click for updated prices.
American Inn and Suites Ferndale

American Inn and Suites Ferndale

2.5 out of 5
Price was CA $804, price is now CA $761 per person
CA $761
per person
Dec 16 - Dec 18
found 17 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Detroit (DTW)
4.4/10 (546 reviews)
BAD PART OF TOWN THE HOTEL STANK OF MARIJUANA

Reviewed on Oct 28, 2026

The Westin Detroit Metropolitan Airport

The Westin Detroit Metropolitan Airport

4 out of 5
Price was CA $1,339, price is now CA $1,215 per person
CA $1,215
per person
Dec 16 - Dec 18
found 17 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Detroit (DTW)
9/10 Wonderful! (1,004 reviews)
Check-in was OK, room was nice. The shocking experience was to find, in the morning, that a hypodermic needle had fallen onto the floor from the bed covers. Thank God the cap was on and we weren't poked, but this was a frightening discovery. We had a 6:25am flight, so we left the room at 4:30am, in a bit of a hurry, and didn't have the time to look for someone to complain to (check-in desk was deserted). The hotel needs to do a serious self assessment over this one. Unforgivable.

Reviewed on Nov 4, 2026

Windsor Manor

Windsor Manor

4 out of 5
City Centre
Price was CA $826, price is now CA $783 per person
CA $783
per person
Jan 15 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Detroit (DTW)
10/10 Exceptional! (3 reviews)
Overall was good...No control of thermostat though but was reasonably comfortable...Ad description was a little misleading at first with pics just pay attention when scrolling through and descriptions ..Overall recommend average price for the stay

Reviewed on Oct 18, 2026

Lexington Inn & Suites Windsor

Lexington Inn & Suites Windsor

2.5 out of 5
Devonshire
Price was CA $1,117, price is now CA $1,066 per person
CA $1,066
per person
Jan 15 - Jan 17
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Detroit (DTW)
7.8/10 Good! (1,121 reviews)

Hotel Chataura

Hotel Chataura

3.5 out of 5
Price was CA $801, price is now CA $770 per person
CA $770
per person
Dec 16 - Dec 18
found 17 hours ago
Roundtrip non-stop flight included
Halifax (YHZ) to Detroit (DTW)
4.8/10 (378 reviews)

Ready to book your vacation to Chesterfield?

 

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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
The price is CA $130 per night from Nov 22 to Nov 23
CA $130
CA $144 total
Nov 22 - Nov 23
includes taxes & fees
8.4/10 Very good! (1,001 reviews)
"The room was very clean. Check in was a breeze and the lady was sweet and made everything easy"

Reviewed on Nov 6, 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
The price is CA $118 per night from Dec 1 to Dec 2
CA $118
CA $130 total
Dec 1 - Dec 2
includes taxes & fees
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
The price is CA $129 per night from Dec 6 to Dec 7
CA $129
CA $147 total
Dec 6 - Dec 7
includes taxes & fees
Holiday Inn Express & Suites Chesterfield by IHG
See all 909 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
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Family Vacations

Frequently asked questions

How much does a Chesterfield vacation package cost?
You'll find cheap prices from CA $761 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.