Chesterfield Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to SARĀ 5,400 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place

Find the Best Chesterfield Vacation Packages

Chesterfield Hotel Deals

Fairfield Inn & Suites by Marriott Detroit Chesterfield

Fairfield Inn & Suites by Marriott Detroit Chesterfield

3 out of 5
45800 Market Place Blvd New Baltimore MI
Fully refundableReserve now, pay when you stay
The price is SARĀ 348 per night from Jul 29 to Jul 30
SARĀ 348
SARĀ 384 total
29 Jul - 30 Jul
includes taxes & fees
8.8/10 Excellent! (586 reviews)
"Very clean and spacious room. Breakfast always very good."

Reviewed on 16 July 2026

Fairfield Inn & Suites by Marriott Detroit Chesterfield
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 SARĀ 320 per night from Aug 13 to Aug 14
SARĀ 320
SARĀ 354 total
13 Aug - 14 Aug
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
"Room was really clean and spacious. Receptionist was great."

Reviewed on 15 July 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 SARĀ 366 per night from Aug 9 to Aug 10
SARĀ 366
SARĀ 405 total
9 Aug - 10 Aug
includes taxes & fees
Tru by Hilton Chesterfield Township Detroit
See all 921 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.

Frequently asked questions

How much does a Chesterfield vacation package cost?
You'll find cheap prices 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 ā€” perfect for travelers wishing to save money.
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 favorite 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.