Chesterfield Vacation Packages
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Top Chesterfield Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Weber's Hotel & Restaurant
Lakewood
CA $1,254
per person
Nov 6 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Detroit (DTW)
9.4/10 Exceptional! (1,578 reviews)
The front desk staff who checked us in were lovely and made our stay great from the start by accommodating an early check-in. I really enjoyed the restaurant's rich history, excellent food, and attentive service, and the bar was cozy and inviting. The aromatherapy in the hallways was a fantastic touch as well.
The room exceeded expectations—the bathroom's Bluetooth mirror made listening to music in the rain shower so much fun, and the heated seat bidet was a wonderful luxury. Also, taking the $3.00 round-trip shuttle bus to the University of Michigan game was incredibly convenient. We will definitely be staying here again!
Best,
Shawn Dee Hartless
Reviewed on Sep 21, 2026
Ready to book your vacation to Chesterfield?
Chesterfield Hotel Deals
Hampton Inn & Suites Detroit/Chesterfield Township
45725 Marketplace Blvd New Baltimore MI
Fully refundableReserve now, pay when you stay
CA $119
CA $131 total
Oct 5 - Oct 6
includes taxes & fees
8.4/10 Very good! (1,003 reviews)
"We stayed for three nights, but no housekeeping staff came to the room to vacuum, make bed, empty trash, etc."
Reviewed on Sep 21, 2026
Tru by Hilton Chesterfield Township Detroit
45301 Marketplace Blvd New Baltimore MI
Fully refundableReserve now, pay when you stay
CA $114
CA $126 total
Oct 12 - Oct 13
includes taxes & fees
8.8/10 Excellent! (495 reviews)
"The room was clean, lots of construction, due to improvements being made. Was not told about breakfast when checking in, and when checking out, front desk person on their phone. Saw the manager in her office playing on her phone as well."
Reviewed on Sep 21, 2026
Holiday Inn Express & Suites Chesterfield by IHG
45825 Marketplace Blvd New Baltimore MI
Fully refundable
CA $136
CA $149 total
Oct 19 - Oct 20
includes taxes & fees
8.2/10 Very good! (628 reviews)
"Friendly staff, clean rooms, nice breakfast…HOWEVER, that young lady working the am breakfast area REALLY needs some training on smiling, kindness, approachableness (if that’s a word) 😊 how to not throw supplies, or slam foodware or just some basic professionalism. Seems like a very unhappy and ..."
Reviewed on Sep 14, 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 $1,105 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.
