Deals on vacations and trips to Chesterfield

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Chesterfield flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Ann Arbor North Inn

Ann Arbor North Inn

2.5 out of 5
Thurston
Price was $602, price is now $457 per person
$457
per person
Aug 6 - Aug 10
found 6 hours ago
Roundtrip flight included
Dallas (DFW) to Detroit (DTW)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the express check-out. There's a 24-hour gym and multilingual staff can provide around-the-clock assistance.
Saint John's Resort

Saint John's Resort

4 out of 5
Save 100% on your flight
Price was $1,511, price is now $809 per person
$809
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip flight included
New York (NYC) to Detroit (DTW)
A golf course, 3 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 25 conference rooms, free WiFi in public areas, and laundry service. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free self parking.
Graduate by Hilton Ann Arbor

Graduate by Hilton Ann Arbor

4 out of 5
Kerrytown
Save 100% on your flight
Price was $1,009, price is now $722 per person
$722
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
New York (NYC) to Detroit (DTW)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference space, and valet parking. A coffee shop, luggage storage, and wedding services are also on offer.
Weber's Hotel & Restaurant

Weber's Hotel & Restaurant

4 out of 5
Lakewood
Price was $788, price is now $577 per person
$577
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
New York (NYC) to Detroit (DTW)
A nightclub, 3 restaurants, and an indoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free self parking.
Trumbull and Porter Hotel

Trumbull and Porter Hotel

3.5 out of 5
Corktown
Price was $760, price is now $582 per person
$582
per person
Aug 7 - Aug 9
found 10 hours ago
Roundtrip flight included
Albany (ALB) to Detroit (DTW)
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a terrace are also offered.

Top Chesterfield hotels 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
Free Cancellation
Reserve now, pay when you stay
$93 nightly
The price is $102 total per night
$102 total
Jul 12 - Jul 13
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free continental breakfast each morning.
Tru by Hilton Chesterfield Township Detroit

Tru by Hilton Chesterfield Township Detroit

2.5 out of 5
45301 Marketplace Blvd New Baltimore MI
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $108 total per night
$108 total
Jul 12 - Jul 13
Total with taxes and fees
A 24-hour gym is featured at this hotel, along with free self parking. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. Luggage storage and a safe deposit box are also provided.
Breakfast included
Pet friendly
Hampton Inn & Suites Detroit/Chesterfield Township

Hampton Inn & Suites Detroit/Chesterfield Township

2.5 out of 5
45725 Marketplace Blvd New Baltimore MI
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $108 total per night
$108 total
Jul 12 - Jul 13
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Enjoy the hot tub and free perks like buffet breakfast and free self parking. You'll appreciate the area shuttle, 24-hour business center, and free WiFi in public areas.
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
Free Cancellation
$101 nightly
The price is $110 total per night
$110 total
Jul 26 - Jul 27
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
TownePlace Suites by Marriott Chesterfield

TownePlace Suites by Marriott Chesterfield

3 out of 5
45255 Marketplace Blvd., Chesterfield New Baltimore MI
Free Cancellation
Reserve now, pay when you stay
$143 nightly
The price is $158 total per night
$158 total
Jul 8 - Jul 9
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Holiday Inn Express and Suites Detroit/Sterling Heights by IHG

Holiday Inn Express and Suites Detroit/Sterling Heights by IHG

2.5 out of 5
8515 15 Mile Road Sterling Heights MI
Free Cancellation
Reserve now, pay when you stay
$110 nightly
The price is $121 total per night
$121 total
Jul 12 - Jul 13
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
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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 are vacation packages to Chesterfield?
You can pick up a great flight and hotel bundle for a mere $457. With one of our Travelocity vacation packages, a visit to Chesterfield has never looked so tempting! Save some time and money and then get a head start on packing those bags.
How long should my Chesterfield vacation be?
If you're looking for some guidance, most travelers spend around 2 nights in Chesterfield. But to discover the true spirit of this place, stay a few extra nights. That way you can explore more and really take in the local vibe.
Where can I get the best vacation package deals for Chesterfield?
With around 400 airline partners and 1,000,000 properties around the world, you can't beat Travelocity. Take advantage of our comprehensive range and create your dream package deal to Chesterfield. Doesn't it feel amazing when traveling is that easy?
Why should I book my Chesterfield vacation bundle with Travelocity?
We have destinations and experiences to suit every kind of traveler, top-quality service and customer support available 24/7. And to top all that off, we'll match any cheaper price you come across with our Price Match Guarantee.
Can I save on my Chesterfield car rental if I combine it with a hotel or flight?
Sure can — combine your car, flight and hotel into a Chesterfield vacation package and you can save a handsome sum. With so much to discover in and around Chesterfield, having your own set of wheels will make exploring easy. Once you've settled into the driver's seat, get out on the wide open road and find your way to Geneva State Park, a renowned sight around 110 mi from Chesterfield.
Which airport is best for Chesterfield?
Many fly into Detroit Metropolitan Wayne County Airport (DTW), 40 mi southwest of downtown Chesterfield. Others prefer Bishop Intl. Airport (FNT) (50 mi away from central Chesterfield) or Windsor Airport (YQG) (30 mi away from central Chesterfield).
Where should I stay when visiting Chesterfield?
Many visitors choose to spend their nights at the Holiday Inn Express & Suites Chesterfield, an IHG Hotel. It's sure to be a great base for your Chesterfield getaway.

Photos of local treasures

Browse Chesterfield vacation photos for more inspiration

An aerial view of a coastal town with a marina, houses, and a large body of water.
A calm lake with reflections of trees and clouds, surrounded by a forest.