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Chesterfield Vacation Packages

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Chesterfield Flight + Hotel Packages

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

American Inn and Suites Dundee

2 out of 5
Price was $270, price is now $197 per person
$197
per person
Nov 5 - Nov 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Detroit (DTW)
Book a stay at this business-friendly hotel in Dundee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attraction Holiday Inn Dundee-Waterpark is located nearby.

The Townsend Hotel

The Townsend Hotel

4 out of 5
Save 100% on your flight
Price was $954, price is now $520 per person
$520
per person
Dec 4 - Dec 7
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)
Book a stay at this boutique hotel in Birmingham. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff in our reviews. Popular attractions Detroit Zoo and The Detroit Shoppe are located nearby.

Saint John's Resort

Saint John's Resort

4 out of 5
Save 100% on your flight
Price was $870, price is now $494 per person
$494
per person
Dec 4 - Dec 7
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)
Book a stay at this boutique hotel in Plymouth. Enjoy free parking, 3 restaurants, and a golf course. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions St. John's Golf & Conference Center and Northville Hills Golf Club are located nearby.
Amazing, loved my stay...what a great location!

Reviewed on Sep 19, 2026

Trumbull and Porter Hotel

Trumbull and Porter Hotel

3.5 out of 5
Save 100% on your flight
Price was $484, price is now $326 per person
$326
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)
Book a stay at this business-friendly hotel in Detroit. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Little Caesars Arena and Comerica Park are located nearby.

Graduate by Hilton Ann Arbor

Graduate by Hilton Ann Arbor

4 out of 5
Save 100% on your flight
Price was $691, price is now $483 per person
$483
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Houston (IAH) to Detroit (DTW)
Book a stay at this business-friendly hotel in Ann Arbor. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Michigan Stadium and Kempf House Museum are located nearby.

Hotel Houze Detroit Downtown

Hotel Houze Detroit Downtown

3 out of 5
Save 100% on your flight
Price was $483, price is now $355 per person
$355
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)
Stay at this hotel in Detroit. Enjoy free WiFi, a 24-hour fitness center, and a 24-hour front desk. Popular attractions Comerica Park and Ford Field are located nearby.

Weber's Hotel & Restaurant

Weber's Hotel & Restaurant

4 out of 5
Save 100% on your flight
Price was $896, price is now $677 per person
$677
per person
Nov 6 - Nov 9
just found
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)
Book a stay at this boutique hotel in Ann Arbor. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the pool and the restaurant in our reviews. Popular attractions Michigan Stadium and Bel-Mark Lanes are located nearby.
We had dinner and breakfast, the staff is friendly and the food is phenomenal!

Reviewed on Sep 19, 2026

MotorCity Casino Hotel

MotorCity Casino Hotel

4.5 out of 5
Save 100% on your flight
Price was $599, price is now $454 per person
$454
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)
Book a stay at this luxury hotel in Detroit. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Little Caesars Arena and Comerica Park are located nearby.
Convenience

Reviewed on Sep 20, 2026

Chesterfield Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Trumbull and Porter Hotel

Trumbull and Porter Hotel

3.5 out of 5
Corktown
Save 100% on your flight
Price was $484, price is now $326 per person
$326
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)
The Townsend Hotel

The Townsend Hotel

4 out of 5
Save 100% on your flight
Price was $954, price is now $520 per person
$520
per person
Dec 4 - Dec 7
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)
Saint John's Resort

Saint John's Resort

4 out of 5
Save 100% on your flight
Price was $870, price is now $494 per person
$494
per person
Dec 4 - Dec 7
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)
Graduate by Hilton Ann Arbor

Graduate by Hilton Ann Arbor

4 out of 5
Kerrytown
Save 100% on your flight
Price was $691, price is now $483 per person
$483
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Houston (IAH) to Detroit (DTW)

Chesterfield Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Hampton House

Hampton House

3.5 out of 5
Price was $550, price is now $414 per person
$414
per person
Oct 21 - Oct 27
found 1 day ago
Roundtrip flight included
Houston (IAH) to Detroit (DTW)
Saint John's Resort

Saint John's Resort

4 out of 5
Price was $1,388, price is now $761 per person
$761
per person
Oct 29 - Nov 3
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Detroit (DTW)
Trumbull and Porter Hotel

Trumbull and Porter Hotel

3.5 out of 5
Corktown
Price was $1,194, price is now $828 per person
$828
per person
Oct 21 - Oct 27
found 1 day ago
Roundtrip flight included
Houston (IAH) to Detroit (DTW)
Hotel Houze Detroit Downtown

Hotel Houze Detroit Downtown

3 out of 5
Downtown Detroit
Price was $1,385, price is now $1,000 per person
$1,000
per person
Oct 21 - Oct 27
found 1 day ago
Roundtrip flight included
Houston (IAH) to Detroit (DTW)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Tue, Oct 27 - Wed, Nov 18
DFW
Dallas-Fort Worth Intl.
DTW
Detroit Metropolitan Wayne County
$76 Roundtrip, found 13 hours ago
$76
Roundtrip
found 13 hours ago
Select Frontier Airlines flight, departing Tue, Oct 27 from Dallas-Fort Worth Intl. to Detroit Metropolitan Wayne County, returning Wed, Nov 18, priced at $76 found 13 hours ago
Frontier Airlines
Sat, Nov 14 - Tue, Nov 17
ATL
Hartsfield-Jackson Atlanta Intl.
DTW
Detroit Metropolitan Wayne County
$90 Roundtrip, found 6 hours ago
$90
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Sat, Nov 14 from Hartsfield-Jackson Atlanta Intl. to Detroit Metropolitan Wayne County, returning Tue, Nov 17, priced at $90 found 6 hours ago
Frontier Airlines
Wed, Oct 28 - Wed, Nov 4
DEN
Denver Intl.
DTW
Detroit Metropolitan Wayne County
$108 Roundtrip, found 5 days ago
$108
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Oct 28 from Denver Intl. to Detroit Metropolitan Wayne County, returning Wed, Nov 4, priced at $108 found 5 days ago
Frontier Airlines
Thu, Nov 26 - Mon, Dec 14
FLL
Fort Lauderdale - Hollywood Intl.
DTW
Detroit Metropolitan Wayne County
$108 Roundtrip, found 6 hours ago
$108
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Thu, Nov 26 from Fort Lauderdale - Hollywood Intl. to Detroit Metropolitan Wayne County, returning Mon, Dec 14, priced at $108 found 6 hours ago