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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.
Skyline Hotel Detroit Airport, SureStay Collection by BW

Skyline Hotel Detroit Airport, SureStay Collection by BW

2.5 out of 5
Save 100% on your flight
Price was $431, price is now $333 per person
$333
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Detroit (DTW)
Book a stay at this business-friendly hotel in Romulus. Enjoy free parking, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Gateway Golf Club and Wayne Historical Museum are located nearby.

Saint John's Resort

Saint John's Resort

4 out of 5
Save 100% on your flight
Price was $1,253, price is now $776 per person
$776
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 Laurel Park Place and St. John's Golf & Conference Center are located nearby.
I don't have enough great things to say about this place. Emaculate from the room to the grounds around it. Cardinal Golf Course was truly a gem and the par 3 course and putting course were so much fun. Restaurants on-site were wonderful also. Can't wait to get back here, so we're planning a trip in the fall!

Reviewed on Aug 6, 2026

Trumbull and Porter Hotel

Trumbull and Porter Hotel

3.5 out of 5
Save 100% on your flight
Price was $840, price is now $522 per person
$522
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.

Hampton House

Hampton House

3.5 out of 5
Price was $579, price is now $406 per person
$406
per person
Sep 22 - Sep 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Detroit (DTW)
Stay at this guesthouse in Mount Clemens. Enjoy free WiFi, free parking, and a garden. Popular attractions Emerald Theatre and Macomb Music Theatre are located nearby.
Fantastic stay

Reviewed on Jun 24, 2026

Weber's Hotel & Restaurant

Weber's Hotel & Restaurant

4 out of 5
Save 100% on your flight
Price was $729, price is now $518 per person
$518
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 Briarwood Mall are located nearby.

MotorCity Casino Hotel

MotorCity Casino Hotel

4.5 out of 5
Save 100% on your flight
Price was $906, price is now $650 per person
$650
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Our room was filthy. There was black mold on the shower walls we needed to wash off before using. The carpet was very stained and the 2 chairs provided in the room were exceptionally stained. The room didn’t look like it was maintained well at all compared to the rest of the hotel.

Reviewed on Aug 9, 2026

Hotel Indigo Detroit Downtown by IHG

Hotel Indigo Detroit Downtown by IHG

3.5 out of 5
Save 100% on your flight
Price was $718, price is now $534 per person
$534
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Detroit (DTW)
Book a stay at this business-friendly hotel in Detroit. 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 Comerica Park and Ford Field are located nearby.
Friendly stuff helpful answering question know all the great spots near by free people mover transportation. Nearby restaurants & bars

Reviewed on Aug 9, 2026

Hotel Houze Detroit Downtown

Hotel Houze Detroit Downtown

3 out of 5
Save 100% on your flight
Price was $731, price is now $552 per person
$552
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Air conditioning was on full blast when arrived, which was a pleasant surprise. Furniture is very worn and dated, table with visible bumps on the top. Bedding was rough and sheets had stains.

Reviewed on Aug 9, 2026

Chesterfield Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
MotorCity Casino Hotel

MotorCity Casino Hotel

4.5 out of 5
North Corktown
Save 100% on your flight
Price was $622, price is now $478 per person
$478
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Detroit (DTW)
Saint John's Resort

Saint John's Resort

4 out of 5
Save 100% on your flight
Price was $1,253, price is now $776 per person
$776
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Detroit (DTW)
Weber's Hotel & Restaurant

Weber's Hotel & Restaurant

4 out of 5
Lakewood
Save 100% on your flight
Price was $729, price is now $518 per person
$518
per person
Oct 14 - Oct 17
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
Save 100% on your flight
Price was $701, price is now $504 per person
$504
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 $579, price is now $406 per person
$406
per person
Sep 22 - Sep 29
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
Save 100% on your flight
Price was $840, price is now $522 per person
$522
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Detroit (DTW)
MotorCity Casino Hotel

MotorCity Casino Hotel

4.5 out of 5
North Corktown
Save 100% on your flight
Price was $906, price is now $650 per person
$650
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Detroit (DTW)
Hotel Indigo Detroit Downtown by IHG

Hotel Indigo Detroit Downtown by IHG

3.5 out of 5
Downtown Detroit
Save 100% on your flight
Price was $718, price is now $534 per person
$534
per person
Sep 30 - Oct 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Detroit (DTW)

Top Flight Deals

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

Frontier Airlines
Wed, Aug 26 - Mon, Aug 31
FLL
Fort Lauderdale - Hollywood Intl.
DTW
Detroit Metropolitan Wayne County
$51 Roundtrip, found 3 days ago
$51
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Wed, Aug 26 from Fort Lauderdale - Hollywood Intl. to Detroit Metropolitan Wayne County, returning Mon, Aug 31, priced at $51 found 3 days ago
Frontier Airlines
Mon, Aug 31 - Tue, Sep 1
ATL
Hartsfield-Jackson Atlanta Intl.
DTW
Detroit Metropolitan Wayne County
$68 Roundtrip, found 3 hours ago
$68
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Mon, Aug 31 from Hartsfield-Jackson Atlanta Intl. to Detroit Metropolitan Wayne County, returning Tue, Sep 1, priced at $68 found 3 hours ago
Frontier Airlines
Tue, Sep 15 - Tue, Sep 29
TPA
Tampa Intl.
DTW
Detroit Metropolitan Wayne County
$74 Roundtrip, found 2 days ago
$74
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Tue, Sep 15 from Tampa Intl. to Detroit Metropolitan Wayne County, returning Tue, Sep 29, priced at $74 found 2 days ago
Frontier Airlines
Fri, Oct 16 - Mon, Oct 19
DFW
Dallas-Fort Worth Intl.
DTW
Detroit Metropolitan Wayne County
$76 Roundtrip, found 3 hours ago
$76
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Fri, Oct 16 from Dallas-Fort Worth Intl. to Detroit Metropolitan Wayne County, returning Mon, Oct 19, priced at $76 found 3 hours ago