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Pittsfield Vacation Packages

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Pittsfield Flight + Hotel Packages

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

Hampton House

3.5 out of 5
Price was $311, price is now $247 per person
$247
per person
Nov 12 - Nov 15
found 18 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
The hosts were friendly and helpful. The facilities were super clean and comfortable. There was even a tiny garden to sit out in the evening. We enjoyed our stay.

Reviewed on Sep 17, 2026

Saint John's Resort

Saint John's Resort

4 out of 5
Save 100% on your flight
Price was $576, price is now $348 per person
$348
per person
Oct 30 - Nov 1
found 1 day 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.
Great hotel. Almost perfect.

Reviewed on Sep 27, 2026

The Townsend Hotel

The Townsend Hotel

4 out of 5
Save 100% on your flight
Price was $1,129, price is now $710 per person
$710
per person
Dec 24 - Dec 27
found 6 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.

Trumbull and Porter Hotel

Trumbull and Porter Hotel

3.5 out of 5
Price was $524, price is now $406 per person
$406
per person
Oct 30 - Nov 1
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 Ford Field are located nearby.

The Inn at 97 Winder

The Inn at 97 Winder

4 out of 5
Save 100% on your flight
Price was $515, price is now $411 per person
$411
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)
Stay at this guesthouse in Detroit. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Little Caesars Arena and Comerica Park are located nearby.

Stadium Suites

Stadium Suites

3 out of 5
Price was $727, price is now $586 per person
$586
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Baltimore (BWI) to Detroit (DTW)
Stay at this apartment in Ann Arbor. Enjoy free WiFi, parking (surcharge), and laundry facilities. Popular attractions Michigan Stadium and Revel and Roll are located nearby.
All of the above

Reviewed on Sep 28, 2026

MotorCity Casino Hotel

MotorCity Casino Hotel

4.5 out of 5
Price was $580, price is now $468 per person
$468
per person
Oct 30 - Nov 1
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 Ford Field are located nearby.
Great

Reviewed on Sep 28, 2026

The Westin Detroit Metropolitan Airport

The Westin Detroit Metropolitan Airport

4 out of 5
Price was $847, price is now $684 per person
$684
per person
Dec 24 - Dec 27
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)
Book a stay at this business-friendly hotel in Detroit. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lakes of Taylor Golf Club and Gateway Golf Club are located nearby.

Pittsfield Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Detroit Marriott Troy

Detroit Marriott Troy

3.5 out of 5
Save 100% on your flight
Price was $532, price is now $375 per person
$375
per person
Nov 12 - Nov 15
found 3 hours 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 $1,162, price is now $692 per person
$692
per person
Nov 25 - Nov 28
found 1 day 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 $1,163, price is now $734 per person
$734
per person
Nov 12 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)
The Westin Detroit Metropolitan Airport

The Westin Detroit Metropolitan Airport

4 out of 5
Save 100% on your flight
Price was $726, price is now $562 per person
$562
per person
Nov 12 - Nov 15
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) to Detroit (DTW)

Pittsfield Vacation Packages 5-7 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
Price was $1,233, price is now $932 per person
$932
per person
Oct 30 - Nov 6
found 1 day ago
Roundtrip flight included
New York (LGA) to Detroit (DTW)
The Townsend Hotel

The Townsend Hotel

4 out of 5
Price was $2,357, price is now $1,364 per person
$1,364
per person
Oct 30 - Nov 6
found 1 day ago
Roundtrip flight included
New York (LGA) to Detroit (DTW)
Saint John's Resort

Saint John's Resort

4 out of 5
Price was $2,855, price is now $2,049 per person
$2,049
per person
Oct 30 - Nov 6
found 1 day ago
Roundtrip flight included
New York (LGA) to Detroit (DTW)
Hotel Houze Detroit Downtown

Hotel Houze Detroit Downtown

3 out of 5
Downtown Detroit
Price was $1,433, price is now $1,095 per person
$1,095
per person
Oct 30 - Nov 6
found 1 day ago
Roundtrip flight included
New York (LGA) 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 6 hours ago
$76
Roundtrip
found 6 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 6 hours ago
Frontier Airlines
Wed, Dec 2 - Thu, Dec 10
ATL
Hartsfield-Jackson Atlanta Intl.
DTW
Detroit Metropolitan Wayne County
$90 Roundtrip, found 3 hours ago
$90
Roundtrip
found 3 hours ago
Select Frontier Airlines flight, departing Wed, Dec 2 from Hartsfield-Jackson Atlanta Intl. to Detroit Metropolitan Wayne County, returning Thu, Dec 10, priced at $90 found 3 hours ago
Frontier Airlines
Wed, Dec 2 - Tue, Dec 15
DEN
Denver Intl.
DTW
Detroit Metropolitan Wayne County
$108 Roundtrip, found 2 days ago
$108
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Wed, Dec 2 from Denver Intl. to Detroit Metropolitan Wayne County, returning Tue, Dec 15, priced at $108 found 2 days ago
Frontier Airlines
Thu, Nov 26 - Mon, Dec 14
FLL
Fort Lauderdale - Hollywood Intl.
DTW
Detroit Metropolitan Wayne County
$108 Roundtrip, found 3 days ago
$108
Roundtrip
found 3 days 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 3 days ago