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Stamford Vacation Packages

Build your package with 2 more options

Stamford Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Eastwind Windham

Eastwind Windham

3.5 out of 5
Price was $840, price is now $767 per person
$767
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Hudson (HCC)
Book a stay at this golf hotel in Windham. Enjoy free WiFi, free parking, and 2 bars/lounges. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.
Excellence as always — can’t wait to come back.

Reviewed on Aug 11, 2026

The Haüs Windham

The Haüs Windham

2 out of 5
Price was $934, price is now $795 per person
$795
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Hudson (HCC)
Stay at this hotel in Windham. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.
Abia mucho ruido en la noche I abian muchas moscas y solo abia 1 cobija y eramos tres

Reviewed on Jul 25, 2026

Luxury Chalet, Firepit, Sauna, Pet Friendly, 5 mins to Windham Mtn resort

Luxury Chalet, Firepit, Sauna, Pet Friendly, 5 mins to Windham Mtn resort

3 out of 5
Price was $2,479, price is now $2,265 per person
$2,265
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Hudson (HCC)
Stay at this chalet in Windham. Enjoy free WiFi, free parking, and a sauna. Popular attractions Windham Mountain Resort and Windham Country Club are located nearby.

Stamford Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Eastwind Windham

Eastwind Windham

3.5 out of 5
Price was $840, price is now $767 per person
$767
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Hudson (HCC)
The Haüs Windham

The Haüs Windham

2 out of 5
Price was $934, price is now $795 per person
$795
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Hudson (HCC)
Luxury Chalet, Firepit, Sauna, Pet Friendly, 5 mins to Windham Mtn resort

Luxury Chalet, Firepit, Sauna, Pet Friendly, 5 mins to Windham Mtn resort

3 out of 5
Price was $2,479, price is now $2,265 per person
$2,265
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Hudson (HCC)

Top Flight Deals

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

Allegiant Air
Thu, Sep 3 - Sun, Sep 6
FLL
Fort Lauderdale - Hollywood Intl.
SWF
Stewart Intl.
$95 Roundtrip, found 5 days ago
$95
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Thu, Sep 3 from Fort Lauderdale - Hollywood Intl. to Stewart Intl., returning Sun, Sep 6, priced at $95 found 5 days ago
Allegiant Air
Thu, Sep 17 - Sun, Sep 27
FLL
Fort Lauderdale - Hollywood Intl.
ALB
Albany Intl.
$128 Roundtrip, found 22 hours ago
$128
Roundtrip
found 22 hours ago
Select Allegiant Air flight, departing Thu, Sep 17 from Fort Lauderdale - Hollywood Intl. to Albany Intl., returning Sun, Sep 27, priced at $128 found 22 hours ago
Breeze Airways
Sat, Oct 3 - Sat, Oct 3
TPA
Tampa Intl.
SWF
Stewart Intl.
$150 Roundtrip, found 1 day ago
$150
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Oct 3 from Tampa Intl. to Stewart Intl., returning Sat, Oct 3, priced at $150 found 1 day ago
Bargain Flight
Sat, Sep 19 - Tue, Sep 29
ATL
Hartsfield-Jackson Atlanta Intl.
ALB
Albany Intl.
$262 Roundtrip, found 2 days ago
$262
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Sat, Sep 19 from Hartsfield-Jackson Atlanta Intl. to Albany Intl., returning Tue, Sep 29, priced at $262 found 2 days ago