Search Deals onStockbridge Vacation Packages
Stockbridge Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Mount Snow Grand Summit Resort
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
Stay at this 3-star spa resort in West Dover. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Mount Snow and Ego Alley Ski Lift are located nearby.

The Shire Woodstock
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
Stay at this 3-star hotel in Woodstock. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Billings Park and Trail and Red Wagon Toy Company are located nearby.

Lake Bomoseen Lodge
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Stay at this 3.5-star beach lodge in Bomoseen. Enjoy free parking, an outdoor pool, and a private beach. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Prospect Bay Country Club and Lake Bomoseen are located nearby.

Golden Stage Inn B&B
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Stay at this 3.5-star B&B in Cavendish. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Okemo Mountain Resort and Phineas Gage Memorial are located nearby.

Inn At Mount Snow
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
Book a stay at this ski hotel in West Dover. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mount Snow and Snow Lake are located nearby.

Winterplace at Okemo
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
Stay at this 4-star ski aparthotel in Ludlow. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Okemo Mountain Resort and Snow Stars Carpet are located nearby.

North Star Lodge and Resort
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Book a stay at this family-friendly hotel in Killington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Killington Resort and Fire Tower are located nearby.

Jackson Gore Village
per person
Jun 5 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
Stay at this 3-star spa hotel in Ludlow. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Okemo Mountain Resort and Jackson Gore Parking are located nearby.
Stockbridge Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



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

Tue, Mar 18 - Sat, Mar 22
LGA
LaGuardia
RUT
Rutland Southern Vermont Regional
$388 Roundtrip, found 5 days ago
$388
Roundtrip
found 5 days ago

Wed, Mar 19 - Sat, Mar 22
LGA
LaGuardia
RUT
Rutland Southern Vermont Regional
$396 Roundtrip, found 5 days ago
$396
Roundtrip
found 5 days ago

Tue, Mar 18 - Mon, Mar 24
LGA
LaGuardia
RUT
Rutland Southern Vermont Regional
$398 Roundtrip, found 5 days ago
$398
Roundtrip
found 5 days ago

Mon, Mar 17 - Fri, Mar 21
LGA
LaGuardia
RUT
Rutland Southern Vermont Regional
$426 Roundtrip, found 5 days ago
$426
Roundtrip
found 5 days ago
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