Search Deals onStockbridge Vacation Packages
Stockbridge Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Vermont Inn
Price was $635, price is now $523 per person
$523
per person
Jan 24 - Jan 27
found 7 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Book a stay at this family-friendly B&B in Rutland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Pico Mountain at Killington Ski Resort and Killington Resort are located nearby.
Mountain Green Resort
Price was $1,163, price is now $884 per person
$884
per person
Jan 24 - Jan 27
found 7 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Book a stay at this business-friendly apartment in Killington. Enjoy free WiFi, free parking, and in-room washers/dryers. Popular attractions Killington Resort and Pico Mountain at Killington Ski Resort are located nearby.
The Mountain Inn at Killington
Price was $900, price is now $714 per person
$714
per person
Jan 24 - Jan 27
found 7 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Book a stay at this ski hotel in Killington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Killington Resort and Pico Mountain at Killington Ski Resort are located nearby.
Okemo Mountain Lodging
Save 100% on your flight
Price was $1,963, price is now $1,577 per person
$1,577
per person
Jan 24 - Jan 27
found 7 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
Stay at this vacation home in Ludlow. Enjoy free parking, daily housekeeping, and laundry facilities. Popular attractions Okemo Mountain Resort and Skywalker Carpet are located nearby.
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Price was $660, price is now $532 per person
$532
per person
Jan 24 - Jan 27
found 7 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Lebanon (LEB)
Stay at this resort in Brownsville. Enjoy an outdoor pool, a business center, and a fireplace in the lobby. Our guests praise the helpful staff in our reviews. Popular attractions Mount Ascutney and Mt Ascutney State Park are located nearby.
Killington Mountain Lodge, Tapestry Collection by Hilton
Price was $1,012, price is now $817 per person
$817
per person
Jan 24 - Jan 27
found 7 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Book a stay at this ski hotel in Killington. Enjoy free WiFi, a free ski shuttle, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Killington Resort and Pico Mountain at Killington Ski Resort are located nearby.
The Suites at Killington Center
Price was $1,141, price is now $928 per person
$928
per person
Jan 24 - Jan 27
found 7 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Rutland (RUT)
Stay at this condo in Killington. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Killington Resort and Pico Mountain at Killington Ski Resort are located nearby.
Woodstock Inn & Resort
Price was $1,098, price is now $908 per person
$908
per person
Jan 24 - Jan 27
found 7 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Springfield (VSF)
Book a stay at this luxury resort in Woodstock. Enjoy free WiFi, free valet parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Middle Covered Bridge and Woodstock Town Hall Theatre 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.
Mon, Feb 9 - Tue, Feb 17
JFK
John F. Kennedy Intl.
LEB
Lebanon Municipal
$296 Roundtrip, found 23 hours ago
$296
Roundtrip
found 23 hours ago
Sun, Feb 8 - Tue, Feb 10
EWR
Newark Liberty Intl. Airport
LEB
Lebanon Municipal
$300 Roundtrip, found 2 hours ago
$300
Roundtrip
found 2 hours ago
Sat, Feb 7 - Tue, Feb 17
JFK
John F. Kennedy Intl.
LEB
Lebanon Municipal
$301 Roundtrip, found 2 hours ago
$301
Roundtrip
found 2 hours ago
Mon, Feb 9 - Mon, Feb 9
LGA
LaGuardia
LEB
Lebanon Municipal
$302 Roundtrip, found 2 hours ago
$302
Roundtrip
found 2 hours ago
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