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Chester Vacation Packages

Build your package with 2 more options

Chester Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Jackson Gore Village

Jackson Gore Village

3 out of 5
Price was $590, price is now $528 per person
$528
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
Book a stay at this 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.
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Price was $907, price is now $783 per person
$783
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
New York (NYC) 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.

Chester Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Jackson Gore Village

Jackson Gore Village

3 out of 5
Jackson Gore Base Area
Price was $590, price is now $528 per person
$528
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Price was $907, price is now $783 per person
$783
per person
Apr 24 - Apr 27
found 1 day ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)