Search Deals onChester Vacation Packages
Chester Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
The Shire Woodstock
Save 100% on your flight
per person
Oct 29 - Nov 3
just found
Roundtrip flight included
Dallas (DFW) 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.
Mountaineer Inn
per person
Oct 29 - Nov 3
just found
Roundtrip flight included
Dallas (DFW) to Springfield (VSF)
Stay at this motel in West Dover. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mount Snow and Heavy Metal Ski Lift are located nearby.
Woodstock Inn & Resort
Save 100% on your flight
per person
Oct 29 - Nov 3
just found
Roundtrip flight included
Dallas (DFW) to Springfield (VSF)
Stay at this 4.5-star 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.
Latchis Hotel
per person
Oct 29 - Nov 3
just found
Roundtrip flight included
Dallas (DFW) to Springfield (VSF)
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and conference space. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Latchis Theatre and Brattleboro Museum & Art Center are located nearby.
Farm Road Estate
per person
Oct 29 - Nov 3
just found
Roundtrip flight included
Dallas (DFW) to Springfield (VSF)
Stay at this 3-star golf hotel in West Dover. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Mount Snow and Mount Snow Golf Course are located nearby.
Mount Snow Lodging
per person
Sep 20 - Sep 24
found 20 hours ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Springfield (VSF)
Stay at this 3-star ski hotel in West Dover. Enjoy free WiFi, free parking, and ski-in/ski-out access. Popular attractions Mount Snow and Ego Alley Ski Lift are located nearby.
Chester Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Chester Vacation Packages 5-7 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.
Thu, Sep 4 - Sat, Sep 13
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$363 Roundtrip, found 23 hours ago
$363
Roundtrip
found 23 hours ago
Thu, Sep 4 - Wed, Sep 10
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$366 Roundtrip, found 23 hours ago
$366
Roundtrip
found 23 hours ago
Tue, Sep 2 - Sat, Sep 13
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$369 Roundtrip, found 10 hours ago
$369
Roundtrip
found 10 hours ago
Thu, Sep 4 - Thu, Sep 11
DCA
Ronald Reagan Washington National
LEB
Lebanon Municipal
$370 Roundtrip, found 23 hours ago
$370
Roundtrip
found 23 hours ago
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