
Chester Vacations from $433
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Your Chester Vacation
The best way to experience this vibrant city is with a custom-made Chester vacation package. Stay in the neighborhood of Essex Village, which is good for walking, hiking and views or choose someplace else — our packages are all about you. Essex Steam Train, Goodspeed Opera House and Essex Island Marina are just some of the many sights you'll want to check out during your trip to Chester. Check out Expedia's extensive range of travel options and begin planning your perfect vacation to Chester now.
The Latest Chester vacation packages

Cambria Hotel New Haven University Area
Reviewed on Jun 18, 2025

Omni New Haven Hotel at Yale
Reviewed on Jun 18, 2025



Discover the most popular places to visit in Chester
Chester Creek Marina
Explore the waterfront in Chester with a trip to Chester Creek Marina. While you're in the area, stroll along the beautiful beaches.
Chester Hotel Deals

Reviewed on Jun 18, 2025

Reviewed on Jun 18, 2025

Reviewed on Jun 16, 2025
Find the Best Chester Vacation Packages
Chester Essential Information
Language | English |
---|---|
Currency | U.S dollars |
Closest Airport | Tweed - New Haven Regional Airport (HVN) |
Population | 1,550 |
Max Temp Winter | 35ºF |
Max Temp Summer | 80ºF |
Top Sights | Harveys Beach, Goodspeed Opera House and Devils Hopyard State Park |
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