Cheshire Holidays
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- Better togetherSave up to £750 when you book a flight and hotel together*
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- Rest easyPackages with flights are ATOL protected
Your Cheshire Holiday
There's plenty to love about Cheshire, from its rich history to its spectacular views and beyond. When you're ready to say hello to this lively city, our Cheshire holiday packages will be just the ticket. Any trip to Cheshire needs a well-crafted itinerary. Fill yours with leading attractions like Toyota Oakdale Theatre, Choate Rosemary Hall and Mount Southington Ski Area. Expedia will help you escape your daily routine. Tailor your holiday to Cheshire to suit your style of travel, whatever that may look like.
Cheshire Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Tweed - New Haven Regional Airport (HVN) |
Population | 29,400 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Lake Compounce, Toyota Presents Oakdale Theatre and Powder Ridge Mountain Park and Resort |
Top hotels in Cheshire
Cheshire Welcome Inn
Only stayed overnight
Reviewed on 11 May 2026
New Haven Hotel
Great location. Staff is always friendly and attentive. This hotel is always great for our weekend stays near Yale campus.
Reviewed on 11 May 2026
The Capitol Hotel
It was exactly what we were expecting
Reviewed on 11 May 2026
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
