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Frequently asked questions

What is Chester like for travelers on a budget?
Chester offers cheap accommodation options and a variety of places to visit, making it a budget-friendly vacation choice. You can find ways to save money while getting to know this destination, which is home to attractions like Bonnie's Bundles Dolls and DaVallia Art & Accents.
When is the best time for a budget trip to Chester?
Weather is probably a major factor when you plan your trip to Chester, and keep in mind that cheaper options are usually available when the weather isn't as good. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chester are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.
What is there to see and do in Chester?
Chester is known for its coffeehouses and dining options, and offers plenty to see and do without spending a fortune. You can budget for the top local attractions on your list, such as Okemo Mountain Resort and Stratton Mountain Resort, and then make time for other wallet-friendly activities. Take in the local culture at Vermont Museum of Mining and Minerals and Weston Playhouse, or enjoy the area's natural beauty at Grafton Ponds Outdoor Center.
How can I get to Chester and get around on a budget?
Scoping out the transportation options in Chester is a smart way to keep your trip affordable. The closest airport is Springfield, VT (VSF-Hartness State), 6.6 mi (10.7 km) away. However, if that doesn't suit your budget, the next closest is 25.4 mi (40.8 km) away: Rutland, VT (RUT-Rutland Southern Vermont Regional). Chester might not have very many public transportation choices so renting a car could be an economical alternative to explore more of the area.