Chester Hotels

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Look out for Chester hotels with free cancellation or excellent ratings

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Prices may change – pop in your dates for the best estimate. Note that prices are based on previous traveller searches and partner prices.
Prices may change – pop in your dates for the best estimate. Note that prices are based on previous traveller searches and partner prices.
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Fast facts

Sleep easy, armed with the stuff that's good to know before you go.
Highest rated hotelFullerton Inn & Restaurant – 3.5

Your guide to finding the best hotels in Chester, Vermont

In Chester, stay at a hotel to fit your style and make the most of your time in the city. Here are some of our picks the best hotels, from luxury to modest.

Best time to visit Chester

When you're planning your trip to Chester, keep in mind what you hope to do (or avoid) during your stay when it comes to things like weather and price.

Low and high season in Chester

Busiest month(s): In Chester, February stands out as the most popular month for visitors, leading to an average nightly rate of $300. If you're intending to visit during this time, consider a higher budget as costs rise compared to the quieter months, when average nightly prices are as low as $268.

Quietest month(s): The cheapest time to take your trip is July, when the average price per night is $268.

The most expensive month in Chester is February, when you can expect to spend around $300 on hotels. Weekend rates typically increase, averaging around $270 per night throughout the year, while Monday bookings cost the most at the best hotels in Chester. You'll find savings on Thursday, which is the cheapest day of the week to reserve a room on average.

Where to stay in Chester, Vermont

With Skyscanner, it's easy to find the best Chester hotels at a rate you want.

Popular hotels in Chester

The Inn Victoria, Rose Arbour Bed and Breakfast, Hugging Bear Inn & Shoppe, Franklyn Farm Inn, and Fullerton Inn are just some of the hotels available to you in Chester, providing plenty of services and amenities to make your stay a comfortable one.

Things to do in Chester

Visit well-known attractions and things to do like the Sharon's On The Common. If you're a food lover, you'll find delicious local restaurants, creative spins on classic dishes, and flavors from around the world at The Pizza Stone, Southern Pie Cafe, Country Girl Diner, MacLaomainn's Scottish Pub, and Fullerton Inn Restaurant.

Finding cheap hotels in Chester: FAQs

You can always cancel or amend your hotel reservation if you need to, but look out for hotels in Chester with free cancellation or flexible booking options if you want to protect your money. Some hotels allow you to cancel and get your money back if your plans change.
Of course - the cheapest hotel deal we found within the next seven days is $257 per night. If you need somewhere in the next 24 hours, we've found you somewhere to stay for $259 per night.
The average price of a hotel during the week is $449 per night, and the average price on weekends is $483. Overall, it looks like the cheapest day to stay in Chester could be Tuesday.
We crunched some numbers on our calendar and found that Tuesday is the cheapest day to stay in Chester. And the most expensive day seems to be Friday
If you're hitting up Chester with kids in tow, try The Hartness House.