Chester Hotels

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Fast facts

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Highest-rated hotelThe Inn at Weathersfield – 4.7
Cheapest month to bookMay

Your guide to finding the best hotels in Chester, Vermont

Make the most of your time in Chester by staying at a hotel that matches your needs. We’ve picked some of the city’s best hotels, from luxurious to modest.

Best time to visit Chester

Chester is an interesting destination year-round, but depending on what you're hoping to do (or avoid), some times may be better than others.

Low and high season in Chester

Busiest month(s): With July being the peak visitor season in Chester, the average nightly price increases. If you are vacationing in Chester during this time, anticipate relatively higher costs than during the slower months, which offer lower average nightly prices.

Quietest month(s): The cheapest month is generally July, when the average room rate per night is $198, which is cheaper than the busier times of the year.

July is the most expensive month to stay in Chester, so plan accordingly. When prices peak, you should be ready to spend an average of $198 per night on a hotel stay. Prices are usually highest on Friday. No matter the time of year, Wednesday is typically the cheapest day to stay.

Where to stay in Chester, Vermont

Get the most out of your time away at the right hotel for the right price. Whether it's a 5-star resort or a popular place in the middle of the city, there are plenty of right choices in Chester.

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

In the middle of the city, you can find well-known attractions and things to do like the Sharon's On The Common. If you love food, you'll find a smorgasbord of great places to eat, like 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 C$160 per night. If you need somewhere in the next 24 hours, we've found you somewhere to stay for C$160 per night.
The average price of a hotel during the week is C$449 per night, and the average price on weekends is C$479. 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 Thursday.
The cheapest month to stay in a hotel in Chester is May, with an average price of C$455 per night. The most expensive month is May, when the average room rate can be up to C$455 per night. These average prices are based on all the hotels we found – from hostels to fancy 5-star hotels.
The average price of a hotel in May is C$455 per night, which is around 0% higher than the rest of the year.
Get your morning laps at The Pointe at Castle Hill Resort & Spa.
If you're hitting up Chester with kids in tow, try Stone Hearth Inn and Eatery.