Find beach hotels in Chester, VT

Book Chester hotels close to the beach with Expedia

Take advantage of the intuitive search wizard and handy filters to find and book beach hotels in Chester on Expedia. Whether it's a romantic adults-only resort overlooking the ocean or a family-friendly hotel steps away from the sand, you're sure to find it on Expedia. Imagine waking up to the sound of the ocean, taking morning runs on the beach and sunset strolls by the shore—it's all just a few clicks away. To book your sunny beach escape, enter your dates into the search tool. It'll then curate a selection of some of the best beach hotels in Chester within seconds, allowing you to compare your options in one place.  

From deluxe suites with ocean views to all-inclusive meal plans, the handy filters make customizing your search a cinch. If you're planning on evening cocktails and poolside margaritas, the “bar” filter will come in useful. Considering teeing up? The “golf course” filter will show you all beach hotels in Chester with lush fairways—many of which boast spectacular sea views, too. There are countless more amenity filters, too. When you've found “the one,” you can book your room in just a few easy clicks.  

Chester beach hotels with pools 

While nothing beats the ocean for a dip, an on-site swimming pool is a common feature of the most booked beach stays in Chester in 2025. Picture yourself lazing by the pool on a lounge chair, reading a good book, and diving in to cool down. You'll encounter a multitude of Chester beach hotels with pools on Expedia—check the “pool” filter to view them all in just one click. The hotel description and pictures will give you an idea if it's an infinity, swim-up, or indoor pool.  

If you're after more luxurious experience, check the “spa” filter to view properties with this indulgent amenity. Many 4- and 5-star Chester hotels on the beach offer state-of-the-art wellness centers where you can relax in spa pools, hot tubs, and even enjoy a soothing massage—an ideal way to round off your dream beach vacation. 

Kid-friendly hotels on the beach in Chester

Luckily, there are a multitude of kid-friendly hotels on the beach in Chester and the “family-friendly” search filter will help you find them within seconds. These properties offer all you need for a fun and relaxing beach escape with your family. Think shallow-water pools safe for swimming, children's food menus, and spacious interconnecting rooms. Many family-friendly beach hotels in Chester even offer kids' clubs and activities. These are a great way for your little ones to make friends and stay entertained all day long. And, with your kids busy playing, you can kick back and enjoy some well-earned rest and relaxation by the pool. When traveling to beach resorts in Chester with children, it's often a good idea to book all-inclusive options. These come with all meals and drinks included, so you won't have to worry about eating out or cooking every day.  

Why plan your beach stay in Chester on Expedia

From luxurious resorts with private beach access to affordable oceanfront properties, Expedia's vast selection of Chester hotels on the beach and nifty search filters mean you're sure to find the right place to stay. If you're trying to stick to a budget, you can use the “maximum price” filter to view all Chester beach hotels that won't break the bank.