Chesterfield Resorts & All Inclusive Resorts

Discover the 82 Best Resorts in Chesterfield

About Chesterfield Resorts on Casai.com

Many resorts feature condos and Casai-style homes available for booking. Chesterfield has a variety of resorts and a lot of options for travelers. Gain access to more than 82 resorts near Chesterfield, as well as fun things you can do while there.

There are several resorts in the Chesterfield area, several with gyms, WiFi, spas, private pools, and pet-friendly rooms. They can serve as a great option for different categories of travelers; be it a honeymoon resort for newly-married couples, a wedding resort for a destination wedding to be remembered, a golf resort for golf lovers, or resorts that are perfect for conferences and business meetings.

All-inclusive Chesterfield resorts may also be available for couples, families, or groups, and for both short & long-term travelers. These resorts come with top amenities such as spas, hot tubs, pools, TVs, bars, fine and casual dining, gardens, and children's entertainment areas.

Casai’s large selection of resorts in or near Chesterfield may give you a great alternative to staying in a vacation rental and help you find the right accommodation for your next trip.

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Frequently Asked Questions About Chesterfield Resorts

There are a lot of options in Chesterfield. If you plan on staying in the Chesterfield area, consider making a reservation for a few nights at one of these properties as these have been rated the top Resort Rentals in Chesterfield:

Most of our listed resorts are suitable for families in Chesterfield. Filter your all-inclusive resorts Chesterfield with a family-friendly option to see which ones are right for you.
Yes, there are more than 82 resorts in Chesterfield that have indoor and private swimming pools. Check out our filter option and find your best resort near Chesterfield.
At Casai, the rate for luxury resorts in Chesterfield per night starts from $64. Our partner provides these prices & we calculated the average daily rate in Chesterfield. Please see our partner's price for more details.
Yes. We have all-inclusive resorts in Chesterfield that allow pets. Some of the top pet-friendly resorts in Chesterfield are:

You can see all pet-friendly places to stayin Chesterfield on Casai.com

Most of the resorts are perfect for travelers, but based on guest reviews in 2025, the best resorts in or near Chesterfield are:
Some of the resorts in Chesterfield have been described as romantic by other travelers: