A calm river with boats, wooden docks, and buildings along the shore.

Find 5 Star Hotels in Chester, CT from $321

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Chester 5 Star Hotels

Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Chester.
Mohegan Sun

Mohegan Sun

1 Mohegan Sun Boulevard Montville CT
Get rates
9.2/10 Wonderful! (1,923 reviews)
Still don't see what you're looking for?
See all properties in Chester.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Chester

Charming galleries and local shops line Main Street, where you'll find handcrafted jewelry and Connecticut River Valley artwork. Catch a performance at the Goodspeed Opera House in East Haddam or kayak Chester Creek when summer temperatures rise.

See all hotels in Chester
A historic waterfront estate with a large white building featuring a balcony and a flagpole.

Top Chester Hotel Reviews

Find out more about Chester

Ready to experience the next standard in luxury? We know you are thinking about it. Why not ask for the best of accommodations during your trip to Chester? There's no reason to delay a getaway to Chester any longer. You'll join the multitudes of vacationers who have made Chester so fashionable recently. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. What are you waiting for? Reserve one of our 5-star hotels in Chester and indulge in the finer things in life for a while.

5-Star Hotels in Chester

You'll have a fantastic time at one of these 5-star hotels. High-end restaurants, top-notch customer care, and rejuvenating spa offerings are waiting for you. You're sure to find exactly the accommodation you need. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. What creature comforts do you want in your lodging? A deep-tissue massage to help your cares fall away? A concierge to help you suggest the next attraction to visit? Plush carpeting, delectable chocolate desserts, and even spectacular views...these hotels have it all.

Ready for experiences outside your hotel room? Don't worry. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. Whatever you plan to do, the 5-star hotels in Chester are the perfect place to rest up after a busy day. Ready to learn more? Then check out our listings and pick the perfect accommodation for your needs.

Your Getaway Starts Today

The results are in, and Chester 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. Expedia can help you land a great deal on accommodation. It's time to indulge yourself. Decide on one of Expedia's Chester 5-star hotels today and relax in the lap of luxury tomorrow.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Chester?
There are a variety of pricing options for 5-star hotels in Chester on Expedia. How much you'll pay will depend on when you want to travel, length of stay and other factors. Compare available accommodations for your preferred dates and use our pricing and other filters to discover the ideal high-end stay.

  • Search for the lowest price per night from $321

What makes a hotel 5 stars in Chester?
Impeccable guest service is the defining feature of every 5-star hotel in Chester. From the moment you enter the lobby, staff attend to your every whim, whether answering room service calls 24/7 or providing in-room massage treatments. On top of that, hotels have to feature upscale amenities to qualify for a 5-star rating. These can include deluxe baths, an on-site spa, pools, gastronomic kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Chester?
Find an indulgent retreat that includes your room, meals, drinks and entertainment in Chester with our filter tool. Search for resorts rated 5 stars and select the "All inclusive" filter. Double-check what's included in the price. That way, you can take full advantage of the many perks on offer when you arrive.

Explore a world of travel with Expedia