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

4 Stars Hotels in Chester, Connecticut from CA $327

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Check availability on Chester 4 Star Hotels

Tonight
Sep 1 - Sep 2
Tomorrow
Sep 2 - Sep 3
This weekend
Sep 4 - Sep 6
Next weekend
Sep 11 - Sep 13

Our top choices for Chester 4-star hotels

A multi-story hotel with balconies and a beach view.
A grand staircase with a chandelier, a reception desk, and a fireplace.
A coastal hotel with a pier, beach, and boats.
A covered porch with a view of the ocean, a wicker chair, and a small table.

1. Madison Beach Hotel

Madison Beach Hotel
Madison Center
United States
Michael
CA $624
CA $717 total
includes taxes & fees
Sep 21 - Sep 22
Madison Beach Hotel
A conservatory with a glass ceiling, wooden furniture, and large windows offering a view of the garden.
A large, two-story house with a wrap-around porch and a conservatory.
A bar area with a long counter, multiple stools, and a well-stocked bar.
A hallway with a mirrored closet door, a wooden chair, and a vanity with a mirror and shelves.

2. Copper Beech Inn

Copper Beech Inn
Ivoryton
United States
Gregg
CA $387
CA $445 total
includes taxes & fees
Sep 7 - Sep 8
Copper Beech Inn
A large indoor swimming pool with clear blue water, surrounded by lounge chairs and potted plants, with a high ceiling and large windows.
A casino interior with a large, illuminated gaming area and a distinctive ceiling structure.
A modern building with reflective glass facades and a clear sky.
A restaurant with a sign reading "Gourmet Square Food Court" and a large tree sculpture in the center.

3. Mohegan Sun

Mohegan Sun
Montville
United States
Mary
CA $255
CA $327 total
includes taxes & fees
Oct 1 - Oct 2
Mohegan Sun
A four-poster bed with a green area rug, a white armchair, a television mounted on the wall, and a chandelier.
A room with a fireplace, a television mounted above it, and a round table with a bowl and a book.
A modern living room with a white sofa, a flat-screen TV mounted on the wall, a small console table with decorative items, and a patterned rug.
A building labeled 'Little House Brewing Co.' with outdoor seating and a porch.

4. James Pharmacy Bed & Breakfast

James Pharmacy Bed & Breakfast
Old Saybrook Center
United States
Diane
James Pharmacy Bed & Breakfast
A modern kitchen with white cabinets, granite countertops, stainless steel appliances, and pendant lighting.
A bedroom with a bed, nightstands, a dresser, and a bench.
A modern living room with a sectional sofa, ottoman, and a flat-screen TV on a wooden cabinet.
A laundry area with a washing machine and dryer, a brick wall, and a view into a modern kitchen with white cabinets and bar stools.

5. Modern Middletown Retreat, Minutes to Downtown!

Modern Middletown Retreat, Minutes to Downtown!
Middletown
United States
David
Modern Middletown Retreat, Minutes to Downtown!
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Learn more about Chester

Charming galleries and local shops line Main Street, where you'll find handcrafted jewellery 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

If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Chester are calling your name. Known for providing first-rate service in amazing locations, each of the Chester 4 Stars hotels lets discerning travelers bask in an unforgettable experience.

Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day.

It’s all waiting for you at the top four star hotels in Chester. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Chester, Connecticut, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Chester hotels with 4 Stars provide everything you need to unwind in style.

Frequently asked questions

What are the best 4-star hotels in Chester?
Expedia travellers highly rate Copper Beech Inn. From its handy amenities to its attentive service, everything about this 4-star hotel in Chester is designed to provide an exceptional vacation experience.
How much does it cost to stay in a 4-star hotel in Chester?
Expedia can help you quickly locate the perfect 4-star hotel for your trip to Chester. Use our filter tool to fine-tune your search by things like budget, amenities and star rating and get access to awesome deals in a couple of clicks.
  • Search for the lowest price from CA $327
What's the difference between 5-star and 4-star hotels in Chester?
Treat yourself to refined living during your Chester getaway by checking in to a 4-star hotel. As well as featuring upscale accommodations, these retreats are usually packed with amenities such as complimentary bathrobes, large beds and plenty more. A 5-star hotel will go above and beyond to make your trip an even more indulgent and unforgettable one. 24-hour concierge assistance, on-site spas and gourmet dining are only the start of the first-rate services and conveniences you'll likely be able to enjoy.

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