Are there any 4-star casino hotels in Chester?

Shuffle between your room and the poker table with ease by using our handy filter tool to find 4-star casino hotels in and around Chester. Getting away with someone special? Refine your search further by choosing amenities with that wow-factor, like a hot tub or view.

4 Star hotels in Chester, Massachusetts: Chester Hotel Guide

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Our top choices for Chester 4-star hotels

A building with a registration sign above the entrance, a white porch railing, and flower baskets on the railing.

1. The Central Downtown Inn & Suites

Pittsfield

Debra

includes taxes & fees

11 Nov - 12 Nov

A large, white, multi-story house with a symmetrical design, surrounded by lush greenery and trees.

2. Seven Hills Inn

Lenox

Christopher

A spacious living room with a fireplace, a dining area with a table and chairs, and large windows offering a view of the outdoors.

3. Devonfield Inn B&B

Lee

Sebastien

includes taxes & fees

13 Nov - 14 Nov

A white house with a balcony, green shutters, and a front door with a decorative glass panel. There are two large flower pots on the steps.

4. Hampton Terrace Inn

Lenox

Kathleen

includes taxes & fees

11 Nov - 12 Nov

A two-story house with a brick entrance and a white facade.

5. The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood

Stockbridge

Philippe

includes taxes & fees

26 Nov - 27 Nov

A white two-story house with a front door, windows, and a chimney.

6. The Old Inn On The Green

Great Barrington

mary ellen

includes taxes & fees

10 Dec - 11 Dec

A two-story white house with a front porch, a central entrance, and a small tower-like structure on the roof.

7. 33 Main

Lenox

James

A hotel room with a large bed, a flat-screen TV mounted on the wall, a bedside table with a mirror, a sink, and a sliding door leading to a bathroom.

8. Lakehouse Inn

Lee

Kathleen

9. The Inn at Stockbridge

Stockbridge

Kimberly

includes taxes & fees

15 Nov - 16 Nov

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Frequently asked questions

How much does it cost to stay in a 4-star hotel in Chester?

Expedia can help you easily find the ideal 4-star hotel for your getaway in Chester. Use our filter tool to tailor your search by things like budget, conveniences and star rating and get access to unbeatable deals in a few clicks.

Search for the lowest price from €97

What's the difference between 5-star and 4-star hotels in Chester?

If you decide to book a stay at a 4-star hotel in Chester, you'll typically find loads of conveniences to ensure you're comfortable, such as a restaurant, gym and pool. You can enjoy top-quality service and upscale accommodation. Opt for a 5-star hotel and you'll have access to a few more perks — think on-site spas, concierge assistance and nightly turndown services. You're likely to get additional amenities and first-class services at a 5-star stay, though both are awesome options for luxury guests.

Does Chester have any 4-star all-inclusive resorts?

Finding holiday bliss in Chester is as easy as typing in your travel details and selecting our "All inclusive" filter. Stay and play where just about everything is already taken care of like your accommodation, meals and activities, or go for a standard 4-star resort in or around this much-loved destination.

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