5 Stars Hotels in Chester, Vermont from CA $215

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chester 5 Star Hotels

Tonight
May 7 - May 8
Tomorrow
May 8 - May 9
This weekend
May 8 - May 10
Next weekend
May 15 - May 17

Our top choices for Chester 5-star hotels

Front of property

The Weston

The Weston
5.0 star property
Weston
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful accommodations! You can't use enough flattering adjectives for this property and it's staff!"
United States
LISA
The price is CA $394
CA $430 total
includes taxes & fees
May 10 - May 11
The Weston
4 restaurants, breakfast, lunch, dinner served; American cuisine

The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa
5.0 star property
Manchester Village Historic District
10.0 out of 10, Exceptional, (2 reviews)
"I saw this old email and realized i never responded... The Equinox is a special place! We always enjoyed everything about it. The Equinox was a must when my mom and I came to Manchester, VT. -- we so enjoyed the food and atmosphere in the Marsh Tavern, My mom especially your home made soups. It was such fun for us! Everyone there made our trips to the Equinox special. I am forever grateful for such wonderful memories, especially now that my mom is gone. Thanks to everyone at Equinox. Note: my...
United States
Julee
The Equinox Golf Resort And Spa
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.
Woodstock Inn & Resort

Woodstock Inn & Resort

Fourteen The Green Woodstock VT
The price is CA $597 per night from Jun 1 to Jun 2
CA $597
CA $717 total
Jun 1 - Jun 2
includes taxes & fees
9.4/10 Exceptional! (575 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

Nestled in a relaxing small-town setting, Chester invites visitors to explore DaVallia Art & Accents and browse handcrafted treasures at Bonnie's Bundles Dolls. Outdoor enthusiasts can enjoy nearby Stoughton Pond Recreation Area or take a scenic drive to Lowell Lake State Park and the charming Vermont Country Store.

See all hotels in Chester
aerial view of the Quechee Covered Bridge, over the Ottauquechee River, Quechee Vermont

Top Chester Hotel Reviews

Find out more about Chester

Five Star Hotels in Chester

There's nothing wrong with enjoying the finer things in life. Indulge yourself on your next leisure time. After all, this is one of the Top 10 locations in Expedia's portfolio. You'll join the multitudes of vacationers who have made Chester so fashionable in the last year. We should also mention, the hotels in this area receive outstanding marks for guest services, so you know you'll be looked after during your getaway. You deserve the great vacation you're dreaming about. Book one of Expedia's luxurious 5-star hotels in Chester and get ready to be pampered like never before.

Get a Great Deal on 5-Star Hotels in Chester

Don't be afraid to live the high life while you're on vacation, along with pristine rooms. Excellent customer care, spacious rooms, and fabulous spa offerings are all on offer. We have a huge number of hotels in the region, and all of them offer outstanding amenities. Besides that, you'll find that these hotels are kept in fantastic condition and provide a fine place to kick back after your daily adventures. What kind of amenities will make your stay a wonderful one? A concierge to help you plan every detail of your day? A Swedish massage to help your cares fall away? Fluffy down pillows, piping hot coffees, and even space for your family pet in some cases...these hotels have it all. Want to see for yourself? Then explore the 31,943 reviews various guests have left on Expedia and get to know these places.

Can't wait to get outside? We've got you covered. You'll find lots of attractions to see in a sprawling city like this one, like visiting art galleries and taking in live performances. Say hi to the locals—they're sure to have advice on what kind of excitement you can find in town.

Make Your Escape to Chester

The results are in, and Chester 5-star hotels are the place to be when you book your next vacation. Many visitors recommend a trip to this location, so don't wait any longer. This is a great time to find 5-star hotel deals in Chester! Don't put off your dream vacation any longer. Choose one of the 5-star hotels in Chester today and settle down in the lap of luxury tomorrow.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Chester?
The amount you pay for a 5-star hotel in Chester can vary according to when you prefer to travel and how long you plan to be away, among a range of factors. Use our price per night filter and other search tools to find the best deal on an indulgent stay.

  • Search for the lowest price per night from CA $215

What makes a hotel 5 stars in Chester?
Outstanding guest service is the hallmark of every 5-star hotel in Chester. From the minute you step through the door, staff cater to your every need, whether offering luggage assistance and storage or providing a turn-down service. In addition, hotels must offer upscale conveniences to meet the standard for a 5-star rating. These can include luxury baths, saunas or spas, pools, fine dining kitchens and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Chester?
Expedia's filter tool is the quickest way to find exactly what you're looking for. Check the "All inclusive" and "5-star" boxes to see the most luxurious hotels in Chester where your meals, room, entertainment and activities are included in the upfront price. At these escapes, your trip is pure relaxation and indulgence from the moment you check in.

Explore a world of travel with Expedia