The Bennington County Court House with a white facade, green shutters, and a gold dome.

Southern Vermont 5 Stars Hotels

  • 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 Southern Vermont 5 Star Hotels

Tonight
Sep 24 - Sep 25
Tomorrow
Sep 25 - Sep 26
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Southern Vermont 5-star hotels

A white two-story house with a front porch, a covered patio, and a well-maintained garden.
A white house with a porch, wooden chairs, and umbrellas.
A dining table with plates of food, two glasses of white wine, and a bottle of wine.
A bathroom with a glass shelf holding toiletries, a vase with sunflowers, and a window with blinds.

1. The Weston

The Weston
Weston
United States
LISA
NT$12,532
NT$13,660 total
includes taxes & fees
Oct 20 - Oct 21
The Weston
Save an average of 15% on thousands of hotels when you're signed in

Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Southern Vermont.
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

3835 Main St. Manchester VT
NT$10,723
NT$13,122 total
Oct 22 - Oct 23
includes taxes & fees
Kimpton Taconic Hotel by IHG
The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa

3567 Main Street Manchester VT
NT$5,272
NT$7,567 total
Oct 25 - Oct 26
includes taxes & fees
7.4/10 Good! (666 reviews)
The Equinox Golf Resort And Spa
South Shire

South Shire

124 Elm St Bennington VT
NT$6,937
NT$7,907 total
Sep 27 - Sep 28
includes taxes & fees
9/10 Wonderful! (134 reviews)
South Shire
Still don't see what you're looking for?
See all properties in Southern Vermont.
You can also use these popular filters to refine your search.
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 Southern Vermont

Covered bridges and quaint villages dot the landscape, inviting you to explore charming towns like Manchester and Bennington. Hike part of the Appalachian Trail, or hit the slopes at Mount Snow for year-round outdoor adventures.

See all hotels in Southern Vermont
The Bennington County Court House with a white facade, green shutters, and a gold dome.

Top Southern Vermont Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Southern Vermont?
How much you pay for a 5-star hotel in Southern Vermont can vary according to what time of year you travel and how long you plan to stay, among several factors. Use our price per night filter and other search tools to score the best deal on an indulgent stay.
  • Search for the lowest price per night from NT$7,567
What makes a hotel 5 stars in Southern Vermont?
From fine dining restaurants and 24-hour fitness centers to pools and the finest bedding, the 5-star experience in Southern Vermont is all about indulgence and comfort. But it takes more than just upscale amenities to receive a 5-star rating. Hotels also have to provide superior guest services like in-room massages, laundry and dry cleaning and room service any time day or night.
Are there any 5-star all-inclusive resorts in Southern Vermont?
Our filters are the quickest way to find exactly what you want. Select "All inclusive" and "5-star" to show the most luxurious hotels in Southern Vermont where your lodging, meals, entertainment and activities are included in the price. At these retreats, your vacation is pure extravagance from the moment you check in.

Explore a world of travel with Expedia