Southern Vermont Holidays

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Our guide on where to stay in Southern Vermont

Find the best Southern Vermont areas and neighborhoods for the activities you enjoy most. Learn more about Southern Vermont
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North Bennington Historic District

Travellers like the historical sites in North Bennington Historic District, and Park McCullough House is a top attraction you might want to visit.

Find hotels in North Bennington Historic District

Southern Vermont Holiday

Our pick of the best Southern Vermont Hotel Deals

Latchis Hotel

Latchis Hotel

2.5 out of 5
50 Main Street Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is NZ$248 per night from 7 June to 8 June
NZ$248
7 June - 8 June
includes taxes & fees
8.6/10 Excellent! (893 reviews)
"The historic hotel was interesting to sty in. The theater as part of it, was great. I would have preferred tobe able to control the room temperature. One negative was the bleach used on the sheets. I had an allergic reaction to it that cause my eyes to be red and painful. Perhaps hotel can use another ..."

Reviewed on 5 June 2026

Latchis Hotel
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
Fully refundable
The price is NZ$382 per night from 16 June to 17 June
NZ$382
16 June - 17 June
includes taxes & fees
9.4/10 Exceptional! (848 reviews)
"dirty room and overcapacity. No breakfast"

Reviewed on 2 June 2026

Kimpton Taconic Hotel by IHG
Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is NZ$229 per night from 22 June to 23 June
NZ$229
22 June - 23 June
includes taxes & fees
8.2/10 Very Good! (989 reviews)
"We had a reat stay. Hotel was vey clean and staff was. Very helpful"

Reviewed on 1 June 2026

Hampton Inn Brattleboro
See all 2,071 properties in Southern Vermont
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.

Discover the most popular places to visit in Southern Vermont

Mount Snow

Mount Snow

Perform wild tricks on a world-class terrain park or cruise down scenic blue-graded runs at this Green Mountain ski resort in West Dover.

Mount Snow

Viking Nordic Center

Hit the slopes in Londonderry with a visit to Viking Nordic Center. Discover the mountain views in this quaint area.

Viking Nordic Center

Frequently asked questions

Can I cancel my flight booking to Southern Vermont due to COVID-19?
In these times of uncertainty, many airlines are offering greater flexibility. Head to our Customer Service Portal for useful information about changing or cancelling your Southern Vermont flight due to COVID-19.
What's the best way to find cheap flights to Southern Vermont that have flexible change policies?
We know that plans can change from one day to the next, so locking in a flexible fare with Expedia makes sense. Simply click on "No change fee" directly under the "Flexible change policies" filter. Your well-priced and flexible flight to Southern Vermont is just a few clicks away.
What are some of the general tips for travellers to Southern Vermont during the COVID-19 outbreak?
COVID-19 has changed how the world works in countless ways, including how we travel. The following tips will help you navigate these new challenges and get you ready for your journey to Southern Vermont:
  • Before committing to anything, find out if any travel bans or restrictions apply — in both your destination and origin. Get up-to-date information by reviewing government and travel websites.
  • Keep your face mask on even during airport screening. A TSA officer will ask you to temporarily lower your mask to verify your identity.
  • To reduce the risk of cross-contamination, position your boarding pass on the reader yourself and then hold it up for inspection. Do not hand your pass directly to a TSA officer.
  • You are now allowed to take one container of hand sanitizer up to 12 oz (350 ml) in your carry-on bag. This will need to be taken out for screening.
  • Empty everything from your pockets, such as your phone, keys and wallet, and place them in your carry-on instead of the bins. This will reduce handling during screening.
  • If you want to take food through security screening, place it in a clear plastic bag and then into a scanning bin. This lessens the likelihood that a TSA agent will need to touch your carry-on bag or food container for inspection.

Which airlines fly to Southern Vermont?
Cape Air is a leading air carrier servicing Southern Vermont. Search for airfares to Rutland Southern Vermont Regional Airport (RUT) and you'll have 91 Cape Air flights per month to select from.
How can I find cheap tickets to Southern Vermont?
A good strategy for walking away with cheap fares is to be flexible with your travel dates. Begin with searching for your flight to Southern Vermont, then click on the "flexible dates" link for a list of prices for nearby days. Another tip? Book well in advance. To give you an idea of fares, was the lowest price for a flight to Southern Vermont in the last seven days.
How much is a flight to Southern Vermont?
One-way trips departing from () sold for as little as in the last seven days. During this time, the cost of a return ticket to Southern Vermont ranged between and . If you find a bargain, book ASAP — these prices don't hang around.
What are the most popular airports to fly into in Southern Vermont?
The primary gateway to Southern Vermont, around 91 flights land at Rutland Southern Vermont Regional Airport (RUT) every month. Search for an awesome deal, reserve your seat and get set to explore this popular region.
When is the cheapest time to fly to Southern Vermont?
Try to jet off early on in the week to nab the best airfare to Southern Vermont. Tuesday is normally the most economical day to fly, with Monday right behind it. Saturday often has the most expensive fares. This is because lots of travellers choose to start their holiday on a weekend.
How much is a plane ticket to Southern Vermont?
Fares to Southern Vermont ranged from to in the last seven days. Usually, the sooner you book the better the deal.
Which airlines with flights to Southern Vermont employ COVID-19 cleanliness policies?
In response to the current pandemic, most airlines have introduced new rules and standards to help their passengers and crew fly with confidence. These carriers include:
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • United Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.