Southern Vermont Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NT$25,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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
Default Image

North Bennington Historic District

Travelers like the historic 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

Find the Best Southern Vermont Vacation Packages

Southern Vermont Hotel Deals

Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
Fully refundable
The price is NT$5,143 per night from Nov 11 to Nov 12
NT$5,143
NT$6,155 total
Nov 11 - Nov 12
includes taxes & fees
Grand Summit Resort, A Vail Resorts Property
Colonial Motel

Colonial Motel

3 out of 5
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
The price is NT$2,786 per night from Nov 4 to Nov 5
NT$2,786
NT$3,064 total
Nov 4 - Nov 5
includes taxes & fees
6.4/10 (113 reviews)
"First room was awful and smelled very smokey despite being a non smoking room. Second room was much better."

Reviewed on 2026/11/3

Colonial Motel
Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow

3 out of 5
270 Handle Rd West Dover VT
The price is NT$3,177 per night from Nov 12 to Nov 13
NT$3,177
NT$3,495 total
Nov 12 - Nov 13
includes taxes & fees
8.6/10 Excellent! (154 reviews)
"Absolutely loved our stay here! Everything here was clean and had a super cozy atmosphere! Truly the perfect little place to spend a few days to relax in the mountainside! We also loved that there were vending machines in lobby and free water and coffee in the lounge area! Definitely would stay here ..."

Reviewed on 2026/11/2

Hideaway Inn Mt. Snow
See all 2,080 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.

Stay near popular Southern Vermont attractions

A snow-covered forest with a clear sky.

Stratton Mountain Resort

9.2/10 (365 reviews)
Stratton Mountain Resort offers 99 trails across 2,003 feet of vertical terrain for winter sports. Enjoy year-round adventures from skiing to golf and mountain biking in southern Vermont's premier outdoor playground.
See properties

Frequently asked questions

How much does a Southern Vermont vacation package cost?
Custom build your Southern Vermont vacation package from a low . Pick from any combination of rental cars, flights and hotels to craft the trip you've long been dreaming about. Remember to add on a few experiences or tours!
How do I get a cheap travel package to Southern Vermont?
One of the easiest ways to save cash (and time) is to bundle your bookings with Expedia. Hotels, rental cars, flights and activities — we've got them all. Pick and choose the combination that best fits you and watch your savings grow. We know a package deal is never one-size-fits-all. That's why we offer more than 550 partner airlines and 1,000,000 hotel options globally, which lets you customize your Southern Vermont adventure.
What are the top hotels in Southern Vermont?
For hotels in Wilmington with friendly service and comfy beds, you can't beat Colonial Motel And Spa and Hampton Inn Brattleboro. If you plan to visit Bondville as well, you can look forward to a good night's sleep at The Equinox Golf Resort & Spa or The Autumn Inn.
How far in advance should I book my Southern Vermont vacation?
To land discount prices, book ASAP. Air carriers generally advertise flights, along with some of the lowest fares, nearly 12 months prior to departure. Hotels, car rental and activities should also be booked well in advance so you can have the pick of the bunch. If you were hoping for a last-minute getaway to Southern Vermont, there are always lots of great bargains to be had on Expedia. Check them out now!
What does an Expedia Southern Vermont travel package include?
That depends entirely on you. You can pick from a variety of Southern Vermont packages, such as a flight, hotel and rental car. You can also book a flight and a hotel, or a rental car and a flight. Once you've made your booking, you can add the fun stuff like experiences and tours. Whatever your perfect Southern Vermont trip looks like, you'll save!
What should I know before booking a Southern Vermont travel package?
Tailor deals to suit your budget with an Expedia package. Flights, hotels, rental cars — we have everything you need to plan your escape. You'll save precious cash just by bundling your bookings. Whether you're heading away on a snow and ski adventure or venturing someplace warm, your perfect getaway is just a few clicks away.
Can I choose my airline with a Southern Vermont Expedia vacation package?
Most definitely. We have access to over 550 partner airlines around the world, so you can tailor your Southern Vermont trip according to your style and budget.
If I'm not able to travel, can I cancel my Southern Vermont vacation package?
It's difficult to predict what tomorrow might bring, so it's good to know that you can cancel or change your Southern Vermont vacation package. If you made your booking in the last 24 hours, you may be entitled to a refund. If it's an older booking, your hotel, airline or car rental company may charge a fee. Visit our Customer Service Portal to find out more.

Explore a world of travel with Expedia

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