Southern Vermont Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

Your Southern Vermont Vacation

Leave all the planning up to us with a Southern Vermont vacation package. With everything organized before you leave, the only thing left for you to do is sit back, relax and enjoy this destination's culture and beauty. With so much to see on a trip to Southern Vermont, it can be hard to know where to start. Kick off your journey in Brattleboro at Spofford Lake and The Stone Church — two popular attractions here. Another great city to add to your itinerary is Manchester Centre. Be sure not to miss Stratton Mountain Resort and Green Mountain National Forest. Expedia has hotels, flights and all your other travel needs to help you put together your very own tailored Southern Vermont vacation today.

Top Southern Vermont Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
per person
Sep 11 - Sep 15
just found
Roundtrip non-stop flight included
Calgary (YYC) to Rutland (RUT)
9.4/10 Exceptional! (788 reviews)
Beautiful secret place! Lots for kids to do,

Reviewed on Jul. 16, 2025

The Vermont Inn

The Vermont Inn

3 out of 5
per person
Oct 10 - Oct 12
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Rutland (RUT)
9.2/10 Wonderful! (403 reviews)
Excellent. Jeanine was so kind and helpful. Really cute sitting room. Sauna was awesome. Quiet and clean!

Reviewed on May 25, 2025

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
per person
Oct 10 - Oct 12
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lebanon (LEB)
9.4/10 Exceptional! (217 reviews)
Liked our one night at this hotel….wifi was not str

Reviewed on Jul. 14, 2025

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
per person
Oct 10 - Oct 12
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Rutland (RUT)
6.4/10 (1,001 reviews)
This property is a suitable place to stay for a place to sleep. The check in staff was friendly and it was quick. The room was equipped with basic amenities like fridge, microwave and soaps - however, the property had a distinct odor in the hallways and clearly the entire property had previously been smoked in. The level of cleanliness was lacking a bit. I would find another property the next time I am in the area.

Reviewed on Jul. 13, 2025

Lincoln Inn & Gallery

Lincoln Inn & Gallery

3 out of 5
West Woodstock
per person
Oct 10 - Oct 12
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to Springfield (VSF)
9.6/10 Exceptional! (15 reviews)
We truly enjoyed our one night stay! The indoor space was cute. The owners were pleasant. The surrounding grounds were so pretty. The fire pit at night was perfect after a full day of sight seeing. So glad we visited!

Reviewed on Jul. 13, 2025

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

Bromley Mountain

1 out of top 10 points of interest in this area
4/5(1 area review)

While visiting Bromley Mountain, you might make a stop by sights like Bromley Mountain Ski Resort and Bromley Alpine Slide.

Find hotels in Bromley Mountain

Ready to book your vacation to Southern Vermont?

 

Choose your dates

Southern Vermont Hotel Deals

Colonial Motel And Spa

Colonial Motel And Spa

3 out of 5
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is CA $135 per night from Jul 17 to Jul 18
CA $135
CA $148 total
Jul 17 - Jul 18
includes taxes & fees
6.6/10 (1,006 reviews)
"This is my go to place to stay. Its always clean, check in is quick and easy. The staff has always been polite and helpful when something has come up. The price is the best around."

Reviewed on Jul. 8, 2025

Colonial Motel And Spa
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St., Manchester, VT
The price is CA $240 per night from Jul 20 to Jul 21
CA $240
CA $317 total
Jul 20 - Jul 21
includes taxes & fees
9.2/10 Wonderful! (777 reviews)
"Our favorite place to stay in the area"

Reviewed on Jun. 20, 2025

Kimpton Taconic Hotel by IHG
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

4.5 out of 5
3567 Main Street Route 7A, Manchester, VT
Fully refundableReserve now, pay when you stay
The price is CA $192 per night from Jul 27 to Jul 28
CA $192
CA $286 total
Jul 27 - Jul 28
includes taxes & fees
7.2/10 Good! (493 reviews)
"The property was historic and very quaint and the common areas were nice. Coffee was good. For the price paid -carpet in halls & elevator needed replaced/woodwork repainted. Air conditioner was a window unit/room outdated."

Reviewed on Jul. 14, 2025

The Equinox Golf Resort & Spa
See all 1,973 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Discover the most popular places to visit in Southern Vermont

Mount Snow featuring snow and a sunset

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
Bromley Mountain Ski Resort

Bromley Mountain Ski Resort

4/5(1 review)

Hit the slopes in Peru with a visit to Bromley Mountain Ski Resort. Discover the mountain views in this quaint area.

Bromley Mountain Ski Resort
Mount Equinox which includes forests, tranquil scenes and landscape views

Mount Equinox

Enjoy beautiful views of rivers, lakes and valley communities as you motor along the skyline drive in the Green Mountain State.

Mount Equinox

Frequently asked questions

How much does a Southern Vermont vacation package cost?
Custom build your Southern Vermont vacation package from a low CA $984. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.