Southern Vermont Holidays

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Top Flight + Hotel Deals in Southern Vermont

Price found within the past 48 hours. Click for updated prices.
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

€659
per person
10 Oct - 12 Oct
found 1 day ago
Return direct flight included
New York (NYC) to Rutland (RUT)
8.2/10 Very good! (1,005 reviews)
Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home

Rutland's Hidden Gem: 2 Br/1ba Renovated Home Close To Everything 2 Bedroom Home

€1,179
per person
10 Oct - 12 Oct
found 1 day ago
Return direct flight included
New York (NYC) to Rutland (RUT)
No reviews
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

€852
per person
10 Oct - 12 Oct
found 1 day ago
Return direct flight included
New York (NYC) to Rutland (RUT)
8.8/10 Excellent! (1,002 reviews)
room 211, the carpet floors were damp

Reviewed on 17 Aug 2026

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
Sunrise flight over Vermont as seen by small airplane

Manchester Village Historic District

Manchester Village Historic District might not have many top sights, but Golf Club at Equinox and Equinox Preservation Trust are two attractions nearby that you can check out.

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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.

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A snow-capped mountain with a forested foreground and a cloudy sky.

Bromley Mountain

1 out of top 10 points of interest in this area

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

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A wooden covered bridge over a river, surrounded by lush greenery and trees.

West Dummerston

Visitors to West Dummerston like its mountain views and riverfront, and West River is a sight worth a stop.

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Pikes Falls

While there might not be top attractions in Pikes Falls, you can explore the larger area and discover places like Sunrise Express Ski Lift and Tamarack Ski Lift.

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Top hotels in Southern Vermont

Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

3835 Main St. Manchester VT
Fully refundable
€244
9 Sept - 10 Sept
includes taxes & fees
9.4/10 Exceptional! (862 reviews)
"A few unexpected extra charges for property fees"

Reviewed on 17 Aug 2026

Kimpton Taconic Hotel by IHG
The Equinox Golf Resort & Spa

The Equinox Golf Resort & Spa

3567 Main Street Route 7A Manchester VT
Fully refundableReserve now, pay when you stay
€193
7 Sept - 8 Sept
includes taxes & fees
7.4/10 Good! (659 reviews)
"We loved this hotel, really nice amenities, great rooms. I wish we had planned less activities and spent more time at the hotel. If you want to stay in the hotel, plan to spend a day in the hotel. Breakfast ends at 11 and bar closes at around 10 depending on crowd."

Reviewed on 16 Aug 2026

The Equinox Golf Resort & Spa
Colonial Motel

Colonial Motel

889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
€77
26 Aug - 27 Aug
includes taxes & fees
Colonial Motel
See all 2,087 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.
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A snow-covered ski slope with a ski lift, trees, and buildings.
Photo by Doug Blackmore/Mount Snow

Mount Snow

9.2/10 (568 reviews)
This southern Vermont retreat offers 86 trails across four mountain faces for winter thrills. In summer, the resort transforms with downhill mountain biking, hiking trails, and an 18-hole championship golf course.
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Bromley Mountain Ski Resort

8.8/10 (160 reviews)
Hit the slopes in Peru with a visit to Bromley Mountain Ski Resort. Discover the mountain views in this quaint area.
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Magic Mountain Ski Resort

8.6/10 (74 reviews)
Magic Mountain delivers an authentic Vermont skiing experience with challenging terrain and a community vibe. Enjoy steep slopes and extensive glades, then unwind at the cosy Black Line Tavern après-ski scene.
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Stratton Mountain Summit Gondola

9.4/10 (98 reviews)
Glide to southern Vermont's highest peak for panoramic views spanning four states. At the summit, explore hiking trails, climb the historic fire tower, or simply bask in the breathtaking mountain landscape.
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Vermont Country Store

9.2/10 (382 reviews)
This nostalgic emporium showcases hard-to-find treasures from vintage toys to classic penny sweets. Browse both levels for unique Vermont-made goods while experiencing authentic New England charm.
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Vermont Marketplace

10.0/10 (1 review)
Vermont Marketplace showcases local artisans and Vermont speciality products in a charming country store setting. Browse handcrafted items and gourmet foods, then unwind at the cosy tavern with regional craft beers.
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Hildene

9.4/10 (148 reviews)
Step into the elegant summer estate where Robert Todd Lincoln, Abraham Lincoln's son, once lived. Wander through the Georgian Revival mansion, formal gardens, and restored 1903 Pullman railcar.
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Frequently asked questions

How much does a Southern Vermont holiday package cost?
Custom build your Southern Vermont holiday package from a low €659. 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 holiday?
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 holiday 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 holiday 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 holiday 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.

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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.