Southern Vermont Vacations from $439
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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 Center. 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.
The Latest Southern Vermont vacation packages
Price found within the past 48 hours. Click for updated prices.
The Equinox Golf Resort & Spa
Save 100% on your flight
Price was $1,553, price is now $1,106 per person
$1,106
per person
Sep 21 - Sep 27
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Albany (ALB)
7.4/10 Good! (504 reviews)
Classic colonial inn. Beautiful property in a nice area with good amenities. Golf course is nice. Scenic and challenging design.
Reviewed on Aug 20, 2025
Lakefront Terrace Resort
Save 100% on your flight
Price was $709, price is now $525 per person
$525
per person
Oct 11 - Oct 14
found 17 hours ago
Roundtrip flight included
Orlando (MCO) to Albany (ALB)
8.2/10 Very Good! (938 reviews)
The view is beautiful! The rooms just need to be cleaned better and the balcony needs a really good cleaning. The property has a lot of potential.
Reviewed on Aug 19, 2025
The Shire Woodstock
Price was $1,393, price is now $1,033 per person
$1,033
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Springfield (VSF)
8.8/10 Excellent! (796 reviews)
This is a perfect family oriented spot for visiting downtown Woodstock. We stayed in one of their family suites. It was spacious and comfortable without being ostentatious. Loved the details in the outdoor space--well tended plants and flowers, as well as, fire pits and Adirondack chairs to hang out by the river.
Reviewed on Aug 18, 2025
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Bromley Mountain
1 out of top 10 points of interest in this area
4/5(15 area reviews)
While visiting Bromley Mountain, you might make a stop by sights like Bromley Mountain Ski Resort and Bromley Alpine Slide.
Discover the most popular places to visit in Southern Vermont
Stratton Mountain Resort
Spend days outside on the mountain slopes and evenings eating in the picturesque village and relaxing in cozy mountainside lodging.
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.
Bromley Mountain Ski Resort
Hit the slopes in Peru with a visit to Bromley Mountain Ski Resort. Discover the mountain views in this quaint area.
Southern Vermont Hotel Deals
The Equinox Golf Resort & Spa
3567 Main Street Route 7A, Manchester, VT
Fully refundableReserve now, pay when you stay
$174 nightly
The price is $191 total per night from Sep 1 to Sep 2
$191 total
Sep 1 - Sep 2
Total includes taxes and fees
7.2/10 Good! (512 reviews)
"Nice facilities"
Reviewed on Aug 11, 2025
Colonial Motel And Spa
889 Putney Rd, Brattleboro, VT
Fully refundableReserve now, pay when you stay
$126 nightly
The price is $139 total per night from Aug 25 to Aug 26
$139 total
Aug 25 - Aug 26
Total includes taxes and fees
6.6/10 (1,006 reviews)
"Staff was helpful. Quiet area"
Reviewed on Aug 17, 2025
Kimpton Taconic Hotel by IHG
3835 Main St., Manchester, VT
$213 nightly
The price is $234 total per night from Sep 1 to Sep 2
$234 total
Sep 1 - Sep 2
Total includes taxes and fees
9.2/10 Wonderful! (792 reviews)
"Restaurant could be better"
Reviewed on Aug 19, 2025
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.
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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.