Southern Vermont Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
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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 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.
The Shire Woodstock
CA $1,310
per person
Nov 11 - Nov 15
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Springfield (VSF)
8.8/10 Excellent! (969 reviews)
Great location and amenities waterfront. Seems rooms are dog-friendly so may have needed a bit more cleaning!!
Reviewed on Aug 22, 2026
Hilton Garden Inn Albany/SUNY Area
CA $1,864
per person
Sep 27 - Oct 4
found 15 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Albany (ALB)
8.6/10 Excellent! (1,009 reviews)
Continently located across the street from UAlbany, this hotel exceeded our expectations. Rooms were clean and comfortable. We’d stay here again!
Reviewed on Aug 22, 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
Manchester Village Historic District
While there might not be top attractions in Manchester Village Historic District, you can explore the larger area and discover places like Golf Club at Equinox and Equinox Preservation Trust.
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.
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.
West Dummerston
Visitors to West Dummerston like its mountain views and riverfront, and West River is a sight worth a stop.
Pikes Falls
Though Pikes Falls might not have many top sights, you can venture to the surrounding area to see attractions like Sunrise Express Ski Lift and Tamarack Ski Lift.
Ready to book your vacation to Southern Vermont?
Southern Vermont Hotel Deals
Kimpton Taconic Hotel by IHG
3835 Main St. Manchester VT
Fully refundable
CA $302
CA $390 total
Sep 9 - Sep 10
includes taxes & fees
9.4/10 Exceptional! (862 reviews)
"A few unexpected extra charges for property fees"
Reviewed on Aug 17, 2026
The Equinox Golf Resort & Spa
3567 Main Street Route 7A Manchester VT
CA $221
CA $319 total
Sep 7 - Sep 8
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 Aug 16, 2026
Colonial Motel
889 Putney Rd Brattleboro VT
Fully refundableReserve now, pay when you stay
CA $113
CA $124 total
Sep 22 - Sep 23
includes taxes & fees
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
Stratton Mountain Resort
9.2/10 (365 reviews)
Spend days outside on the mountain slopes and evenings eating in the picturesque village and relaxing in cozy mountainside lodging.
Photo by Doug Blackmore/Mount Snow
Mount Snow
9.2/10 (568 reviews)
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
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.
Magic Mountain Ski Resort
8.6/10 (74 reviews)
Hit the slopes in Londonderry with a visit to Magic Mountain Ski Resort. Discover the mountain views in this quaint area.
Stratton Mountain Summit Gondola
9.4/10 (98 reviews)
Enjoy a trip to Stratton Mountain Summit Gondola and popular activities like skiing in Stratton. Discover the mountain views in this quaint area.
Vermont Country Store
9.2/10 (382 reviews)
Enjoy an outing to Vermont Country Store during your stay in Rockingham. You can seek out the ski slopes while in the area.
Vermont Marketplace
10.0/10 (1 review)
You can browse for the perfect souvenirs at Vermont Marketplace during your visit to Brattleboro. While you're here, you can savor the top-notch restaurants.
Hildene
9.4/10 (148 reviews)
You can learn about the history of Manchester Center with a trip to Hildene. Discover the mountain views in this family-friendly area.
Frequently asked questions
How much does a Southern Vermont vacation package cost?
Custom build your Southern Vermont vacation package from a low CA $1,310. 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
- Wilmington Hotels
- Mount Snow Timber Creek Townhouse with Pool and Ski Shuttle
- The Inn at Manchester
- Cabin Rentals in West Dover
- Arcady At the Sunderland Lodge
- East Jamaica Hotels
- Best Western Hotels in Manchester
- Relais & Chateaux Hotels in Stratton
- Deerfield Valley Inn
- West Wardsboro Hotels
- Four Winds Country Motel
- The Reluctant Panther Inn and Restaurant
- Wilburton Inn
- Jamaica Hotels
- Historic Hotels in Southern Vermont
- The Equinox Golf Resort & Spa
- Villas in Bondville
- Resorts in Stratton
- Catey Rose Retreat
- Walk To Town
- Arlington Hotels
- Apartments in Stratton
- The White House Inn
- Manchester Hotels
- The Overlook House
- Pet-Friendly Hotels in Sunderland
- 3 Star Hotels in Jamaica
- Winhall Hotels
- Arlington Inn
- Hotels near Stratton Mountain Resort
- West Dover Hotels
- Encore Escape
- Adults Only Resorts & in Mountain Acres
- Luxury Hotels in Southern Vermont
- Stratton Hotels
- 5 Star Hotels in Stratton
- Hotel Wedding Venues Hotels in Jamaica
- Bromley View Inn
- Pinnacle Lodge
- Winhall Home w/ Sauna < 1 Mi to Stratton Mountain!
- Condo Rentals in Stratton
- Hotels with Hot Tubs in Southern Vermont
- Hampton Inn and Suites Manchester
- Bondville Hotels
- Mt. Snow Paradise
- Hotels near Mount Snow
- Cabin Rentals in Mount Snow Valley
- Amazing lake views & access
- Hotels near Battenkill River
- Hill Farm Inn
- Hotels near Green Mountain National Forest
- The Palmer House Resort
- Kimpton Taconic Hotel by IHG
- East Dover Hotels
- B&B in West River Trail
- Seasons On Mount Snow
- Chimney Hill Chalet w/full resort access
- Aspen At Manchester
- Mount Ascutney
- Prospect Bay Country Club
- Emerald Lake State Park
- Killington Golf Course
- Visit Mount Snow Valley
- Killington Resort
- Green Mountain National Forest
- Fox Run Golf Course
- Stratton Vacations
- Mt Ascutney State Park
- Mount Snow
- Killington Vacations
- Visit East Dover
- Fletcher Farm School for the Arts and Crafts
- Ludlow Vacations
- Windsor Vacations
- Visit Stratton
- Peru Vacations
- Sudbury Vacations
- Killington School for Tennis
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
