South Woodstock Vacations from $513

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Your South Woodstock Vacation

When you book a vacation package to South Woodstock, you can relax and enjoy your getaway knowing your travel plans are under control. Discover the wonders of this amazing city while staying in a neighborhood like West Bridgewater, which is good for skiing. You'll want to do a little exploring during your trip to South Woodstock. Don't miss famous attractions like Billings Farm and Museum, Marsh-Billings-Rockefeller National Historical Park and Woodstock Town Hall Theatre. That dream South Woodstock vacation is a few clicks away. Explore accommodations, flights and more on Expedia for a getaway that's tailored to suit your travel style.

The Latest South Woodstock vacation packages

Price found within the past 48 hours. Click for updated prices.
Deerfield Valley Inn

Deerfield Valley Inn

2 out of 5
Price was $592, price is now $513 per person
$513
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Springfield (VSF)
9.4/10 Exceptional! (125 reviews)
Good price, really quite, clean, person on site very friendly helpful with places we can go & things to do I recommend the place

Reviewed on Jul 25, 2026

Vikings Villages Resort

Vikings Villages Resort

2 out of 5
Price was $902, price is now $703 per person
$703
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Springfield (VSF)
10/10 Exceptional! (207 reviews)
A charming and unexpected stop! Beautiful property, very comfortable, outdoor games to play and sheep to watch. Everyone was really kind and helpful.

Reviewed on Jul 25, 2026

Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was $681, price is now $549 per person
$549
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Springfield (VSF)
8.6/10 Excellent! (928 reviews)

The Landgrove

The Landgrove

3.5 out of 5
Price was $694, price is now $585 per person
$585
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Rutland (RUT)
10/10 Exceptional! (1 review)
Very cool place to stay to get a true feeling of Vermont. Must stay!

Reviewed on Jul 25, 2026

The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $831, price is now $702 per person
$702
per person
Sep 30 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Rutland (RUT)
9.2/10 Wonderful! (1,013 reviews)
Location is excellent

Reviewed on Jul 26, 2026

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South Woodstock Hotel Deals

Kedron Valley Inn

Kedron Valley Inn

3.5 out of 5
4778 South Road South Woodstock VT
$293 nightly
The price is $322 total per night from Jul 27 to Jul 28
$322 total
Jul 27 - Jul 28
Total with taxes and fees
Kedron Valley Inn
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

2.5 out of 5
25 Airport Road West Lebanon NH
Fully refundableReserve now, pay when you stay
$155 nightly
The price is $168 total per night from Aug 2 to Aug 3
$168 total
Aug 2 - Aug 3
Total with taxes and fees
8.4/10 Very Good! (1,003 reviews)
"Our regular stay while in White River Junction. Affordable, dependable, clean, comfortable, near highway, restaurants, and activities. Pool area, bar, and breakfast were all great. We got stuck here in an ice storm once while traveling with another family and our dog. We were more than comfortable ..."

Reviewed on Jul 25, 2026

Fireside Inn & Suites West Lebanon
Align Inn Vermont

Align Inn Vermont

2.5 out of 5
5817 Woodstock Rd Quechee VT
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $131 total per night from Jul 28 to Jul 29
$131 total
Jul 28 - Jul 29
Total with taxes and fees
9.4/10 Exceptional! (1,261 reviews)
"It's not glamorous but it's clean, maintained and the staff are very kind and helpful. The location is great, with easy access to local towns, the state park and anything we could need."

Reviewed on Jul 24, 2026

Align Inn Vermont
See all 2,604 properties in South Woodstock
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.

Find the Best South Woodstock Vacation Packages

South Woodstock Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Lebanon Municipal Airport (LEB)
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Mt Ascutney State Park, Saskadena Six Ski Area and Harpoon Brewery

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Frequently asked questions

How much does a South Woodstock vacation package cost?
You'll find cheap prices from $513 on Expedia for your South Woodstock break. However, a range of factors like the season, choice of hotel and length of stay will determine how much your vacation to South Woodstock costs.
What are the cheapest months to go to South Woodstock?
You can typically find lower prices and better availability in May, September and October. Check out our cheap South Woodstock vacation packages and you could get some great off-season discounts.
How many days is enough for South Woodstock?
Typically, a handful of days is enough to go to the top attractions during your South Woodstock vacation. However, if you want to have time to relax or go on day trips, consider extending your itinerary.
How to find the best South Woodstock package deals?
Landing a cheap South Woodstock package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can personalize your search by "Popular locations," "Property type," "Guest rating" and more. Sort the results by "Price: low to high" to discover the most economical South Woodstock package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a South Woodstock vacation as a package?
You can enjoy significant savings on your next South Woodstock getaway by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to see some great flight and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to South Woodstock?
Enjoy amazing discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu South Woodstock getaway.
Does Expedia offer Book Now, Pay Later South Woodstock vacation packages?
If you're like us, you love traveling but don't love the big price tag that can sometimes come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your South Woodstock vacation across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure great vacation packages with payment plans as soon as you spot them.

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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.