South Woodstock Vacations from $1,063

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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.
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
Price was $1,261, price is now $1,063 per person
$1,063
per person
Dec 15 - Dec 22
found 5 hours ago
Roundtrip flight included
Grand Rapids (GRR) to Rutland (RUT)
6.4/10 (1,009 reviews)
The room was large and clean but had a strong odor of the worst cologne we could imagine. It never cleared our even after air freshener.

Reviewed on Oct 20, 2025

North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $1,730, price is now $1,406 per person
$1,406
per person
Dec 15 - Dec 22
found 5 hours ago
Roundtrip flight included
Grand Rapids (GRR) to Rutland (RUT)
8.6/10 Excellent! (1,012 reviews)
Close to lifts to top of mountains

Reviewed on Oct 24, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
Price was $1,657, price is now $1,351 per person
$1,351
per person
Dec 15 - Dec 22
found 5 hours ago
Roundtrip flight included
Grand Rapids (GRR) to Rutland (RUT)
7.4/10 Good! (1,000 reviews)
Great place to stay! The balcony was definitely nice to have as an option. The Mountain View were phenomenal. Highly recommend staying at this facility.

Reviewed on Oct 18, 2025

The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $1,896, price is now $1,607 per person
$1,607
per person
Dec 15 - Dec 22
found 5 hours ago
Roundtrip flight included
Grand Rapids (GRR) to Rutland (RUT)
9.2/10 Wonderful! (919 reviews)
Everything was great. I will definitely go back. Just next time I would pick a higher room it felt like a basement. But loved it other then that

Reviewed on Oct 20, 2025

The Vermont Inn

The Vermont Inn

3 out of 5
Price was $1,445, price is now $1,231 per person
$1,231
per person
Dec 15 - Dec 22
found 5 hours ago
Roundtrip flight included
Grand Rapids (GRR) to Rutland (RUT)
9.2/10 Wonderful! (410 reviews)
Our room was clean and the bed was very comfortable. The Inn is for sale... which could explain the needed updates. I wish I could buy it! 🤗 We would stay here again.

Reviewed on Oct 23, 2025

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South Woodstock Hotel Deals

Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green, Woodstock, VT
$389 nightly
The price is $428 total per night from Nov 16 to Nov 17
$428 total
Nov 16 - Nov 17
Total with taxes and fees
9.2/10 Wonderful! (540 reviews)
Highly recommend stay here

Reviewed on Oct 24, 2025

Woodstock Inn & Resort
White River Inn and Suites

White River Inn and Suites

2.5 out of 5
91 Ballardvale Drive, White River Junction, VT
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $121 total per night from Nov 2 to Nov 3
$121 total
Nov 2 - Nov 3
Total with taxes and fees
6.8/10 (1,019 reviews)
Disappointing
This hotel was just OK. Room was not ready even at 3 o’clock. Front desk staff was not friendly or welcoming, we had to suggest that they offer us a comparable room or we would’ve continue to wait to check in. We did not feel welcomed or valued at this front desk. The property is office just OK. ...

Reviewed on Oct 13, 2025

White River Inn and Suites
The Shire Woodstock

The Shire Woodstock

3 out of 5
46 Pleasant St., Woodstock, VT
Fully refundableReserve now, pay when you stay
$154 nightly
The price is $169 total per night from Nov 16 to Nov 17
$169 total
Nov 16 - Nov 17
Total with taxes and fees
8.6/10 Excellent! (856 reviews)
Our room was clean and welcoming.

Reviewed on Oct 16, 2025

The Shire Woodstock
See all 2,517 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 $1,063 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.