Sharon Vacations from $802

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The Latest Sharon vacation packages

Price found within the past 48 hours. Click for updated prices.
The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $1,018, price is now $802 per person
$802
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Springfield (VSF)
8.8/10 Excellent! (881 reviews)
The staff was super nice and flexible! Location was great

Reviewed on Dec 13, 2025

Mountain Green Resort

Mountain Green Resort

4 out of 5
Price was $1,769, price is now $1,293 per person
$1,293
per person
Feb 23 - Feb 28
found 1 day ago
Roundtrip flight included
Grand Rapids (GRR) to Rutland (RUT)
No reviews
Jackson Gore Village

Jackson Gore Village

3 out of 5
Jackson Gore Base Area
Save 100% on your flight
Price was $2,153, price is now $1,639 per person
$1,639
per person
Feb 19 - Feb 23
found 14 hours ago
Roundtrip flight included
Miami (MIA) to Springfield (VSF)
8.6/10 Excellent! (834 reviews)
Very clean, everyone was so nice. Food at restaurant is a little pricey but was very good.

Reviewed on Nov 30, 2025

The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was $1,795, price is now $1,397 per person
$1,397
per person
Feb 23 - Feb 28
found 1 day ago
Roundtrip flight included
Grand Rapids (GRR) to Rutland (RUT)
No reviews
Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
Price was $1,519, price is now $1,211 per person
$1,211
per person
Jan 29 - Feb 2
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Rutland (RUT)
7.4/10 Good! (1,003 reviews)
Wonderful experience definitely would stay again.

Reviewed on Dec 16, 2025

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Sharon Hotel Deals

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
2617 Killington Rd Killington VT
Fully refundableReserve now, pay when you stay
$210 nightly
The price is $231 total per night from Jan 12 to Jan 13
$231 total
Jan 12 - Jan 13, 2026
Total with taxes and fees
7.2/10 Good! (1,006 reviews)
Hotel staff was top shelf!!! Ate at the bar. Flatbread was great! And beer was ice cold !!! Great hotel definitely will stay here again!!

Reviewed on Dec 15, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
47 Old Mill Rd Killington VT
$272 nightly
The price is $299 total per night from Dec 23 to Dec 24
$299 total
Dec 23 - Dec 24
Total with taxes and fees
9/10 Wonderful! (961 reviews)
Staff was very friendly and helpful. Room was clean. On site restaurant was wonderful.

Reviewed on Dec 15, 2025

The Mountain Inn at Killington
Woodstock Inn & Resort

Woodstock Inn & Resort

4.5 out of 5
Fourteen The Green Woodstock VT
$419 nightly
The price is $461 total per night from Jan 6 to Jan 7
$461 total
Jan 6 - Jan 7, 2026
Total with taxes and fees
9.2/10 Wonderful! (556 reviews)
I stay at Woodstock Inn every December and it never disappoints. The rooms are comfortable and well-appointed, but it's hard to decide whether to enjoy the comforts of the room or sitting in front if the fire in the lobby. I look forward to the next visit.

Reviewed on Dec 13, 2025

Woodstock Inn & Resort
See all 1,681 properties in Sharon
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 Sharon Vacation Packages

Sharon Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Lebanon Municipal Airport (LEB)
Top Sights
Saskadena Six Ski Area, Montshire Museum of Science and Woodstock Town Hall Theatre

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Frequently asked questions

How much does a Sharon vacation package cost?
Offering excellent value package deals from $802 on Expedia, you'll be surprised at how little a vacation to Sharon costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Sharon?
March, May and October are the best times to search for cheap Sharon vacation packages. Choosing to travel in less busy months means you can usually find lower prices on accommodations and flights.
How many days is enough for Sharon?
With a well-organized schedule, you can easily hit the top Sharon sights in a handful of days. But if you prefer to discover hidden gems or go on day trips, consider booking your Sharon vacation for longer.
How to find the best Sharon package deals?
Use Expedia's handy filters to find some fabulous Sharon package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Sharon package deals in the off-peak season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Sharon vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll usually land a better deal than booking each component separately. And you'll still get the freedom to create a personalized Sharon vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Sharon?
Secure incredible bargains by reserving your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for an impromptu Sharon vacation.
Does Expedia offer Book Now, Pay Later Sharon vacation packages?
Your Sharon getaway is meant to be an escape from your busy life, not a source of money-related stress. So to allow you a bit more flexibility, we've teamed up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there aren't any late payment fees or hidden costs to worry about.

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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.