Sharon Vacations from $589

Book a Hotel + Flight or Car together to unlock savings

Photo by Rachel Samanyi

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Sharon vacation packages

Price found within the past 48 hours. Click for updated prices.
Bentley House Bed and Breakfast

Bentley House Bed and Breakfast

2 out of 5
Price was $703, price is now $589 per person
$589
per person
Jul 9 - Jul 13
found 6 hours ago
Roundtrip flight included
Orlando (MCO) to Rutland (RUT)
No reviews
The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $1,195, price is now $923 per person
$923
per person
Jul 9 - Jul 13
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to Springfield (VSF)
8.8/10 Excellent! (926 reviews)
Lovely hotel with views of river and walkable to variety of shops and restaurants

Reviewed on May 12, 2026

Latchis Hotel

Latchis Hotel

2.5 out of 5
Price was $786, price is now $637 per person
$637
per person
Jul 9 - Jul 13
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to Springfield (VSF)
8.6/10 Excellent! (879 reviews)
Historic hotel in the heart of downtown, close to everything-- restaurants, galleries, stores, train station. Great location, wonderful staff, movie theater and pub on site!

Reviewed on May 15, 2026

Chateau Rooms

Chateau Rooms

4.5 out of 5
Price was $1,151, price is now $941 per person
$941
per person
Jul 17 - Jul 19
found 1 day ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
9.2/10 Wonderful! (66 reviews)
Such a beautiful time, So clean, and cozy. Such a beautiful, peaceful, and romantic place. Very enchanting, and the owner is so kind, and caring. Def cant wait to go back again.

Reviewed on Jan 4, 2026

Jackson Gore Village, A Vail Resorts Property

Jackson Gore Village, A Vail Resorts Property

3 out of 5
Jackson Gore Base Area
Price was $827, price is now $695 per person
$695
per person
Jul 9 - Jul 13
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to Springfield (VSF)
8.6/10 Excellent! (852 reviews)
I’ve stayed here with my two daughters multiple times and it’s always incredible.

Reviewed on May 17, 2026

Don't see what you're looking for?
See all available trips from Columbus to Sharon
View all trips

Sharon Hotel Deals

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
$142 nightly
The price is $154 total per night from May 26 to May 27
$154 total
May 26 - May 27
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
"This was a really cool place to stay. The decor and ambience of the lobby was very nostalgic. Loved it. Staff was friendly and eager to help with anything."

Reviewed on May 21, 2026

Fireside Inn & Suites West Lebanon
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
$130 nightly
The price is $143 total per night from May 25 to May 26
$143 total
May 25 - May 26
Total with taxes and fees
7.4/10 Good! (1,000 reviews)
"Place is beautiful well kept rooms are clean nice sized. My only “complaint” was hot tub area which is fabulous opens at 10am, and we were leaving that day at 9. But that was a very minor inconvenience I will be back next year for sure!"

Reviewed on May 15, 2026

Killington Mountain Lodge, Tapestry Collection by Hilton
Align Inn Vermont

Align Inn Vermont

2.5 out of 5
5817 Woodstock Rd Quechee VT
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $128 total per night from May 24 to May 25
$128 total
May 24 - May 25
Total with taxes and fees
9.4/10 Exceptional! (1,192 reviews)
"Clean. Good service. Excellent value for the rental. We were pleasantly surprised."

Reviewed on May 21, 2026

Align Inn Vermont
See all 1,746 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Sharon vacation package cost?
Offering excellent value package deals from $589 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.