Sharon Vacations from $404

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The Latest Sharon 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 $477, price is now $404 per person
$404
per person
Aug 14 - Aug 17
found 15 hours ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
9.4/10 Exceptional! (118 reviews)
Way overpriced . I’ve stayed in other hotels in the area that included breakfast with hot tubs that are 50% less than this place. The place to put your shoes in the room had mud all over it. Maybe clean it before your next guest.

Reviewed on Mar 2, 2026

The Shire Woodstock

The Shire Woodstock

3 out of 5
Price was $1,136, price is now $950 per person
$950
per person
Jul 4 - Jul 8
found 11 hours ago
Roundtrip flight included
Houston (IAH) to Springfield (VSF)
8.8/10 Excellent! (929 reviews)
Lovely hotel with views of river and walkable to variety of shops and restaurants

Reviewed on May 12, 2026

Vikings Villages Resort

Vikings Villages Resort

2 out of 5
Price was $808, price is now $682 per person
$682
per person
Aug 14 - Aug 17
found 15 hours ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
10/10 Exceptional! (195 reviews)
Super clean, staff very nice, cabins had kitchens and fireplace that were very nice, but the coffee maker did not work. Nice you could spend just one night but really once there you are going to want to spend at least two. No amenities like pool or gym but they did have the worlds smallest sheep. :) It would be nice if they had a couple of cabins with a jacuzzi tub for after a long drive. It was hard to get to but i think our GPS messed up and took us onto lots of gravel roads to get there so be careful.

Reviewed on May 19, 2026

Chalet 239

Chalet 239

2 out of 5
Price was $546, price is now $464 per person
$464
per person
Aug 14 - Aug 17
found 15 hours ago
Roundtrip flight included
New York (NYC) to Springfield (VSF)
9.4/10 Exceptional! (126 reviews)
Staff very helpful. Everything was very clean

Reviewed on May 17, 2026

Deer Brook Inn

Deer Brook Inn

3 out of 5
Price was $2,797, price is now $2,414 per person
$2,414
per person
Jul 4 - Jul 8
found 11 hours ago
Roundtrip flight included
Houston (IAH) to Springfield (VSF)
10/10 Exceptional! (1 review)
A beautiful location. Hosts were amazing. Clean and tastefully decorated. My only criticism would be to add ports for charging cell phones and computers. Otherwise, it was incredible. We highly recommend this location!

Reviewed on May 24, 2026

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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
$150 nightly
The price is $162 total per night from May 31 to Jun 1
$162 total
May 31 - Jun 1
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
"The staff was great and check-in was very easy. The hot tub/pool area was also a nice addition and very relaxing. The room itself could have been a bit cleaner, as I did have to dust off some of the furniture and noticed quite a few spiderwebs. Overall, we still had a pleasant stay."

Reviewed on May 26, 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
$147 nightly
The price is $161 total per night from Jun 11 to Jun 12
$161 total
Jun 11 - Jun 12
Total with taxes and fees
7.4/10 Good! (1,001 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
$129 nightly
The price is $142 total per night from May 31 to Jun 1
$142 total
May 31 - Jun 1
Total with taxes and fees
9.4/10 Exceptional! (1,201 reviews)
"There were some issues with the layout of the room, namely that the bathroom and the kitchen share the same space! There was a main room with beds, tv and chairs (no problems in this room), and then a dividing barn door. On the other side of the barn door was a sink. To the right of the sink was ..."

Reviewed on May 27, 2026

Align Inn Vermont
See all 1,743 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 $404 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.