Sharon Vacations from $472

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Your Sharon Vacation

From its highlights to its hidden delights, this city is best explored with a Sharon vacation package. Look for places to stay in Cornwall, which is great for history, nature and skiing. You'll want to do a little exploring during your trip to Sharon. Carve out some time for leading attractions such as Housatonic Meadows State Park, Sharon Audubon Center and TriArts Sharon Playhouse. Check out Expedia's wide range of travel options and begin planning your perfect vacation to Sharon today.

The Latest Sharon vacation packages

Price found within the past 48 hours. Click for updated prices.
AutoCamp Catskills

AutoCamp Catskills

5 out of 5
per person
Nov 10 - Nov 13
found 13 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Hudson (HCC)
9/10 Wonderful! (409 reviews)
It was good expensive overall, but they can do better

Reviewed on Aug 7, 2025

Woodstock Way Hotel

Woodstock Way Hotel

4 out of 5
per person
Nov 10 - Nov 13
found 13 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Hudson (HCC)
9.4/10 Exceptional! (164 reviews)
Spacious room, walkable to everything, but tucked away. Perfect.

Reviewed on Aug 11, 2025

Coldbrook Bed and Breakfast

Coldbrook Bed and Breakfast

4 out of 5
per person
Nov 10 - Nov 13
found 13 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Hudson (HCC)
10/10 Exceptional! (7 reviews)
Superbly designed B&B where comfort is found in every detail - from the beds to the fire pit with s'mores kits to the breakfast choices. Amazing experience - the modern, fresh and inviting design of this B&B is nestled in the woods with views of the mountains. We spent a long weekend here, exploring the local towns and trails by day, happy to come home to this lovely B&B every evening. We'll be back!

Reviewed on Aug 4, 2025

Family Fun Oasis Hot Tub Steam Room Pool Stream Firepit Games

Family Fun Oasis Hot Tub Steam Room Pool Stream Firepit Games

2 out of 5
Save 100% on your flight
per person
Nov 10 - Nov 13
found 13 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Hudson (HCC)
No reviews
The Herwood Inn

The Herwood Inn

4.5 out of 5
per person
Nov 10 - Nov 13
found 13 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Hudson (HCC)
9.8/10 Exceptional! (80 reviews)
The suite was very nice. However, the hot tub did not work.

Reviewed on Aug 7, 2025

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Discover the most popular places to visit in Sharon

Bodhi Tree Gallery

You can spend time studying the exhibits at Bodhi Tree Gallery during your travels in Sharon. While you're in the area, wander around the natural setting.

Bodhi Tree Gallery

Sharon Hotel Deals

Mayflower Inn & Spa, Auberge Resorts Collection

Mayflower Inn & Spa, Auberge Resorts Collection

5 out of 5
118 Woodbury Rd., Washington, CT
$1,051 nightly
The price is $1,202 total per night from Aug 26 to Aug 27
$1,202 total
Aug 26 - Aug 27
Total includes taxes and fees
9.2/10 Wonderful! (53 reviews)
"Incredible place - will definitely return."

Reviewed on Aug 19, 2024

Mayflower Inn & Spa, Auberge Resorts Collection
Rocky River Inn

Rocky River Inn

3 out of 5
236 Kent Road, New Milford, CT
Fully refundableReserve now, pay when you stay
$112 nightly
The price is $129 total per night from Aug 17 to Aug 18
$129 total
Aug 17 - Aug 18
Total includes taxes and fees
8.4/10 Very Good! (698 reviews)
"Love the new upgrades as I stayed there last summer also. Dining spots in the area and mini fridge, microwave and Keurig were great in the room."

Reviewed on Aug 15, 2025

Rocky River Inn
The Litchfield Inn

The Litchfield Inn

4 out of 5
432 Bantam Road, Litchfield, CT
Fully refundableReserve now, pay when you stay
$280 nightly
The price is $322 total per night from Aug 24 to Aug 25
$322 total
Aug 24 - Aug 25
Total includes taxes and fees
9/10 Wonderful! (931 reviews)
"Breakfast could have been better"

Reviewed on Jul 25, 2025

The Litchfield Inn
See all 881 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.

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Frequently asked questions

How much does a Sharon vacation package cost?
You can grab a vacation package to this destination from $472 on Expedia. However, how much your vacation to Sharon costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Sharon?
You can typically find lower prices and better availability in November, December and January. Check out our cheap Sharon vacation packages and you could land some great off-season deals.
How many days is enough for Sharon?
With a well-organized schedule, you can easily visit the main Sharon attractions in a handful of days. But if you'd like to discover hidden spots or go on day tours, think about booking your Sharon vacation for longer.
Is it worth booking a vacation package to Sharon?
During your Sharon vacation, you can look forward to enjoying some excellent history and nature. Leave enough time in your itinerary to visit major attractions like Sharon Audubon Center and TriArts Sharon Playhouse.
How to find the best Sharon package deals?
Start your search for a Sharon package deal by entering your destination and preferred trip dates under our "Packages" tab. Then apply some filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Sharon package deal right away, just change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Sharon getaway off to a flying start.
Is it cheaper to book a Sharon vacation as a package?
You can enjoy significant savings on your next Sharon retreat by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to browse the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Sharon?
If you're considering an impromptu Sharon adventure, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can score amazing deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Sharon vacation packages?
Secure your perfect escape to Sharon with our Book Now, Pay Later vacations. There's no need to scrimp and save or wait until payday — we've partnered with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to stick to your budget and snag great deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.