Esmont Vacations from $768
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Your Esmont Vacation
Entertainment, history, art and more … It's all waiting for you with a Esmont vacation package. And with the ability to customize your city getaway, it's guaranteed to be one you won't forget. If going to see the sights is a priority during your trip to Esmont, make sure you check out popular attractions like Pine Knot and Michael Shaps Winery. Whatever your travel plans or the size of your budget, organizing your ultimate tailored Esmont vacation is easy with Expedia.
The Latest Esmont vacation packages
Price found within the past 48 hours. Click for updated prices.
Virginia Guesthouse Hotel
Lewis Mountain
$768
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Charlottesville (CHO)
9.8/10 Exceptional! (82 reviews)
Super nice , European styling, parking in lot was $15, has app and Netflix on tv unlike some hotels in NYC :) nice smelling toiletries..close to UVA, literally in it .. would definitely recommend!!
Reviewed on Aug 27, 2026
Stay near popular Esmont attractions
Simpson Park
Explore the great outdoors at Simpson Park, a lovely green space in Esmont.
Esmont Hotel Deals
English Inn of Charlottesville
2000 Morton Drive Charlottesville VA
Fully refundableReserve now, pay when you stay
$79 nightly
$90 total
Sep 29 - Sep 30
Total with taxes and fees
9.2/10 Wonderful! (3,065 reviews)
"Nothing"
Reviewed on Aug 29, 2026
Omni Charlottesville Hotel
212 Ridge McIntire Rd Charlottesville VA
Fully refundableReserve now, pay when you stay
$159 nightly
$182 total
Sep 6 - Sep 7
Total with taxes and fees
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
1600 Emmet Street Charlottesville VA
Fully refundable
$125 nightly
$143 total
Sep 7 - Sep 8
Total with taxes and fees
9.2/10 Wonderful! (1,232 reviews)
"Great stay. We enjoyed everything"
Reviewed on Aug 27, 2026
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 Esmont Vacation Packages
Esmont Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Charlottesville-Albemarle Airport (CHO) |
Population | 530 |
Top Sights | Trump Winery, Kluge Estate Winery and Vineyard and Blenheim Vineyards |
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Frequently asked questions
How much does an Esmont vacation package cost?
You can grab a vacation package to this top destination from $768 on Expedia. But how much your vacation to Esmont costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Esmont?
If you're looking to score a cheap Esmont vacation package, consider planning a trip in November, December and January. You're likely to find better prices on flights and accommodations during these months — perfect for travelers wishing to save money.
How many days is enough for Esmont?
Usually, a handful of days is enough to go to the top sights during your Esmont vacation. However, if you'd like to have more time to chill out or go on day trips, think about extending your trip.
How to find the best Esmont package deals?
Finding a cheap Esmont package deal is easy with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add a few filters and see what's available. You can tweak your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to view the most economical Esmont package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book an Esmont vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and stays separately. Better still, you can customize your Esmont escape to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Esmont?
If you have your Esmont vacation dates finalized, book early to score some terrific deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for quick escapes.
Does Expedia offer Book Now, Pay Later Esmont vacation packages?
Set off on your perfect escape to Esmont with help from our Book Now, Pay Later vacations. There's no need to save up or wait for your next paycheck — we've partnered with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's a breeze to budget for your trip and snap up bargains before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
