Esmont Vacations from $314

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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.
Shenandoah Wilderness Traveler

Shenandoah Wilderness Traveler

2 out of 5
Price was $360, price is now $314 per person
$314
per person
Jul 21 - Jul 24
found 16 hours ago
Roundtrip flight included
Cleveland (CLE) to Charlottesville (CHO)
8.8/10 Excellent! (95 reviews)
Beautiful and peaceful. Lots to do. Very enjoyable.

Reviewed on May 30, 2026

Mayhurst Inn

Mayhurst Inn

3.5 out of 5
Price was $749, price is now $582 per person
$582
per person
Jul 21 - Jul 24
found 16 hours ago
Roundtrip flight included
Cleveland (CLE) to Charlottesville (CHO)
9.2/10 Wonderful! (292 reviews)
A perfect spot with the delicious breakfast. Highly recommend staying here.

Reviewed on Sep 4, 2025

The Estate at Meander

The Estate at Meander

4 out of 5
Price was $718, price is now $624 per person
$624
per person
Aug 4 - Aug 7
found 15 hours ago
Roundtrip flight included
Cleveland (CLE) to Charlottesville (CHO)
9.2/10 Wonderful! (165 reviews)
Easy check-in , wonderful staff and service.

Reviewed on Feb 19, 2026

Round Hill Inn

Round Hill Inn

2.5 out of 5
Price was $416, price is now $368 per person
$368
per person
Jul 21 - Jul 24
found 16 hours ago
Roundtrip flight included
Cleveland (CLE) to Charlottesville (CHO)
9.6/10 Exceptional! (734 reviews)
Excellent location, great and helpful staff, great breakfast

Reviewed on May 29, 2026

Lafayette Inn

Lafayette Inn

3 out of 5
Price was $496, price is now $443 per person
$443
per person
Aug 4 - Aug 7
found 15 hours ago
Roundtrip flight included
Cleveland (CLE) to Charlottesville (CHO)
9.2/10 Wonderful! (264 reviews)
Great staff, nice room. And the breakfast was amazing!

Reviewed on Nov 9, 2025

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Discover the most popular places to visit in Esmont

Caromont Farm

You can take time to visit Caromont Farm during your travels to Esmont.

Caromont Farm

Esmont Hotel Deals

English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
2000 Morton Drive Charlottesville VA
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $103 total per night from Jun 14 to Jun 15
$103 total
Jun 14 - Jun 15
Total with taxes and fees
9.2/10 Wonderful! (2,850 reviews)
"We’re repeat patrons of the English Inn and like everything about it: value, cleanliness, amenities, up-to-date decor, location, breakfast and more."

Reviewed on May 30, 2026

English Inn of Charlottesville
Omni Charlottesville Hotel

Omni Charlottesville Hotel

4 out of 5
212 Ridge McIntire Rd Charlottesville VA
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $182 total per night from May 31 to Jun 1
$182 total
May 31 - Jun 1
Total with taxes and fees
9.4/10 Exceptional! (1,030 reviews)
"It was a bougie hotel close to the center so it was easy to walk around. Loved the room, sheets, towels, shampoo, conditioner, body wash, and lotion. Usually i take my own but this time i used what was provided because it was high end and lovely."

Reviewed on May 21, 2026

Omni Charlottesville Hotel
Holiday Inn Charlottesville-Univ Area by IHG

Holiday Inn Charlottesville-Univ Area by IHG

3 out of 5
1901 Emmet St N Charlottesville VA
Fully refundable
$106 nightly
The price is $121 total per night from Jun 7 to Jun 8
$121 total
Jun 7 - Jun 8
Total with taxes and fees
8.2/10 Very Good! (1,002 reviews)
"How can I review a place Ivdidnt get thaler my flight was delayed and cancelled for one day I get to charlitted the same day so flew the 16 and left Charlottesville the same day I don’t have no clue how Inside Holiday inn looks like I should have credit for it I paid insurance for my flight and i ..."

Reviewed on May 29, 2026

Holiday Inn Charlottesville-Univ Area by IHG
See all 1,500 properties in Esmont
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 $314 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.