Esmont Vacations from $220

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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.
Comfort Inn & Suites Staunton

Comfort Inn & Suites Staunton

2.5 out of 5
Price was $270, price is now $220 per person
$220
per person
Feb 19 - Feb 22
found 24 hours ago
Roundtrip flight included
Tampa (TPA) to Weyers Cave (SHD)
8/10 Very Good! (900 reviews)
Great services and rooms very clean!

Reviewed on Jan 3, 2026

Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Jefferson Park Avenue
Price was $749, price is now $611 per person
$611
per person
Feb 25 - Feb 28
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Charlottesville (CHO)
9.2/10 Wonderful! (517 reviews)
Our room was clean and the staff was super friendly and courteous. We did hope that our room had a microwave and refrigerator. It makes sense to have that available in every room on the grounds. Guests I’m sure would appreciate it. Please consider doing this. Lastly, we could here noises above us from possibly furniture that wasn’t secure. Footsteps are understandable, but the rattle of something above room 5 was a bit annoying. This is probably an eat fix. Overall the property was safe, clean and convenient.

Reviewed on Jan 1, 2026

Massanutten's Regal Vistas by Tripforth

Massanutten's Regal Vistas by Tripforth

3.5 out of 5
Price was $843, price is now $695 per person
$695
per person
Feb 25 - Feb 28
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Weyers Cave (SHD)
8.8/10 Excellent! (58 reviews)
Everything was amazing! Very clean

Reviewed on Dec 31, 2025

Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Price was $716, price is now $597 per person
$597
per person
Feb 25 - Feb 28
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Charlottesville (CHO)
9.2/10 Wonderful! (281 reviews)
Room was adorable. Very unique and comfortable experience.

Reviewed on Jan 8, 2026

Massanuttens Shenandoah Villas by Tripforth

Massanuttens Shenandoah Villas by Tripforth

4 out of 5
Price was $736, price is now $618 per person
$618
per person
Feb 25 - Feb 28
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Weyers Cave (SHD)
7.6/10 Good! (144 reviews)
Condo was clean. Jacuzzi tub needs updating. Everything else was good.

Reviewed on Dec 31, 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 Jan 26 to Jan 27
$103 total
Jan 26 - Jan 27
Total with taxes and fees
9.2/10 Wonderful! (2,697 reviews)
Room was clean Comfy bed Hot shower, with amazing water pressure

Reviewed on Jan 11, 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
$143 nightly
The price is $164 total per night from Jan 18 to Jan 19
$164 total
Jan 18 - Jan 19
Total with taxes and fees
9.2/10 Wonderful! (1,002 reviews)
Gorgeous hotel

Reviewed on Jan 5, 2026

Omni Charlottesville Hotel
Hampton Inn Charlottesville

Hampton Inn Charlottesville

2.5 out of 5
2035 India Rd Charlottesville VA
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $102 total per night from Jan 25 to Jan 26
$102 total
Jan 25 - Jan 26
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
Friendly staff

Reviewed on Jan 7, 2026

Hampton Inn Charlottesville
See all 1,475 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 $220 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.