Ivy Vacations from $461

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Your Ivy Vacation

With plenty of highlights as well as hidden gems, this city is best explored with a Ivy vacation package. Find a place to stay in North Downtown, which is good for dining, culture and bars and pubs. Like to explore your new surroundings? University of Virginia, Scott Stadium and John Paul Jones Arena are some of the leading places to visit during your trip to Ivy. Don't put off visiting this city any longer. Your dream Ivy vacation is a few clicks away with Expedia.

The Latest Ivy Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Shenandoah Wilderness Traveler

Shenandoah Wilderness Traveler

$461
per person
Dec 18 - Dec 20
found 18 hours ago
Roundtrip flight included
Chicago (ORD) to Charlottesville (CHO)
8.8/10 Excellent! (121 reviews)
The property was much larger than expected and included a lake. Our cabin was tucked in the woods off of a one lane paved road, with good parking spaces. We had a few mosquitoes in our cabin, and also a spider that stayed in its upper corner of the bathroom. The beds and pillows in our two bedroom cabin were very comfortable. Most of the channels on the TV were a little out of focus and we were unable to mirror our phones on the TV, even through we had property internet connected. The breakfast in the main lodge was good and reasonably priced. Prices in the General Store were very reasonable compared to typical resorts. Looking forward to another stay at a future date.

Reviewed on Sep 30, 2026

Little Mod Hotel at the University

Little Mod Hotel at the University

Venable
$1,679
per person
Nov 24 - Nov 29
found 24 hours ago
Roundtrip flight included
Midland (MAF) to Charlottesville (CHO)
9.2/10 Wonderful! (389 reviews)
Staff was very helpful.

Reviewed on Oct 24, 2026

 Oakhurst Inn at the University

Oakhurst Inn at the University

Jefferson Park Avenue
$1,752
per person
Nov 24 - Nov 29
found 24 hours ago
Roundtrip flight included
Midland (MAF) to Charlottesville (CHO)
9.2/10 Wonderful! (620 reviews)
Dinsmore Boutique Inn

Dinsmore Boutique Inn

Venable
$767
per person
Dec 18 - Dec 20
found 18 hours ago
Roundtrip flight included
Chicago (ORD) to Charlottesville (CHO)
9.6/10 Exceptional! (434 reviews)
The room was lovely, parking was close and easy, and breakfast was absolutely amazing. Hope to stay here again someday!

Reviewed on Oct 19, 2026

The Doyle Hotel

The Doyle Hotel

Starr Hill
$1,633
per person
Nov 24 - Nov 29
found 24 hours ago
Roundtrip flight included
Midland (MAF) to Charlottesville (CHO)
8.4/10 Very Good! (1,007 reviews)
We enjoyed our stay!!

Reviewed on Oct 24, 2026

Where to stay in Ivy

Find the best Ivy areas and neighborhoods for the activities you enjoy most. Learn more about Ivy
A park with trees and grass.

The Meadows

Though The Meadows might not have many top sights, you can venture to the surrounding area to see attractions like Barracks Road Shopping Center and John Paul Jones Arena.

An aerial view of a campus with multiple buildings surrounded by green fields and trees.

North Downtown

3 out of top 10 points of interest in this area

If you're spending some time in North Downtown, Historic Court Square and Paramount Theater are top sights worth seeing.

A valley with autumn foliage, rolling hills, and distant mountains under a partly cloudy sky.

Belmont

While Belmont might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Ting Pavilion and Downtown Mall.

A large neoclassical building with a dome, columns, and a portico at night.

UVA

3 out of top 10 points of interest in this area

If you're spending some time in UVA, Scott Stadium and John Paul Jones Arena are top sights worth seeing.

A cityscape at sunset with a prominent building with a clock tower and a large parking lot.

Fifeville

When in Fifeville, you can plan a visit to Rotunda and The Jefferson Theater, some noteworthy sights in the nearby area.

Ivy Hotel Deals

English Inn of Charlottesville

English Inn of Charlottesville

2000 Morton Drive Charlottesville VA
Fully refundableReserve now, pay when you stay
$88 nightly
$100 total
Nov 9 - Nov 10
Total with taxes and fees
9.2/10 Wonderful! (3,180 reviews)
"Nice people"

Reviewed on Oct 23, 2026

English Inn of Charlottesville
Omni Charlottesville Hotel

Omni Charlottesville Hotel

212 Ridge McIntire Rd Charlottesville VA
Fully refundableReserve now, pay when you stay
$152 nightly
$174 total
Nov 22 - Nov 23
Total with taxes and fees
Omni Charlottesville Hotel
Days Inn by Wyndham Charlottesville/University Area

Days Inn by Wyndham Charlottesville/University Area

1610 Emmet St N Charlottesville VA
Fully refundableReserve now, pay when you stay
$80 nightly
$92 total
Oct 25 - Oct 26
Total with taxes and fees
Days Inn by Wyndham Charlottesville/University Area
See all 889 properties in Ivy
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.

Things to do

Chains, Coffins, & Curses: Charlottesville Ghost Tours

Chains, Coffins, & Curses: Charlottesville Ghost Tours

$30
per adult
Chains, Coffins, & Curses: Charlottesville Ghost Tours
Memorable and exciting Vineyard in Virginia

Private Wine Tours Transportation from 3 People and More

$280
per traveler
100% of travellers recommend
Private Wine Tours Transportation from 3 People and More
Monticello's West Lawn, which features the "Nickel View" as seen on the back of an American nickel

Monticello World Heritage Site - Private Tour from Williamsburg

$600
per adult
Monticello World Heritage Site - Private Tour from Williamsburg
See all activities in Charlottesville
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.