Ivy Vacations from $528

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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.
The Doyle Hotel

The Doyle Hotel

Starr Hill
$528
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
New York (NYC) to Charlottesville (CHO)
8.4/10 Very Good! (1,007 reviews)
The room included a pull out bed but there were no bed covers for it and also on the side of it - it appeared to have bugs. The website states it is self check-in but there was a staff member there. However she sat at a lectern so I wasn’t sure if she worked there or not. The parking was the most frustrating part. That is probably the busiest street so we circled about 9 times for almost an hour. Finally when we got street parking and went inside - apparently there was a QR code to go to an off site parking lot. It’s across the train tracks and no street lights around so it’s very dark. We didn’t get a notification about parking until the day after as we already left the next day. Overall it was probably the worst stay and definitely not worth the price. I will not be staying here again.

Reviewed on Oct 4, 2026

Little Mod Hotel at the University

Little Mod Hotel at the University

Venable
$594
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
New York (NYC) to Charlottesville (CHO)
9.2/10 Wonderful! (389 reviews)
Overall a good stay. Spacious room. Tight aw it is in the university area, but we found street parking. Alarm went off in the middle of the night. Fire department came. No staff on site so a little challenging. No follow up to apologize for guests having to leave rooms at 2am and wait outside to see what was going on. Things happen. Communication would have been good.

Reviewed on Oct 6, 2026

 Oakhurst Inn at the University

Oakhurst Inn at the University

Jefferson Park Avenue
$612
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
New York (NYC) to Charlottesville (CHO)
9.2/10 Wonderful! (620 reviews)
Dinsmore Boutique Inn

Dinsmore Boutique Inn

Venable
$855
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
New York (NYC) to Charlottesville (CHO)
9.6/10 Exceptional! (434 reviews)
If you are looking for a hotel with unique historical rooms, an excellent staff and amenities, I would recommend the Dinsmore. The free breakfast is beyond belief, free parking, and the staff exceeds all expectations. Right across the street from UVA, minutes from Monticello. Plenty of great eateries near by. Although the building is old, the rooms have all the modern amenities and are spotless. I will stay at the Dinsmore whenever in Charlottesville.

Reviewed on Oct 7, 2026

Boar's Head Resort

Boar's Head Resort

Ednam
$654
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
New York (NYC) to Charlottesville (CHO)
9/10 Wonderful! (1,005 reviews)

Where to stay in Ivy

Find the best Ivy areas and neighborhoods for the activities you enjoy most. Learn more about Ivy
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 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.

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.

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Ridge St.

While visiting Ridge St., you might make a stop by sights like Ix Art Park and Play On! Theater.

Ivy Hotel Deals

English Inn of Charlottesville

English Inn of Charlottesville

2000 Morton Drive Charlottesville VA
Fully refundableReserve now, pay when you stay
$79 nightly
$90 total
Nov 2 - Nov 3
Total with taxes and fees
English Inn of Charlottesville
Omni Charlottesville Hotel

Omni Charlottesville Hotel

212 Ridge McIntire Rd Charlottesville VA
Fully refundableReserve now, pay when you stay
$167 nightly
$191 total
Nov 1 - Nov 2
Total with taxes and fees
9.6/10 Exceptional! (1,140 reviews)
"Excellent location, free parking, excellent breakfast menu."

Reviewed on Oct 6, 2026

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
$85 nightly
$97 total
Oct 18 - Oct 19
Total with taxes and fees
Days Inn by Wyndham Charlottesville/University Area
See all 902 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

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.