Ivy Vacations from $762

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

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.
 Oakhurst Inn at the University

Oakhurst Inn at the University

Jefferson Park Avenue
$762
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Charlottesville (CHO)
9.2/10 Wonderful! (595 reviews)
The Doyle Hotel

The Doyle Hotel

Starr Hill
$1,122
per person
Sep 27 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
8.4/10 Very Good! (1,002 reviews)
Virginia Guesthouse Hotel

Virginia Guesthouse Hotel

Lewis Mountain
$968
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Charlottesville (CHO)
9.8/10 Exceptional! (72 reviews)
Clean, new and on campus. Great new hotel option.

Reviewed on Aug 22, 2026

Little Mod Hotel at the University

Little Mod Hotel at the University

Venable
$842
per person
Sep 27 - Oct 2
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
9.2/10 Wonderful! (360 reviews)
Nice redo of an old structure! Decor is cool. Check in was easy . Very close to restaurants and UVA grounds. Room noise next door was a problem late at night . Front desk did assist with addressing. You can hear through the walls quite easily! Also the train is so close-it’s super loud !! Coffee was promised at 6 am, I went to lobby at 8 am and no one was at the desk and no coffee had been brewed.

Reviewed on Aug 19, 2026

Dinsmore Boutique Inn

Dinsmore Boutique Inn

Venable
$831
per person
Oct 30 - Nov 2
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Charlottesville (CHO)
9.6/10 Exceptional! (413 reviews)
Such a great gem on the Corner!!

Reviewed on Aug 21, 2026

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, Paramount Theater and Downtown Mall 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 Corner District 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.

A statue of a seated figure with wings and a child.

Venable

If you're spending some time in Venable, Rotunda and Corner District are top sights worth seeing.

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
$101 total
Sep 7 - Sep 8
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
$151 nightly
$173 total
Aug 30 - Aug 31
Total with taxes and fees
Omni Charlottesville Hotel
Country Inn & Suites by Radisson, Charlottesville-UVA, VA

Country Inn & Suites by Radisson, Charlottesville-UVA, VA

1600 Emmet Street Charlottesville VA
Fully refundable
$116 nightly
$133 total
Aug 30 - Aug 31
Total with taxes and fees
Country Inn & Suites by Radisson, Charlottesville-UVA, VA
See all 901 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

$26
per adult
Chains, Coffins, & Curses: Charlottesville Ghost Tours
Memorable and exciting Vineyard in Virginia

Private Wine Tours Transportation, starting from 3 people & more

$95
per adult
100% of travellers recommend
Private Wine Tours Transportation, starting from 3 people & 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.