Monticello Flight + Hotel Packages

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

Days Inn by Wyndham Charlottesville/University Area

$511

per person

Dec 17 - Dec 21

found 9 hours ago

Roundtrip flight included

Chicago (ORD) to Charlottesville (CHO)

Book a stay at this business-friendly motel in Charlottesville. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Downtown Mall and Monticello are located nearby.

Little Mod Hotel at the University

$637

per person

Dec 17 - Dec 21

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Charlottesville (CHO)

Stay at this hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a picnic area. Our guests praise the helpful staff in our reviews. Popular attractions Scott Stadium and Downtown Mall are located nearby.

Oakhurst Inn at the University

$695

per person

Dec 17 - Dec 21

found 9 hours ago

Roundtrip flight included

Chicago (ORD) to Charlottesville (CHO)

Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a sauna. Our guests praise the helpful staff in our reviews. Popular attractions Scott Stadium and Downtown Mall are located nearby.

The Doyle Hotel

$565

per person

Dec 17 - Dec 21

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Charlottesville (CHO)

Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Downtown Mall and Scott Stadium are located nearby.

Omni Charlottesville Hotel

$720

per person

Dec 17 - Dec 21

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Charlottesville (CHO)

Book a stay at this business-friendly hotel in Charlottesville. Enjoy an outdoor pool, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Downtown Mall and Monticello are located nearby.

English Inn of Charlottesville

$571

per person

Dec 17 - Dec 21

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Charlottesville (CHO)

Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Downtown Mall and Scott Stadium are located nearby.

Shenandoah Wilderness Traveler

$580

per person

Dec 17 - Dec 21

found 9 hours ago

Roundtrip flight included

Chicago (ORD) to Charlottesville (CHO)

Stay at this hotel in Gordonsville. Enjoy free WiFi, free parking, and 3 outdoor pools. Popular attraction Graves Fine Art Gallery is located nearby.

Dinsmore Boutique Inn

$1,043

per person

Dec 17 - Dec 21

found 9 hours ago

Roundtrip flight included

Chicago (ORD) to Charlottesville (CHO)

Book a stay at this business-friendly B&B in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Scott Stadium and Downtown Mall are located nearby.

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

$611

per person

Dec 17 - Dec 21

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Charlottesville (CHO)

Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Downtown Mall and Scott Stadium are located nearby.

Round Hill Inn

$637

per person

Dec 17 - Dec 21

found 9 hours ago

Roundtrip flight included

Chicago (ORD) to Charlottesville (CHO)

Book a stay at this business-friendly hotel in Orange. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions The Arts Center in Orange and James Madison Museum are located nearby.

Holiday Inn Express & Suites Charlottesville - Ruckersville by IHG

$539

per person

Dec 17 - Dec 21

found 9 hours ago

Roundtrip flight included

Chicago (ORD) to Charlottesville (CHO)

Book a stay at this business-friendly hotel in Barboursville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Preddy Creek Trail Park and Montefalco Vineyard are located nearby.

Kimpton The Forum Hotel by IHG

$774

per person

Dec 17 - Dec 21

found 9 hours ago

Roundtrip flight included

Chicago (ORD) to Charlottesville (CHO)

Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Scott Stadium and Downtown Mall are located nearby.

3-4 Night Vacations in Monticello

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

Shenandoah Wilderness Traveler

$580

per person

Dec 17 - Dec 21

found 9 hours ago

Roundtrip flight included

Chicago (ORD) to Charlottesville (CHO)

Foxfield Inn

$966

per person

Dec 17 - Dec 21

found 9 hours ago

Roundtrip flight included

Chicago (ORD) to Charlottesville (CHO)

The Clifton

$953

per person

Dec 17 - Dec 21

found 9 hours ago

Roundtrip flight included

Chicago (ORD) to Charlottesville (CHO)

The Draftsman, Charlottesville, University, Autograph Collection Hotel

10th and Page

$816

per person

Dec 17 - Dec 21

found 9 hours ago

Roundtrip flight included

Chicago (ORD) to Charlottesville (CHO)

Monticello Last Minute Hotel Deals

SONSAK - MONTICELLO

943 Jefferson Lake Dr Charlottesville VA

Stay at this apartment in Charlottesville. Enjoy free WiFi, free parking, and a garden. Popular attractions Monticello and Downtown Mall are located nearby.

Omni Charlottesville Hotel

212 Ridge McIntire Rd Charlottesville VA

Book a stay at this business-friendly hotel in Charlottesville. Enjoy an outdoor pool, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful ...

Comfort Inn Monticello

2097 Inn Dr Charlottesville VA

Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Monticello and Downtown ...

Hilton Garden Inn Charlottesville

1793 Richmond Rd Charlottesville VA

Book a stay at this business-friendly hotel in Charlottesville. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our ...

Holiday Inn Express & Suites Charlottesville by IHG

870 PANTOPS CORNER WAY Charlottesville VA

Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, a 24-hour fitness center, and parking (surcharge). Our guests praise the ...

English Inn of Charlottesville

2000 Morton Drive Charlottesville VA

Book a stay at this business-friendly hotel in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...

Riverbluff Nest

114 Riverbluff Circle Charlottesville VA

Stay at this apartment in Charlottesville. Enjoy free parking. Popular attractions Downtown Mall and Monticello are located nearby.

Fairhaven Guesthouse

413 Fairway Ave. Charlottesville VA

Stay at this guesthouse in Charlottesville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Downtown Mall and Monticello are located ...

See all 456 properties in Monticello

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.

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Monticello Flight + Hotel Packages