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Dillwyn Vacation Packages

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Dillwyn Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Price was $547, price is now $434 per person
$434
per person
Sep 2 - Sep 5
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) 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 John Paul Jones Arena and Downtown Mall are located nearby.

Dinsmore Boutique Inn

Dinsmore Boutique Inn

4 out of 5
Price was $856, price is now $661 per person
$661
per person
Sep 5 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 Downtown Mall and John Paul Jones Arena are located nearby.
Excellent stay at a beautiful, historic inn. Wonderful breakfast included and professional, friendly staff.

Reviewed on Jul 15, 2026

Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Save 100% on your flight
Price was $567, price is now $444 per person
$444
per person
Sep 2 - Sep 5
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) 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 John Paul Jones Arena and Downtown Mall are located nearby.
Love, love, love! Beautiful. Great pool. Great location.

Reviewed on Jul 16, 2026

Mayhurst Inn

Mayhurst Inn

3.5 out of 5
Price was $1,079, price is now $888 per person
$888
per person
Sep 5 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Charlottesville (CHO)
Stay at this B&B in Orange. Enjoy free breakfast, free WiFi, and free parking. Popular attractions James Madison Museum and The Arts Center in Orange are located nearby.
This was one of the best stays we have ever had. A truly phenomenal place.

Reviewed on Jun 9, 2026

English Inn of Charlottesville

English Inn of Charlottesville

3 out of 5
Price was $598, price is now $492 per person
$492
per person
Sep 5 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 John Paul Jones Arena and Downtown Mall are located nearby.

Stoney Creek Cottage Wintergreen w EV Charger

Stoney Creek Cottage Wintergreen w EV Charger

2 out of 5
Price was $1,521, price is now $1,301 per person
$1,301
per person
Sep 5 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Charlottesville (CHO)
Stay at this apartment in Nellysford. Enjoy free parking and a garden. Popular attractions Wintergreen Resort and Stoney Creek Golf Course are located nearby.

Graduate by Hilton Charlottesville

Graduate by Hilton Charlottesville

4 out of 5
Price was $1,077, price is now $924 per person
$924
per person
Sep 5 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Charlottesville (CHO)
Stay at this 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 John Paul Jones Arena and Downtown Mall are located nearby.

Super 8 by Wyndham Charlottesville

Super 8 by Wyndham Charlottesville

2 out of 5
Price was $554, price is now $480 per person
$480
per person
Sep 5 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Charlottesville (CHO)
Stay at this motel in Charlottesville. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions John Paul Jones Arena and Downtown Mall are located nearby.
It was an excellent for the price, enjoyable stay, I would stay there again!!

Reviewed on Jul 12, 2026

Dillwyn Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Price was $547, price is now $434 per person
$434
per person
Sep 2 - Sep 5
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Charlottesville (CHO)
Dinsmore Boutique Inn

Dinsmore Boutique Inn

4 out of 5
Venable
Price was $856, price is now $661 per person
$661
per person
Sep 5 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Charlottesville (CHO)
Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Jefferson Park Avenue
Save 100% on your flight
Price was $567, price is now $444 per person
$444
per person
Sep 2 - Sep 5
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Charlottesville (CHO)
Mayhurst Inn

Mayhurst Inn

3.5 out of 5
Price was $1,079, price is now $888 per person
$888
per person
Sep 5 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Charlottesville (CHO)

Dillwyn Vacation Packages 5-7 Night Stays

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

Shenandoah Wilderness Traveler

2 out of 5
Save 100% on your flight
Price was $467, price is now $380 per person
$380
per person
Sep 3 - Sep 8
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Charlottesville (CHO)
Little Mod Hotel at the University

Little Mod Hotel at the University

3 out of 5
Venable
Save 100% on your flight
Price was $839, price is now $564 per person
$564
per person
Sep 3 - Sep 8
found 7 hours ago
Roundtrip flight included
Atlanta (ATL) to Charlottesville (CHO)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Thu, Sep 24 - Thu, Oct 15
MCO
Orlando Intl.
RIC
Richmond Intl.
$76 Roundtrip, found 19 hours ago
$76
Roundtrip
found 19 hours ago
Select Frontier Airlines flight, departing Thu, Sep 24 from Orlando Intl. to Richmond Intl., returning Thu, Oct 15, priced at $76 found 19 hours ago
Breeze Airways
Wed, Aug 26 - Sat, Sep 12
FLL
Fort Lauderdale - Hollywood Intl.
RIC
Richmond Intl.
$161 Roundtrip, found 20 hours ago
$161
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Wed, Aug 26 from Fort Lauderdale - Hollywood Intl. to Richmond Intl., returning Sat, Sep 12, priced at $161 found 20 hours ago
Bargain Flight
Tue, Aug 11 - Wed, Aug 26
ATL
Hartsfield-Jackson Atlanta Intl.
RIC
Richmond Intl.
$214 Roundtrip, found 14 hours ago
$214
Roundtrip
found 14 hours ago
Select Bargain Flight flight, departing Tue, Aug 11 from Hartsfield-Jackson Atlanta Intl. to Richmond Intl., returning Wed, Aug 26, priced at $214 found 14 hours ago
Bargain Flight
Thu, Sep 10 - Mon, Sep 14
BOS
Logan Intl.
RIC
Richmond Intl.
$226 Roundtrip, found 2 hours ago
$226
Roundtrip
found 2 hours ago
Select Bargain Flight flight, departing Thu, Sep 10 from Logan Intl. to Richmond Intl., returning Mon, Sep 14, priced at $226 found 2 hours ago