Lovingston Vacations from $765

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Your Lovingston Vacation

The hassle-free way to experience this unique city is with a custom-made Lovingston vacation package. Stay in the neighborhood of Laurel Ridge, which is great for skiing, adventure sports and mountain biking or go someplace else — our package deals are all about you. If your trip to Lovingston includes a little sightseeing, drop by renowned attractions like Lovingston Winery, Blue Mountain Barrel House and Mountain Cove Vineyards. Expedia is here to help you escape your routine. Tailor your vacation to Lovingston to suit your travel style, whatever that may be.

The Latest Lovingston vacation packages

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

The Doyle Hotel

3.5 out of 5
Starr Hill
Price was $970, price is now $765 per person
$765
per person
Dec 23 - Dec 28
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
8.6/10 Excellent! (907 reviews)
The hotel itself was lovely. The rooftop dining/bar was wonderful! Conveniently located. I didn’t like that the parking was in this random lot across the train tracks. Also check in was with a QR code and I had to download my license and take a selfie which I found annoying since there was a human being right there to check me in. Why the lack of human contact. Other than that the hotel was lovely.

Reviewed on Oct 7, 2025

Kimpton The Forum Hotel by IHG

Kimpton The Forum Hotel by IHG

4 out of 5
UVA
Price was $1,155, price is now $929 per person
$929
per person
Dec 23 - Dec 28
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
9.6/10 Exceptional! (375 reviews)
Wonderful hotel and restaurants for a football weekend!

Reviewed on Sep 28, 2025

Oakhurst Inn at the University

Oakhurst Inn at the University

4 out of 5
Jefferson Park Avenue
Price was $1,018, price is now $819 per person
$819
per person
Dec 23 - Dec 28
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
9.2/10 Wonderful! (485 reviews)
Staff was so kind and the property was gorgeous. I travel for work and this was one of my favorite places I have stayed.

Reviewed on Sep 30, 2025

Omni Charlottesville Hotel

Omni Charlottesville Hotel

4 out of 5
North Downtown
Price was $1,097, price is now $909 per person
$909
per person
Dec 23 - Dec 28
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
9.2/10 Wonderful! (1,007 reviews)
This is a fantastic hotel centrally located with walking access to shops and restaurants. The staff at this hotel is amazingly friendly and a big shout out to Ronelia at the front desk. Ronelia was so kind to stay on top of everything, providing umbrellas and incredible recommendations for dining. Every staff member gets a round of applause! Thank you for making our stay so memorable!

Reviewed on Oct 9, 2025

Graduate by Hilton Charlottesville

Graduate by Hilton Charlottesville

4 out of 5
Venable
Price was $1,031, price is now $869 per person
$869
per person
Dec 23 - Dec 28
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottesville (CHO)
8.2/10 Very Good! (1,002 reviews)
Front desk staff want very welcoming. Parking is limited. The hotel seems dark and dated and definitely needs some renovation. They are in the process of doing that now so some noise related to that….I might stay there again but not until the renovations are done. In the meantime, I’d stay elsewhere.

Reviewed on Oct 5, 2025

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Discover the most popular places to visit in Lovingston

Lovingston Winery

You can enjoy a tasting or tour at Lovingston Winery during your travels to Lovingston. Discover the mountain views and wineries in this relaxing area.

Lovingston Winery

Mountain Cove Vineyards

You can enjoy a tasting or tour at Mountain Cove Vineyards during your travels to Lovingston. Discover the mountain views in this family-friendly area.

Mountain Cove Vineyards

Fortune's Cove Preserve

Explore the great outdoors at Fortune's Cove Preserve, a lovely green space in Lovingston. Discover the area's mountain views and wineries.

Fortune's Cove Preserve

Lovingston Hotel Deals

Comfort Inn

Comfort Inn

2.5 out of 5
15 Windi Grove Drive, Waynesboro, VA
Fully refundableReserve now, pay when you stay
$96 nightly
The price is $106 total per night from Oct 19 to Oct 20
$106 total
Oct 19 - Oct 20
Total with taxes and fees
8.2/10 Very Good! (978 reviews)
"It was good, but not great."

Reviewed on Oct 7, 2025

Comfort Inn
Holiday Inn Express & Suites Waynesboro East by IHG

Holiday Inn Express & Suites Waynesboro East by IHG

2.5 out of 5
108 Chicurel Lane, Waynesboro, VA
Fully refundable
$118 nightly
The price is $131 total per night from Nov 2 to Nov 3
$131 total
Nov 2 - Nov 3
Total with taxes and fees
9/10 Wonderful! (432 reviews)
All good
"Room was clean, beds comfortable, location great, staff very nice"

Reviewed on Oct 7, 2025

Holiday Inn Express & Suites Waynesboro East by IHG
Quality Inn Waynesboro - Skyline Drive

Quality Inn Waynesboro - Skyline Drive

2.5 out of 5
640 W Broad St, Waynesboro, VA
Fully refundableReserve now, pay when you stay
$72 nightly
The price is $80 total per night from Nov 9 to Nov 10
$80 total
Nov 9 - Nov 10
Total with taxes and fees
7/10 Good! (802 reviews)
"The staff were very helpful and friendly. They provided recommendations for local attractions and events. Rooms were quite and clean and the beds were comfortable. Breakfast was adequate. Check in and check out was quick and easy. Staff were very responsive to a room maintenance need. Would recommend ..."

Reviewed on Oct 4, 2025

Quality Inn Waynesboro - Skyline Drive
See all 1,180 properties in Lovingston
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.

Lovingston Essential Information

Language
English
Currency
U.S dollars
Population
520
Max Temp Winter
45ºF
Max Temp Summer
85ºF
Top Sights
Bold Rock Hard Cider Nellysford Cidery, James River State Park and Hill Top Berry Farm & Winery

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Frequently asked questions

How much does a Lovingston vacation package cost?
You can pick up a vacation package to this destination from $765 on Expedia. However, how much your vacation to Lovingston costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Lovingston?
If you're looking to snag a cheap Lovingston vacation package, consider traveling in May, July and September. You'll usually find better prices on hotels and flights during these months — perfect for travelers wishing to save money.
How many days is enough for Lovingston?
Typically, a handful of days is enough to visit the main sights during your Lovingston vacation. However, if you prefer to have some time to relax or go on day tours, think about extending your itinerary.
How to find the best Lovingston package deals?
Begin your search for a Lovingston package deal by entering your travel dates and destination under our "Packages" tab. Then add a few filters, like "Popular locations" and "Property type," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Lovingston package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Lovingston escape underway.
Is it cheaper to book a Lovingston vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll generally get a better deal than booking each component individually. And you'll still get the flexibility to create a personalized Lovingston vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Lovingston?
If you're planning an impromptu Lovingston trip, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score awesome deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Lovingston vacation packages?
Set off on your perfect trip to Lovingston with our Book Now, Pay Later vacations. No need to save up or hold off until your next payday — we've teamed up with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, you can easily stay on budget and snag great deals before they disappear.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.