Lovingston Vacation Packages
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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.
Top Lovingston Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Shenandoah Wilderness Traveler
CA $1,197
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottesville (CHO)
8.8/10 Excellent! (121 reviews)
The property was much larger than expected and included a lake. Our cabin was tucked in the woods off of a one lane paved road, with good parking spaces. We had a few mosquitoes in our cabin, and also a spider that stayed in its upper corner of the bathroom. The beds and pillows in our two bedroom cabin were very comfortable. Most of the channels on the TV were a little out of focus and we were unable to mirror our phones on the TV, even through we had property internet connected. The breakfast in the main lodge was good and reasonably priced. Prices in the General Store were very reasonable compared to typical resorts. Looking forward to another stay at a future date.
Reviewed on Sep 30, 2026
The Doyle Hotel
Starr Hill
CA $1,232
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottesville (CHO)
8.4/10 Very good! (1,007 reviews)
The boutique hotel was conveniently located walking distance to the historic downtown area and the aesthetic of the hotel was nice.
Reviewed on Oct 20, 2026
Holiday Inn Charlottesville-Univ Area by IHG
The Meadows
CA $1,351
per person
Dec 30 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Charlottesville (CHO)
8.2/10 Very good! (1,007 reviews)
The hotel needs a refresh. Small details like peeling wallpaper, dripping toilet, room doors that were not sealed so every sound came through. And it was very loud in the halls. The weekend breakfast was not good. Cold food that was supposed to be hot. The dining area was in a “bar” and there was as trash and junk spread all over and behind the bar. On arriving we were told there was tea and coffee. There was no plain black tea, I asked for some but no one could find any the three days we were there. The coffee area was dirty and unattended. The staff was friendly but it seemed they were not properly resourced to offer genuine hospitality.
Reviewed on Oct 19, 2026
Ready to book your vacation to Lovingston?
Lovingston Hotel Deals
Holiday Inn Express & Suites Waynesboro East by IHG
108 Chicurel Lane Waynesboro VA
Fully refundable
CA $166
CA $185 total
Nov 19 - Nov 20
includes taxes & fees
9/10 Wonderful! (695 reviews)
"Clean rooms, very friendly staff, including the cleaning staff."
Reviewed on Oct 20, 2026
Grey Pine Lodge
494 Three Notched Mountain Hwy Waynesboro VA
Fully refundableReserve now, pay when you stay
CA $257
CA $286 total
Oct 26 - Oct 27
includes taxes & fees
9/10 Wonderful! (30 reviews)
"super clean very spacious they thought of everything like refrig and microwave in room But even though the coffee was free and available 24 hrs I had to go outside and downstairs to get it. I would like to have it available to make in the room The place was fantastic I would highly recomend it"
Reviewed on Oct 21, 2026
Days Inn by Wyndham Waynesboro
2060 Rosser Avenue/I-64 Waynesboro VA
Fully refundableReserve now, pay when you stay
CA $80
CA $89 total
Nov 12 - Nov 13
includes taxes & fees
7/10 Good! (1,000 reviews)
"Toilet would not flush, mattress was dirty. Floors were nasty . This is a living motel not for over night. Smelled of marijuana!"
Reviewed on Oct 20, 2026
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.
Stay near popular Lovingston attractions
Lovingston Winery
9.4/10 (3 reviews)
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.
Fortune's Cove Preserve
2.0/10 (1 review)
Explore the great outdoors at Fortune's Cove Preserve, a lovely green space in Lovingston. Discover the area's mountain views and wineries.
Mountain Cove Vineyards
6.0/10 (2 reviews)
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.
Virginia Distillery Museum
You can spend an afternoon browsing the exhibits at Virginia Distillery Museum in Lovingston. Discover the area's mountain views and wineries.
Virginia Distillery Company
You can take time to visit Virginia Distillery Company during your travels to Lovingston. Discover the area's mountain views and wineries.
Frequently asked questions
How much does a Lovingston vacation package cost?
You can pick up a vacation package to this popular destination from CA $1,197 on Expedia. However, how much your vacation to Lovingston costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to Lovingston?
January, June and December are great times to look for cheap Lovingston vacation packages. Choosing to travel in less busy months means you'll typically find better prices on accommodations and flights.
How many days is enough for Lovingston?
With a well-organized travel plan, you can easily visit the main Lovingston sights in a handful of days. But if you want to discover hidden spots or go on day trips, consider booking your Lovingston vacation for longer.
How to find the best Lovingston package deals?
Begin your search for a Lovingston package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add a few filters, like "Property type" and "Guest rating," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Lovingston package deal right away, simply change your dates and search again. Keep in mind 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?
An Expedia vacation package could land you significant savings when compared to arranging hotels and flights separately. Better still, you can tailor your Lovingston trip to match your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Lovingston?
If you have your Lovingston travel dates finalized, book early to score some outstanding deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for setting off on a whim.
How to plan a trip to Lovingston?
- Choose your travel dates: The things you'd like to do in Lovingston and your preferred season will help you decide when to go.
- Budget wisely: On top of the cost of your accommodations, you'll need to factor in other expenses. These include flights, food and transportation. Also, set aside some extra funds for unexpected expenses that could crop up during your trip to Lovingston.
- Decide how many days away: Start by compiling a list of the attractions and activities you'd like to get to in Lovingston. Then, estimate how long you'll need at each, along with any travel time.
- Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a customized Lovingston vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
