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

Shenandoah Wilderness Traveler

2 out of 5
Price was CA $1,118, price is now CA $808 per person
CA $808
per person
Oct 1 - Oct 7
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Charlottesville (CHO)
8.8/10 Excellent! (101 reviews)
This was our second time staying here in the last 6 months (last time being in the winter). The outdoor pool/hotub/splash area was not available either time. Also, WIFI continues to be an issue as you must use a MIFI router (upon request) that also does not provide adequate service. Overall, the stay was ok, and proper for a quick weekend recharge, but I couldn’t imagine staying more than a few days with my family.

Reviewed on Jun 28, 2026

Sonesta ES Suites Charlottesville University

Sonesta ES Suites Charlottesville University

3 out of 5
Barracks Road
Price was CA $1,268, price is now CA $1,125 per person
CA $1,125
per person
Oct 1 - Oct 7
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Charlottesville (CHO)
8.8/10 Excellent! (812 reviews)
Overall v good. Only negative was cat smell in room.

Reviewed on Jul 13, 2026

Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort

Bluegreen Vacations Shenandoah Crossing, an Ascend Collection Resort

2.5 out of 5
Price was CA $1,023, price is now CA $919 per person
CA $919
per person
Oct 1 - Oct 7
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Charlottesville (CHO)
8.2/10 Very good! (836 reviews)
PERFECT!!!

Reviewed on Jul 14, 2026

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Lovingston Hotel Deals

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
The price is CA $139 per night from Aug 9 to Aug 10
CA $139
CA $154 total
Aug 9 - Aug 10
includes taxes & fees
9/10 Wonderful! (598 reviews)
"Diane was INCREDIBLE! And, made me feel like I was home being so far away from my own."

Reviewed on Jul 13, 2026

Holiday Inn Express & Suites Waynesboro East by IHG
Love Ridge Mountain Lodging

Love Ridge Mountain Lodging

3 out of 5
45 Royal Oaks Ln Lyndhurst VA
The price is CA $204 per night from Jul 22 to Jul 23
CA $204
CA $313 total
Jul 22 - Jul 23
includes taxes & fees
10/10 Exceptional! (20 reviews)
"My family and I stayed in Hanging Cabin #9, which had bunk beds suited for my two children. The cabin appeared to have been recently renovated, with new flooring and a well-equipped kitchen. It included a TV (unlike other cabins we've stayed in without one) and a nice jacuzzi. Keep in mind that being ..."

Reviewed on Jul 3, 2026

Love Ridge Mountain Lodging
Best Western Plus Waynesboro Inn & Suites Conference Center

Best Western Plus Waynesboro Inn & Suites Conference Center

2.5 out of 5
109 Apple Tree Ln Waynesboro VA
Fully refundableReserve now, pay when you stay
The price is CA $169 per night from Jul 22 to Jul 23
CA $169
CA $188 total
Jul 22 - Jul 23
includes taxes & fees
8.6/10 Excellent! (1,010 reviews)
"Very rude staff. Pool broken and looked like it had ben broken for a long time. Carpet wet in our room the entire stay. Handicapped rooms shower and shower head not accessible. Breakfast terrible."

Reviewed on Jul 13, 2026

Best Western Plus Waynesboro Inn & Suites Conference Center
See all 1,296 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.
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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.
See properties

Frequently asked questions

How much does a Lovingston vacation package cost?
You can pick up a vacation package to this popular destination from CA $808 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?

  1. Choose your travel dates: The things you'd like to do in Lovingston and your preferred season will help you decide when to go.
  2. 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.
  3. 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.
  4. 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.

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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.