Sperryville Vacations

Book a Hotel + Flight or Car together to unlock savings

Your Sperryville Vacation

Excellent adventures await when you lock in a vacation package to Sperryville. Whether you're a foodie, history buff or just a traveler who loves to discover new places, there's something for everyone in this interesting city. If sightseeing is part of the plan during your trip to Sperryville, swing by well-known attractions like Pinnacles, Copper Fox Distillery and Glassworks Gallery. Don't put off your visit to this destination any longer. The ultimate Sperryville vacation is just a few clicks away with Expedia.

Stay near popular Sperryville attractions

A vineyard on a hillside under a partly cloudy sky.

Sharp Rock Vineyards

2.0/10 (1 review)
This historic vineyard produces handcrafted wines in a 100-year-old barn at the foot of Old Rag Mountain. Taste award-winning vintages while overlooking the peaceful Hughes River or stay overnight in charming cottages.
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Sperryville Hotel Deals

Big Meadows Lodge

Big Meadows Lodge

3 out of 5
Mile 51.2 Skyline Drive Luray VA
$137 nightly
The price is $152 total per night from Nov 18 to Nov 19
$152 total
Nov 18 - Nov 19
Total with taxes and fees
7.8/10 Good! (973 reviews)
"Perfect place to stop on skyline drive! Feels like camp in the best way possible. We loved the lodge and fire place! The bar room was fun and had good food for a quick bite!"

Reviewed on Oct 26, 2026

Big Meadows Lodge
Ramada by Wyndham Strasburg/Shenandoah Valley

Ramada by Wyndham Strasburg/Shenandoah Valley

2.5 out of 5
21 Signal Knob Dr Strasburg VA
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $84 total per night from Nov 3 to Nov 4
$84 total
Nov 3 - Nov 4
Total with taxes and fees
8.2/10 Very Good! (1,013 reviews)
"This was an amazing surprise 100% in every category. very clean rooms, every area smelled so fresh. Plenty of handicap accessible parking and guest rooms. Hot complimentary breakfast 7 AM - 10 AM; pancake machine, eggs, sausage, choice of bread, muffins, bagels, yogurt and cereals. Juice machine ..."

Reviewed on Oct 26, 2026

Ramada by Wyndham Strasburg/Shenandoah Valley
Skyland

Skyland

2 out of 5
Skyline Dr Mile 41.7 & 42.5 Luray VA
$206 nightly
The price is $237 total per night from Nov 4 to Nov 5
$237 total
Nov 4 - Nov 5
Total with taxes and fees
Skyland
See all 1,157 properties in Sperryville
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.

Find the Best Sperryville Vacation Packages

Sperryville Essential Information

Language
English
Currency
U.S dollars
Population
340
Max Temp Winter
45ºF
Max Temp Summer
85ºF
Top Sights
Sharp Rock Vineyards, Copper Fox Distillery and Narmada Winery

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Frequently asked questions

How much does a Sperryville vacation package cost?
You'll find cheap prices on Expedia for your Sperryville break. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Sperryville costs.
What are the cheapest months to go to Sperryville?
July, September and December are the best times to look for cheap Sperryville vacation packages. Traveling in quieter months means you can usually find better prices on flights and accommodations.
How many days is enough for Sperryville?
The ideal length for your Sperryville vacation depends on what you'd like to do. Generally, a few days to a week will give you plenty of time to tick off all the main attractions and discover some hidden spots along the way.
How to find the best Sperryville package deals?
Bagging a cheap Sperryville package deal is easy with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can tweak your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most pocket-friendly Sperryville package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Sperryville vacation as a package?
You can enjoy significant savings on your next Sperryville break by booking a tailored vacation package. Click on the "Package" heading, then select your destination and travel dates to see some great hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Sperryville?
If you're considering a spur-of-the-moment Sperryville vacation, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land awesome deals on your hotels and flights by booking ahead.
Does Expedia offer Book Now, Pay Later Sperryville vacation packages?
Your Sperryville getaway should be a relaxing escape from your daily routine, not a source of money-related stress. So to give you a bit more flexibility, we've joined up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.