Shenandoah Valley Romantic Vacations 2026

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4 Night Romantic vacations in Shenandoah Valley

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

Chalet High by Coolvacay

$515

per person

Oct 15 - Oct 19

found 1 day ago

Roundtrip flight included

San Juan (SJU) to Baltimore (BWI)

8.8/10 Excellent! (396 reviews)

Excellent, thank you, everything is good

Reviewed on Sep 8, 2026

Mimslyn Inn Historic Hotels Of America

$751

per person

Oct 15 - Oct 19

found 1 day ago

Roundtrip flight included

San Juan (SJU) to Baltimore (BWI)

9/10 Wonderful! (1,004 reviews)

Do not stay in the cottage. Surrounding grounds were unkempt. Lighting in cottage was barely there, too dim. Creepy! Mattress was lumpy. Bed creaked and moved around with every little move. Curtains were falling apart. Room was dirty and dusty with dead bugs. Air condition did not work… had to lower to 60 and was still hot and musty in the room. When the AC did turn on, sounded like a t in the room, so did not sleep well at all.

Reviewed on Sep 7, 2026

Cave Hill Farm Bed & Breakfast

$1,235

per person

Nov 16 - Nov 20

found 21 hours ago

Roundtrip non-stop flight included

Orlando (ORL) to Weyers Cave (SHD)

9.4/10 Exceptional! (358 reviews)

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See all available trips from Columbus to Shenandoah Valley

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How can I find the best Shenandoah Valley vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap Shenandoah Valley romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering and visiting outside busy months of .

How can I plan a great romantic trip to Shenandoah Valley?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to Shenandoah Valley?

Put a price on love with stunning deals for duos starting at just $515. Stay during the quiet season, in , for breaks to make your bank balance smile. Prices and availability are subject to change. Additional terms may apply.

Can I book Shenandoah Valley spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

What’s the best time of year for a romantic vacation in Shenandoah Valley?

Book your romantic getaway during the quieter months of when you can have the place to yourself, pretty much. To show your partner off to the world, provide a more abundant audience.

How can I book romantic weekend getaway packages in Shenandoah Valley?

To book a loved-up break in Shenandoah Valley, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

Can I book a romantic trip to Shenandoah Valley with free cancellation and/or flexible dates?

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my Shenandoah Valley romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?

Top Romantic Shenandoah Valley Hotels

Mimslyn Inn Historic Hotels Of America

401 W Main St Luray VA

25 min drive from Shenandoah National Park

Indulge in a romantic getaway at this historic hotel, where you'll find a spa, a garden, and a hot tub. Couples will love the 2 restaurants and lobby ...

9/10 Wonderful! (1,009 reviews)

Couples like: full-service spa, happy hour, hot tub

Travelers say...

"Do not stay in the cottage. Surrounding grounds were unkempt. Lighting in cottage was barely there, too dim. Creepy! Mattress was lumpy. Bed creaked and moved around with every little move. Curtains were falling apart. Room was dirty and dusty with dead bugs. Air condition did not work… had to lower ..."

Reviewed on Sep 7, 2026

The Omni Homestead Resort & Spa

7696 Sam Snead Highway Hot Springs VA

3 hours drive from Shenandoah National Park

If you and your special someone are ready for a getaway, you're sure to love the hot tub and spa at this historic resort. You'll also appreciate the in-room ...

8.6/10 Excellent! (1,004 reviews)

Couples like: full-service spa, couples spa treatments, bar, hot tub

Travelers say...

"The staff were incredibly nice and helpful. The parking was a pain, though, since the valet was way out there. I forgot something in the car and had to request the car back and it took almost 40 minutes to get to my car. Also, checkout was a cluster. People arriving, people leaving; you could get ..."

Reviewed on Sep 8, 2026

Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK

Wintergreen VA

2 hours drive from Shenandoah National Park

Indulge in a romantic getaway at this ski-in/ski-out condo, which offers in-room fireplaces, and much more.

9.8/10 Exceptional! (193 reviews)

"Great condo within walking distance to all the restaurants and lifts. Highly recommend!"

Reviewed on Sep 7, 2026

See all 5,978 properties in Shenandoah Valley

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.