Central Romantic Vacations 2026

Photo by Erica Beth LaRocca

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Top Romantic vacation packages in Central

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

The Estate at Meander

$638

per person

Oct 2 - Oct 5

found 1 day ago

Roundtrip flight included

Boston (BOS) to Charlottesville (CHO)

9.2/10 Wonderful! (170 reviews)

Oakhurst Inn at the University

Jefferson Park Avenue

$803

per person

Nov 6 - Nov 8

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Charlottesville (CHO)

9.2/10 Wonderful! (595 reviews)

Massanuttens Shenandoah Villas by Tripforth

$939

per person

Oct 9 - Oct 12

found 21 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Weyers Cave (SHD)

7.8/10 Good! (162 reviews)

Dinsmore Boutique Inn

Venable

$850

per person

Oct 2 - Oct 5

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Charlottesville (CHO)

9.6/10 Exceptional! (413 reviews)

Beautiful and nice place to stay. Staff was very friendly and helpful, and very responsive.

Reviewed on Aug 19, 2026

Iris Inn and Cabins

$1,034

per person

Oct 30 - Nov 2

found 13 hours ago

Roundtrip flight included

Chicago (CHI) to Weyers Cave (SHD)

9.8/10 Exceptional! (12 reviews)

The view and the grounds were absolutely beautiful. The room was clean and comfortable as well, and the staff was helpful and friendly.

Reviewed on Jul 12, 2026

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5* Romantic vacations in Central

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

The Crossroads Inn

$577

per person

Nov 6 - Nov 8

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Charlottesville (CHO)

9.8/10 Exceptional! (59 reviews)

This place is the definition of charm! We felt like we were in an old movie based in the 1700 / 1800s. The staff were very cool and accommodating as well! We walked to and from the Inn to the nearby Pippin Hill Winery next door a couple times which was convenient, and a very pretty walk ( about 15 minutes or so to the winery building ) the breakfast in the morning was so good, especially one morning when Gracie and the team made fresh French toast with homemade whip cream, thick cut bacon, eggs made to order, fresh fruit, and the coffee was superb. The surrounding beauty of the property, the gardens, and the inn itself were so charming and stunning. Go see and feed the chickens too! Would definitely recommend and stay here again!

Reviewed on Aug 12, 2026

Keswick Hall

$2,375

per person

Nov 6 - Nov 8

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Charlottesville (CHO)

9.4/10 Exceptional! (71 reviews)

The gentleman at the front desk who helped me out, (C Note) you know who you are, was fantastic! All the young men who worked the front bell stand are absolutely fantastic as well! Everybody there was just absolutely fantastic and phenomenal!

Reviewed on Jul 17, 2026

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3 Night Romantic vacations in Central

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

Oakhurst Inn at the University

Jefferson Park Avenue

$831

per person

Oct 2 - Oct 5

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Charlottesville (CHO)

9.2/10 Wonderful! (595 reviews)

Massanuttens Shenandoah Villas by Tripforth

$939

per person

Oct 9 - Oct 12

found 21 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Weyers Cave (SHD)

7.8/10 Good! (162 reviews)

Dinsmore Boutique Inn

Venable

$831

per person

Oct 30 - Nov 2

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Charlottesville (CHO)

9.6/10 Exceptional! (413 reviews)

Beautiful and nice place to stay. Staff was very friendly and helpful, and very responsive.

Reviewed on Aug 19, 2026

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4 Night Romantic vacations in Central

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

Shenandoah Wilderness Traveler

$669

per person

Oct 14 - Oct 18

found 1 day ago

Roundtrip non-stop flight included

Columbus (CMH) to Charlottesville (CHO)

8.8/10 Excellent! (105 reviews)

I absolutely LOVE it here!! Other than the hot tub and other pools being closed it was a very very nice stay!!

Reviewed on Aug 20, 2026

Virginia Guesthouse Hotel

Lewis Mountain

$1,169

per person

Oct 14 - Oct 18

found 1 day ago

Roundtrip non-stop flight included

Columbus (CMH) to Charlottesville (CHO)

9.8/10 Exceptional! (72 reviews)

Close proximity to UVA Has breakfast cafe and restaurants The rooftop is also a plus.

Reviewed on Aug 20, 2026

The Doyle Hotel

Starr Hill

$1,284

per person

Oct 14 - Oct 18

found 1 day ago

Roundtrip non-stop flight included

Columbus (CMH) to Charlottesville (CHO)

8.4/10 Very Good! (1,002 reviews)

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How can I find the best Central 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 Central 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.

How can I plan a great romantic trip to Central?

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 Central?

Put a price on love with stunning deals for duos starting at just $577. Prices and availability are subject to change. Additional terms may apply.

Can I book Central 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.

How can I book romantic weekend getaway packages in Central?

To book a loved-up break in Central, 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 Central 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 Central 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?