Central Romantic Vacations 2026

Photo by Erica Beth LaRocca

Top Romantic vacation packages in Central

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

Oakhurst Inn at the University

Jefferson Park Avenue

$536

per person

Dec 18 - Dec 21

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Charlottesville (CHO)

9.2/10 Wonderful! (617 reviews)

One of the best hotel visits we have ever had!! What a wonderful property and staff!!!

Reviewed on Oct 2, 2026

Dinsmore Boutique Inn

Venable

$725

per person

Dec 18 - Dec 21

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Charlottesville (CHO)

9.6/10 Exceptional! (433 reviews)

Iris Inn and Cabins

$1,293

per person

Dec 12 - Dec 16

found 20 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Weyers Cave (SHD)

9.8/10 Exceptional! (16 reviews)

From the minute you step out of your car you are greeted with an insane moment of “wow”. Right in front of the hotel is a beautiful scenery from up top overlooking the area. You feel like you are in a different world. Then after walking in, we are greeted with kind faces who wonderfully explain your stay. Now lets talk about the room. Been to plenty of hotels in my life and this one is by far the most inviting and comforting. With plans ahead the following days my wife and I had trouble getting up due to the comfort! lol i couldn’t recommend this hotel enough. Oh and by the way, grab a bite for dinner there as well, you wont be disappointed.

Reviewed on Sep 24, 2026

Boar's Head Resort

Ednam

$582

per person

Dec 18 - Dec 21

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Charlottesville (CHO)

9/10 Wonderful! (1,003 reviews)

The Boar’s Head Resort was a wonderful place to stay. The room was spacious, clean, beautifully decorated, and I loved the espresso machine in the room! The Mill Room was a delicious dinner place with very friendly staff. They had a fireplace with a fire going which added lovely ambiance.

Reviewed on Oct 4, 2026

The Estate at Meander

$795

per person

Dec 18 - Dec 21

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Charlottesville (CHO)

9.2/10 Wonderful! (172 reviews)

Pet friendly

Reviewed on Sep 18, 2026

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5* Romantic vacations in Central

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

The Crossroads Inn

$651

per person

Nov 6 - Nov 8

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Charlottesville (CHO)

9.8/10 Exceptional! (68 reviews)

Keswick Hall

$1,260

per person

Dec 18 - Dec 21

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Charlottesville (CHO)

9.4/10 Exceptional! (71 reviews)

Absolutely beautiful property with gorgeous rooms and amenities. Good not have picked a better spot to spend our anniversary.

Reviewed on Oct 1, 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

$536

per person

Dec 18 - Dec 21

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Charlottesville (CHO)

9.2/10 Wonderful! (617 reviews)

One of the best hotel visits we have ever had!! What a wonderful property and staff!!!

Reviewed on Oct 2, 2026

Dinsmore Boutique Inn

Venable

$725

per person

Dec 18 - Dec 21

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Charlottesville (CHO)

9.6/10 Exceptional! (433 reviews)

Boar's Head Resort

Ednam

$582

per person

Dec 18 - Dec 21

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Charlottesville (CHO)

9/10 Wonderful! (1,003 reviews)

Reviewed on Oct 4, 2026

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4 Night Romantic vacations in Central

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

The Blackburn Inn and Conference Center

$776

per person

Dec 12 - Dec 16

found 20 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Weyers Cave (SHD)

9.2/10 Wonderful! (1,004 reviews)

Great historical building and friendly staff.

Reviewed on Oct 5, 2026

Hotel Madison & Shenandoah Conference Ctr

$810

per person

Dec 12 - Dec 16

found 20 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Weyers Cave (SHD)

9.4/10 Exceptional! (1,209 reviews)

Nice hotel right next to the campus for anyone visiting

Reviewed on Oct 5, 2026

Hotel 24 South

$802

per person

Dec 12 - Dec 16

found 17 hours ago

Roundtrip non-stop flight included

Atlanta (ATL) to Weyers Cave (SHD)

9.4/10 Exceptional! (1,238 reviews)

Breakfast was not that good. Food was luke warm and not good value for the price paid altho staff were very attentive. Service and food at lobby bar was outstanding. Really enjoyed the historical ambiance of the property. Ideally located to easily walk to historic downtown.

Reviewed on Oct 5, 2026

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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 and visiting outside busy months of .

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 $536. 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 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.

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

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 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?