A historic street lined with palm trees and classic architecture, including a prominent clock tower.

Charleston Romantic Vacations

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Top Romantic vacation packages in Charleston

Price found within the past 48 hours. Click for updated prices.
  • Sep 19 - Sep 25

    The Inn At Middleton Place + Flight

    Charleston
    6 nights
    3.0 star property
    9.0/10 - Wonderful (1,000 reviews)
    "Breakfast is so good"
    Reviewed July 11, 2026
    Roundtrip Boston (BOS) - Charleston (CHS)
    BOS - CHS1 stop CHS - BOS1 stop
    Save 100% on your flight
    $1,141
    $834
    per traveler
    found 1 day ago
    The Inn At Middleton Place
  • Sep 19 - Sep 25

    Emeline + Flight

    Charleston Historic District
    6 nights
    4.0 star property
    9.4/10 - Exceptional (1,750 reviews)
    "The room was clean and comfortable, area was perfect and was within walking distance to shopping/restaurants/scenery."
    Reviewed July 16, 2026
    Roundtrip Boston (BOS) - Charleston (CHS)
    BOS - CHS1 stop CHS - BOS1 stop
    Save 100% on your flight
    $2,062
    $1,264
    per traveler
    found 1 day ago
    Emeline
  • Sep 19 - Sep 25

    The Pinch Hotel + Flight

    Charleston Historic District
    6 nights
    4.0 star property
    9.8/10 - Exceptional (202 reviews)
    "So well pointed. So professional. Great location. Highest recommendation I can get."
    Reviewed July 8, 2026
    Roundtrip Boston (BOS) - Charleston (CHS)
    BOS - CHS1 stop CHS - BOS1 stop
    Save 100% on your flight
    $1,907
    $1,255
    per traveler
    found 1 day ago
    The Pinch Hotel
  • Sep 19 - Sep 25

    Planters Inn + Flight

    Charleston Historic District
    6 nights
    4.5 star property
    9.6/10 - Exceptional (1,000 reviews)
    Roundtrip Boston (BOS) - Charleston (CHS)
    BOS - CHS1 stop CHS - BOS1 stop
    Save 100% on your flight
    $2,120
    $1,404
    per traveler
    found 1 day ago
    Planters Inn
  • Sep 19 - Sep 25

    The Charleston Place + Flight

    Charleston Historic District
    6 nights
    5.0 star property
    9.6/10 - Exceptional (1,002 reviews)
    "Everything"
    Reviewed July 16, 2026
    Roundtrip Boston (BOS) - Charleston (CHS)
    BOS - CHS1 stop CHS - BOS1 stop
    Save 100% on your flight
    $2,302
    $1,623
    per traveler
    found 1 day ago
    The Charleston Place

Discover the most popular places to visit in Charleston

What to do in Charleston

Top Romantic Charleston Hotels

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.

How to find a romantic Charleston vacation

How can I find the best Charleston 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 Charleston 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 Charleston?

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 Charleston?

Put a price on love with stunning deals for duos starting at just $834. Prices and availability are subject to change. Additional terms may apply.

Can I book Charleston 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 Charleston?

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