Southside Romantic Holidays

Book a Romantic Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

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    Better together

    Save up to £335 when you book a flight and hotel together*
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    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy

    Packages with flights are ATOL protected

How to find a romantic Southside holiday

How can I find the best Southside vacation packages for couples?

Use our easy-to-use holiday search tools to plan your most-romantic getaway to Southside. Choose a hotel suite with an on-trend bathtub with a big view. Choose a stylish hire car with the top down to woo your heart. Choose candlelit cocktails on the shoreline, a horse ride by moonlight or a dolled-up night at the casino.

Can I book cheap Southside romantic holidays for two?

Get wallet-friendly away-from-it-all romantic accommodation at Expedia, so you have more kitty to spend on romantic activities. We have cheap romantic holidays to Southside that start from . Prices and availability are subject to change. Additional terms may apply.

What should I think about when booking a Southside romantic getaway?

The most romantic holidays are about building memories, about dancing and dining and keeping the spark alive. These are moments to level up the luxury – use the star filter to find the best of the best, maybe even tick the business-class flights filter to make the journey part of the adventure.

What should I look for in a luxury romantic holiday to Southside?

Spoil yourselves with a few luxuries on your romantic trip away. You can use our filters to add that extra touch of romance to your holiday: glamorous spas, divine private dining, exquisite room service.

Can I book a romantic hot-tub holiday in Southside?

What’s more romantic than a hot tub under the stars, together? Add a glass of fizz, a gorgeous view and Cupid’s arrow and you’re good. To find accommodation with bubbles, use our dedicated hot-tub filter.

How can I find romantic holidays for couples in Southside that are all inclusive?

Enjoying an all-inclusive holiday means you can really indulge your appetites together – with the promise of no awkward arguments about splitting the bill. Simply use our all-inclusive filter to see what romantic options are available.

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

Even the best laid plans fall through sometimes. Make sure you’re not caught out – using our filters to find free cancellation accommodation. Just make sure you check the all-important small print.

Why should I book my Southside romantic holiday with Expedia?

At Expedia, we know the not-so-secret ingredients to the perfect romantic holiday. Our handy filters help you search a huge range of options and book a holiday that gets your hearts racing.

Top Romantic Southside Hotels

Four Points by Sheraton Richmond

Four Points by Sheraton Richmond

3.5 out of 5
9901 Midlothian Tpke, Richmond, VA
  • 5 min drive from Chesterfield Towne Center
Stay at this business-friendly hotel in Richmond. Enjoy free Wi-Fi, free parking and an outdoor pool. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (1,002 reviews)
"Staffs were all so nice and friendly and helpful but overall the property is old"

Reviewed on 21 Aug 2025

Four Points by Sheraton Richmond
Best Western Plus Governor's Inn

Best Western Plus Governor's Inn

2.5 out of 5
9826 Midlothian Tpke, Richmond, VA
  • 6 min drive from Chesterfield Towne Center
Stay at this business-friendly hotel in Richmond. Enjoy free breakfast, free parking and an outdoor pool. Our guests praise the helpful staff in their reviews. ...
8.2/10 Very Good! (1,003 reviews)
"Property was clean and quite very far off the street. The staff was very polite and friendly 10/10 would recommend"

Reviewed on 24 Aug 2025

Best Western Plus Governor's Inn
Hyatt Place Richmond/Arboretum

Hyatt Place Richmond/Arboretum

3 out of 5
201 Arboretum Place, Richmond, VA
  • 8 min drive from Chesterfield Towne Center
Stay at this 3-star business-friendly hotel in Richmond. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the breakfast and the helpful ...
7.8/10 Good! (1,004 reviews)
"Our stayed at the Hyatt was great. The room was cleaned and constable. We were able to rest at night with no noise. Breakfast was awesome every morning. The staff was very friendly and helpful. We look forward to stay at this hotel in iur next trip to Richmond."

Reviewed on 25 Aug 2025

Hyatt Place Richmond/Arboretum
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.

More holidays you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.