Southside Romantic Holidays

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

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • 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 ...
8.8/10 Excellent! (1,003 reviews)
"Everything was great except the air conditioning and water. The air conditioning had a musty or mildewed smell. The water had some issues but it was being worked on during my stay."

Reviewed on 3 Aug 2026

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. ...
8.4/10 Very good! (1,009 reviews)
"Everything was wonderful , from the room to the pool, breakfast & staff. How ever ... The travel time to our family's home was a bit much. Therefore we sadly won't be back."

Reviewed on 3 Aug 2026

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 business-friendly hotel in Richmond. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the breakfast and the helpful staff ...
8/10 Very good! (1,011 reviews)
"I was traveling for a family gathering and drove 4 hours. I was hoping to check in an hour earlier and was told told I have to pay extra. When I asked for a room same floor as my family , I was told the room will be ready in 30minutes then became 1 hour. Even after 1 hour, it was not ready. The most ..."

Reviewed on 3 Aug 2026

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.

Things to do

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* 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.