Southampton County Holidays

Book a Hotel + Flight or Car together to unlock savings

Top destinations in Southampton County

A clear blue sky with clouds, a calm body of water reflecting the sky, and dense green trees.

Franklin

Franklin
A person in a boat on a foggy river surrounded by trees.

Courtland

Courtland
A brick building with a sign advertising O.W. Gray & Bro. Dealers in Buggies, Wagons, Cart Wheels, Harness and Undertakers. A truck labeled "Cumberland Millwork" is parked in front.

Boykins

Boykins

Top hotels in Southampton County

Courtland Inn By Townhouse Franklin VA US 58

Courtland Inn By Townhouse Franklin VA US 58

23615 Jerusalem Rd Courtland VA
Fully refundableReserve now, pay when you stay
1.278.067 ₫
1.508.119 ₫ total
20 Sept - 21 Sept
includes taxes & fees
6.2/10 (72 reviews)
"It's an adventure live it and love it."

Reviewed on 22 Aug 2026

Courtland Inn By Townhouse Franklin VA US 58
Wedmore Place

Wedmore Place

5810 Wessex Hundred Williamsburg VA
Fully refundableReserve now, pay when you stay
5.659.281 ₫
6.644.088 ₫ total
16 Sept - 17 Sept
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"A beautiful historic boutique hotel on a 100-acre estate with a vineyard and tavern. The owners and staff were very gracious. A great way to enjoy the Williamsburg area."

Reviewed on 27 Aug 2026

Wedmore Place
Holiday Inn Express Hotel & Suites Emporia by IHG

Holiday Inn Express Hotel & Suites Emporia by IHG

1350 W Atlantic St Emporia VA
Fully refundable
2.868.580 ₫
3.336.159 ₫ total
27 Sept - 28 Sept
includes taxes & fees
8.8/10 Excellent! (1,002 reviews)
"Everything from the staff and the ckean rooms was excellent. My husband left a fanny pack with money in the drawer of our room. We left around 9Am and did not discover it missing until 5pm when we arrived home in Philadelphia. I immediately called the hotel and spoke to Randy who was working at the ..."

Reviewed on 26 Aug 2026

Holiday Inn Express Hotel & Suites Emporia by IHG
See all 138 properties in Southampton County
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.

Frequently asked questions

How much does a Southampton County holiday package cost?
Cross off another part of the world with our Southampton County holiday packages, which start from only . Choose the hotels and flights that suit your plans. Then, add on a few sightseeing activities for an incredible getaway.
How do I get a cheap travel package to Southampton County?
Track down flights that suit your schedule, add a hotel room to your booking and watch how much you save with a Southampton County holiday package. It's as easy as that! From hotels and flights to rental cars and activities, Expedia is where your cheap holiday begins. And with over 550 air carriers and 1null000null000 properties across the globe to choose from, you'll never be short of choice.
What are the top hotels in Southampton County?
Hilton Holiday Club The Historic Powhatan Williamsburg and Country Inn & Suites by Radisson, Virginia Beach (Oceanfront), VA know how to make their guests feel welcome in Franklin. If you also plan to visit Capron, take a look at The "kingsdale" 2 Bedrooms and The "pretlow" 2 Bedrooms. Both are popular with travellers.
How far in advance should I book my Southampton County holiday?
It depends on the air carrier, but you can generally browse through international flights on Expedia up to 12 months in advance. While it's a good idea to book ahead of time, lucky travellers will occasionally find a cheaper ticket only weeks before the date of departure.
What does an Expedia Southampton County travel package include?
Flights, hotels and a cool set of wheels for all your road trip adventures. Simply mix and match your preferred bundle and get access to great discounts. Once you've made your booking, add on a few experiences and tours and watch your savings grow. When it comes to creating your Southampton County escape, you're in charge!
What should I know before booking a Southampton County travel package?
Bundling your bookings into a Southampton County holiday package is the most convenient way to organise your trip. Not only that, you'll get great discounts just for combining your hotels, flights and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a Southampton County Expedia holiday package?
Yes — that's the beauty of an Expedia holiday package. You're the boss! We have more than 550 partner airlines globally, so you have loads of choice when creating your Southampton County escape.
If I'm not able to travel, can I cancel my Southampton County holiday package?
We totally get that life doesn't always go according to plan. If you've locked in a Southampton County holiday package and need to change or cancel it, we're here to help. We recommend taking a look at our Customer Service Portal first for information. But generally speaking, if you've booked your package in the last 24 hours, you may be able to cancel or change your itinerary free of charge. If it's been more than 24 hours, your hotel, airline or car rental company may charge a fee.

Stay near popular Southampton County attractions

Nat Turner Uprising Site

Learn about the local history of Courtland with a stop at Nat Turner Uprising Site. Take in the museums while you're in the area.
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The Peanut Patch

7.4/10 (6 reviews)
Enjoy an outing to The Peanut Patch during your stay in Courtland. While you're in the area, stroll along the riverfront.
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Rawls Museum Arts

You can spend an afternoon studying the exhibits at Rawls Museum Arts in Courtland. While you're in the area, stroll along the riverfront.
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