Twin Oaks Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Twin Oaks

Round Hill Inn

Round Hill Inn

2.5 out of 5
750 Round Hill Dr., Orange, VA
Fully refundableReserve now, pay when you stay
The price is 2.596.013 ₫ per night from 17 Aug to 18 Aug
2.596.013 ₫
2.863.508 ₫ total
17 Aug - 18 Aug
includes taxes & fees
9.4/10 Exceptional! (646 reviews)
Beautiful and relaxing
"Our favorite hotel during our recent multi-day travel vacation. This hotel and its grounds were so peaceful, relaxing, and unhurried. Staff was great, and the views were incredible. There were nice paths for running/walking around the property and into a local nice neighborhood. Highly recommend. ..."

Reviewed on 11 Aug 2025

Round Hill Inn
Comfort Inn & Suites Orange - Montpelier

Comfort Inn & Suites Orange - Montpelier

2.5 out of 5
334 Caroline St, Orange, VA
Fully refundableReserve now, pay when you stay
The price is 2.429.746 ₫ per night from 17 Aug to 18 Aug
2.429.746 ₫
2.680.010 ₫ total
17 Aug - 18 Aug
includes taxes & fees
8.2/10 Very Good! (751 reviews)
"Pet friendly! Huge plus! Very accommodating!"

Reviewed on 30 Jul 2025

Comfort Inn & Suites Orange - Montpelier
Bluegreen Shenandoah Crossing, Ascend Resort Collection

Bluegreen Shenandoah Crossing, Ascend Resort Collection

2.5 out of 5
174 Horseshoe Cir, Gordonsville, VA
Fully refundableReserve now, pay when you stay
The price is 2.808.698 ₫ per night from 2 Sept to 3 Sept
2.808.698 ₫
3.890.563 ₫ total
2 Sept - 3 Sept
includes taxes & fees
8.2/10 Very Good! (805 reviews)
Great time for families
"Ideal vacation for families - for all ages kids. A lot of activities Get from activity to activity with golf cart is so fun and comfortable"

Reviewed on 4 Aug 2025

Bluegreen Shenandoah Crossing, Ascend Resort Collection
See all 668 properties in Twin Oaks
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 Twin Oaks holiday package cost?
From as little as , you can create your own Twin Oaks package the way you want. Simply combine flights, hotels and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Twin Oaks?
Book everything in one place with our Twin Oaks holiday packages. You'll discover deals on hotels, flights and more that'll keep your hip pocket happy and adventurous side satisfied. And, with more than 550 airlines and 1null000null000 properties throughout the world to pick from, you'll have the flexibility to mix and match as you want.
Where should I stay in Twin Oaks?
Choose a place within a stone's throw of Montpelier. This terrific attraction is in the thick of the action and on the must-do lists of most travellers.
How far in advance should I book my Twin Oaks holiday?
Reserving your spot early with Expedia means one less thing to have to worry about. Many air carriers advertise tickets up to a year in advance. This is generally the cheapest time to book. If circumstances have left you booking late, discount tickets to Twin Oaks sometimes occur a few weeks before departure.
What does an Expedia Twin Oaks travel package include?
It's up to you! You can select from a range of Twin Oaks packages, such as a rental car, hotel and flight. You can also book a hotel with a flight, or a rental car with a flight. Once you've made your booking, you can add on the fun stuff like activities and tours. Whatever your Twin Oaks getaway looks like, you'll save!
What should I know before booking a Twin Oaks travel package?
An Expedia travel package can be tailored to your budget and is a fantastic way to stretch your hard-earned dollars. What you include is your call. Hotels, rental cars and flights — mix and match whatever combination works with your plans.
Can I choose my airline with a Twin Oaks Expedia holiday package?
Yes, definitely. Expedia has more than 550 airline partners to pick from worldwide. With all that choice, finding the perfect carrier to whisk you away to Twin Oaks will be a snap.
If I'm not able to travel, can I cancel my Twin Oaks holiday package?
Plans can change in the blink of an eye, so yes. You may be able to amend or cancel your Twin Oaks holiday package for free if you've booked in the last 24 hours. For bookings older than that, you can still cancel or make changes, but your car rental company, hotel or airline may charge a fee. Need more information? Take a look at our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.

Popular places to visit

James Madison's Montpelier

James Madison's Montpelier

5/5(2 reviews)

You can learn about the history of Orange when you stop by James Madison's Montpelier. Stroll along this relaxing area's lakeside or simply enjoy its bars.

James Madison's Montpelier

The Arts Center in Orange

You can spend an afternoon exploring the galleries in The Arts Center in Orange during your travels in Thornhill. Stroll along the lakeside in this relaxing area or seek out the horse riding.

The Arts Center in Orange

St. Thomas Episcopal Church

You can learn about the history of Thornhill with a trip to St. Thomas Episcopal Church. Stroll along this family-friendly area's lakeside or simply enjoy its wineries.

St. Thomas Episcopal Church