Twin Oaks Vacation Packages

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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Twin Oaks Hotel Deals

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 CA $136 per night from Aug 10 to Aug 11
CA $136
CA $150 total
Aug 10 - Aug 11
includes taxes & fees
9.4/10 Exceptional! (643 reviews)
"Clean facility, beautiful views."

Reviewed on Aug. 3, 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 CA $128 per night from Aug 10 to Aug 11
CA $128
CA $141 total
Aug 10 - Aug 11
includes taxes & fees
8.2/10 Very Good! (750 reviews)
"Pet friendly! Huge plus! Very accommodating!"

Reviewed on Jul. 30, 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 CA $135 per night from Aug 27 to Aug 28
CA $135
CA $190 total
Aug 27 - Aug 28
includes taxes & fees
8.2/10 Very Good! (804 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 Aug. 4, 2025

Bluegreen Shenandoah Crossing, Ascend Resort Collection
See all 665 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Twin Oaks vacation 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 vacation 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 1,000,000 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 travelers.
How far in advance should I book my Twin Oaks vacation?
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!
Can I choose my airline with a Twin Oaks Expedia vacation 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 vacation package?
Plans can change in the blink of an eye, so yes. You may be able to amend or cancel your Twin Oaks vacation 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.