Twin Oaks Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$134 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

    Plan, book, and manage your trip all in one place

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 S$149 per night from 1 Mar to 2 Mar
S$149
1 Mar - 2 Mar
includes taxes & fees
9.6/10 Exceptional! (703 reviews)
Clean room, courteous staff and great morning breakfast. Will definitely stay again!

Reviewed on 22 Feb, 2026

Round Hill Inn
Hampton Inn By Hilton Gordonsville

Hampton Inn By Hilton Gordonsville

2.5 out of 5
10800 James Madison Hwy. Gordonsville VA
Fully refundableReserve now, pay when you stay
The price is S$156 per night from 13 Mar to 14 Mar
S$156
13 Mar - 14 Mar
includes taxes & fees
9.6/10 Exceptional! (139 reviews)
Staff was friendly. New facilities. Nice place to stay.

Reviewed on 23 Feb, 2026

Hampton Inn By Hilton Gordonsville
Best Western Plus Crossroads Inn & Suites

Best Western Plus Crossroads Inn & Suites

2.5 out of 5
135 Wood Ridge Ter Gordonsville VA
Fully refundableReserve now, pay when you stay
The price is S$135 per night from 29 Mar to 30 Mar
S$135
29 Mar - 30 Mar
includes taxes & fees
8.8/10 Excellent! (648 reviews)
Yes

Reviewed on 14 Feb, 2026

Best Western Plus Crossroads Inn & Suites
See all 615 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 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 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!
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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.