Twin Oaks Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 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$153 per night from 3 Jun to 4 Jun
S$153
3 Jun - 4 Jun
includes taxes & fees
9.6/10 Exceptional! (741 reviews)
"Excellent location, great and helpful staff, great breakfast"

Reviewed on 29 May, 2026

Round Hill Inn
Boardwalk Hotel on Lake Anna by Kasa

Boardwalk Hotel on Lake Anna by Kasa

4 out of 5
200 Boardwalk Way Louisa VA
The price is S$190 per night from 1 Jun to 2 Jun
S$190
1 Jun - 2 Jun
includes taxes & fees
9/10 Wonderful! (91 reviews)
"Really nice place and everything was clean. Thank you!"

Reviewed on 25 May, 2026

Boardwalk Hotel on Lake Anna by Kasa
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$155 per night from 7 Jun to 8 Jun
S$155
7 Jun - 8 Jun
includes taxes & fees
8.8/10 Excellent! (680 reviews)
"The potential of a 3.5☆ but for maintenance and staffing. The sheets were soiled and the toilet was blocked up. Regular maintenance and proper staffing could prevent these issues. So instead of a 3☆ they get 1.5☆"

Reviewed on 25 May, 2026

Best Western Plus Crossroads Inn & Suites
See all 613 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.

Things to do

Wine and Culinary Delight Private Tour

Wine and Culinary Delight Private Tour

S$314
per adult
Wine and Culinary Delight Private Tour
See all activities in Orange

* 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.