Orange County Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
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Your Orange County Vacation
Book one of our vacation packages to Orange County and experience the best of this destination. From its golfing to its many other highlights, this place is a fantastic mix of adventure and excitement. A trip to Orange County wouldn't be complete without experiencing some of its most well-known cities, starting with Williamstown. Two of the most popular attractions here include Northfield Falls Covered Bridge and Covered Bridges. Wells River should also be on the itineraries of all Orange County travellers. Visitors to this exciting city enjoy Wild Ammonoosuc River and Haverhill-Bath Covered Bridge. From the instant you book your Orange County vacation to when you return home, Expedia will be with you each step of the way.
Top Orange County Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Emrose Luxury Cabins
CA $1,442
per person
Oct 1 - Oct 8
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
8.8/10 Excellent! (116 reviews)
The Cabins are very nice clean and cozy , love how well they were thought out to fit everything so perfectly in a small space . Full bathroom , full kitchen and nice size refrigerator and microwave .
Perfect for a romantic getaway . Plus the outdoor accommodations were great . And can’t wait for the soon to come restaurant and lounge for the guests . A++ stay .
Staff were very nice and helpful
Reviewed on Aug 26, 2026
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
CA $1,896
per person
Oct 1 - Oct 8
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
9/10 Wonderful! (865 reviews)
The place was clean and well maintained. Ample room and comfortable as well. Having a kitchen and having it properly equipped was a big plus.
Reviewed on Aug 22, 2026
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
CA $1,831
per person
Oct 1 - Oct 8
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
9.2/10 Wonderful! (67 reviews)
Nice area, clean and kitchen was well equipped. We used the air fryer for dinner one night.
Reviewed on Aug 15, 2026
Orange County Hotel Deals
My Place Hotel-Randolph VT
2440 Vermont 66 Randolph Center VT
Fully refundableReserve now, pay when you stay
CA $211
CA $230 total
Aug 30 - Aug 31
includes taxes & fees
Woodwards White Mountain Resort, BW Signature Collection
527 US Route 3 Lincoln NH
Fully refundableReserve now, pay when you stay
CA $115
CA $125 total
Sep 7 - Sep 8
includes taxes & fees
Indian Head Resort
664 US Route 3 Lincoln NH
CA $205
CA $223 total
Sep 10 - Sep 11
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
"I loved the location! So close to great hiking trails and great food! Beautiful property"
Reviewed on Aug 28, 2026
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 an Orange County vacation package cost?
The most affordable Orange County package is CA $1,442, so your dream getaway can become a reality — without a hefty price tag. Combine flights, hotels, car rentals and more to custom build a package that matches your traveling style.
How do I get a cheap travel package to Orange County?
Browse and book everything in the one place with our Orange County vacation packages. We have incredible bargains on hotels, flights and more that'll keep your travel budget happy and your adventurous spirit alive. And, with more than 550 air carriers and 1,000,000 properties around the world to choose from, you have countless opportunities to mix and match all you want.
What are the top hotels in Orange County?
For properties in Randolph with friendly service and cozy beds, you can't top Lake Morey Resort and Historic Schoolhouse In Rural Vermont Beauty Spot. If you plan to visit Wells River as well, you can look forward to a relaxing night's sleep at La Quinta Inn & Suites by Wyndham South Burlington or Anchorage Inn.
How far in advance should I book my Orange County vacation?
It all depends on the airline, but you can usually browse through international fares on Expedia nearly a year in advance. While it's a good idea to book ahead of time, lucky customers occasionally score a cheaper ticket just weeks before the date of departure.
What does an Expedia Orange County travel package include?
It comes down to what you're after. If you're traveling by yourself, you might decide to combine flights and hotels. Taking the entire family to Orange County? A travel package including rental cars, flights and hotels might be a better fit. Expedia gives you the flexibility to tailor-make your travel package.
What should I know before booking an Orange County travel package?
Booking all the parts of your escape together is a smart way to save. Bundle your flights, car rentals and hotels into a tidy little package. But you're not limited to hotels. Expedia features all kinds of properties, including vacation rentals like beachfront villas and city residences. Your choices are almost endless!
Can I choose my airline with an Orange County Expedia vacation package?
Yes — that's one of the best things about an Expedia package. You're in control. We have access to more than 550 partner airlines all over the world, so you have loads of choice when arranging your Orange County trip.
If I'm not able to travel, can I cancel my Orange County vacation package?
It's good to know that you can cancel your Orange County booking if your plans have changed. Whether you'll incur a fee or not depends on your hotel, airline or car rental company. You may be able to change or cancel your booking for free if you booked in the last 24 hours. Visit our Customer Service Portal for more information.
Stay near popular Orange County attractions
Lake Morey
9.6/10 (20 reviews)
Commune with nature and explore the great outdoors at Lake Morey during your travels in Fairlee. Experience the area's entertainment venues and jazz scene.
Lake Fairlee
9.0/10 (7 reviews)
Commune with nature and explore the great outdoors at Lake Fairlee during your travels in Fairlee. Experience the area's entertainment venues and jazz scene.
Playhouse Movie Theatre
You can enjoy a show at Playhouse Movie Theatre on your trip to Randolph. While you're in the area, wander around the parks.
Chandler Music Hall
You can enjoy a show at Chandler Music Hall during your trip to Randolph. While you're in the area, wander around the parks.
Morrill Homestead
You can learn about the history of Strafford with a visit to Morrill Homestead. Experience the area's entertainment venues and theater scene.
Bear Ridge Raceway
You can take time to visit Bear Ridge Raceway during your travels to Bradford. Wander the forest or discover the area's mountain views.
Lake Morey Golf Course
Enjoy a round of golf in Fairlee at Lake Morey Golf Course. Stroll along the lakeside or experience the area's entertainment venues.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
