Orange County Vacation Packages

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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.
My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
Price was CA $822, price is now CA $771 per person
CA $771
per person
Aug 21 - Aug 23
found 12 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Lebanon (LEB)
9.4/10 Exceptional! (458 reviews)
Sparkling clean, everything you want in a hotel room. Stayed on the property many times and happy every time.

Reviewed on Jun 4, 2026

Greenbrier Inn

Greenbrier Inn

2 out of 5
Price was CA $915, price is now CA $840 per person
CA $840
per person
Aug 21 - Aug 23
found 12 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Rutland (RUT)
9.4/10 Exceptional! (680 reviews)
My friends and I had a great time at The Greenbrier Inn while we were on a weekend trip skiing. I was able to book my room quickly and they had availability even the week before at exceptional pricing. Steve was very accommodating even when we got to the inn late Friday night. We called prior our arrival to make sure we could get our keys as the front desk does have its hours and were told specific instructions to obtain our keys. The property is lovely and close to everything needed for a short or extended stay and our room was very comfortable. Breakfast in the morning was great and the coffee was brewed fresh to start our morning. Will definitely recommend or stay here again in the future!

Reviewed on Apr 5, 2026

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
Price was CA $986, price is now CA $909 per person
CA $909
per person
Aug 21 - Aug 23
found 12 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Lebanon (LEB)
9/10 Wonderful! (835 reviews)
The reception area looked inviting. The staff were friendly. The unit we stayed in was good and clean with enough sleeping areas for our family (2 bedrooms plus a sofa bed) and 2 bathrooms. We were not able to use the other amenities so I can’t say if they are good or not.

Reviewed on May 31, 2026

The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was CA $857, price is now CA $796 per person
CA $796
per person
Aug 21 - Aug 23
found 12 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Rutland (RUT)
9.2/10 Wonderful! (1,000 reviews)
They definitely have a moisture problem which is why they have dehumidifiers every 30 ft. The rooms are musty which is why they machines in the rooms. Breakfast was not great. The location was good.

Reviewed on Jun 6, 2026

North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was CA $833, price is now CA $782 per person
CA $782
per person
Aug 21 - Aug 23
found 12 hours ago
Roundtrip non-stop flight included
Detroit (DTW) to Rutland (RUT)
8.8/10 Excellent! (1,000 reviews)
Amazing hot pool, great staff, another marvelous stay very close to the mountain and plenty of other activities. Laundry room is clutch (coin operated machines, change available at front desk). The wife had an injury and wasn't able to navigate stairs all that well, the front desk was understanding and were kind enough to move our room to the main floor, requiring no stairs, while the elevator was being worked on. New ownership is busy making some upgrades and maintenance and hopefully the vibes will remain the same as we've loved for years!

Reviewed on May 28, 2026

Orange County Hotel Deals

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2 out of 5
2440 Vermont 66 Randolph Center VT
The price is CA $154 per night from Jul 2 to Jul 3
CA $154
CA $168 total
Jul 2 - Jul 3
includes taxes & fees
9.4/10 Exceptional! (461 reviews)
"The room was great. Plenty of space, full size fridge with microwave and toaster. Everything was better than expected."

Reviewed on Jun 5, 2026

My Place Hotel-Randolph VT
Woodwards White Mountain Resort, BW Signature Collection

Woodwards White Mountain Resort, BW Signature Collection

3 out of 5
527 US Route 3 Lincoln NH
Fully refundableReserve now, pay when you stay
The price is CA $124 per night from Jun 10 to Jun 11
CA $124
CA $135 total
Jun 10 - Jun 11
includes taxes & fees
9/10 Wonderful! (1,331 reviews)
"Absolutely beautiful so clean"

Reviewed on Jun 8, 2026

Woodwards White Mountain Resort, BW Signature Collection
Fireside Inn & Suites West Lebanon

Fireside Inn & Suites West Lebanon

2.5 out of 5
25 Airport Road West Lebanon NH
The price is CA $215 per night from Jul 5 to Jul 6
CA $215
CA $233 total
Jul 5 - Jul 6
includes taxes & fees
8.2/10 Very Good! (1,010 reviews)
"I like the location of the hotel. Front desk staff is helpful during check in and check out. I like the free breakfast too. Overall it was a great experience."

Reviewed on Jun 8, 2026

Fireside Inn & Suites West Lebanon
See all 2,507 properties in Orange County
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 an Orange County vacation package cost?
The most affordable Orange County package is CA $771, 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.