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.
The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was CA $1,228, price is now CA $1,121 per person
CA $1,121
per person
Aug 19 - Aug 23
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
9.2/10 Wonderful! (1,004 reviews)
Good

Reviewed on Jul 13, 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 $1,530, price is now CA $1,279 per person
CA $1,279
per person
Sep 21 - Sep 26
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Lebanon (LEB)
9/10 Wonderful! (850 reviews)
Nice staff, fun activities

Reviewed on Jul 12, 2026

Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was CA $1,407, price is now CA $1,271 per person
CA $1,271
per person
Aug 19 - Aug 23
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
9.4/10 Exceptional! (947 reviews)
We stayed at the Maple Cottage and enjoyed the beautiful view of the lake. My family and pup had a great stay, and the staff was very helpful. We’d be happy to come back!

Reviewed on Jul 7, 2026

The Black Bear Lodge at Stratton Mountain Resort

The Black Bear Lodge at Stratton Mountain Resort

3 out of 5
Price was CA $1,307, price is now CA $1,198 per person
CA $1,198
per person
Sep 21 - Sep 26
found 17 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
7.6/10 Good! (998 reviews)
Only there for one night: Plusses: excellent staff, comfortable bed and nice amenities. Nonos: full house caused a parking nightmare. Even with a handicapped placard we were accommodated to allow parking in front of the loading dock. Also, no elevator and steep stairs to the 2nd floor. I’d stay there again and I’m a frequent traveler.

Reviewed on Jul 12, 2026

Green Trails Inn

Green Trails Inn

3 out of 5
Price was CA $1,247, price is now CA $1,156 per person
CA $1,156
per person
Aug 19 - Aug 23
just found
Roundtrip non-stop flight included
Toronto (YYZ) to Lebanon (LEB)
10/10 Exceptional! (6 reviews)
the innkeeper was warm and welcoming, the food was delicious, the room was amazing, and the experience for even 1 night was incredible!! will be coming back :)

Reviewed on Jul 13, 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
Fully refundableReserve now, pay when you stay
The price is CA $184 per night from Jul 28 to Jul 29
CA $184
CA $200 total
Jul 28 - Jul 29
includes taxes & fees
9.4/10 Exceptional! (488 reviews)
"1st - no dishes, silverware or cookware is included with your kitchenette. The property does have some they'll sell you. Housekeeping is only every 4th day, including trash removal. That being said, the room layout was excellent, none of that wasted space that drives you crazy when you can't turn ..."

Reviewed on Jul 14, 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 $139 per night from Jul 19 to Jul 20
CA $139
CA $151 total
Jul 19 - Jul 20
includes taxes & fees
9/10 Wonderful! (1,379 reviews)
"Great"

Reviewed on Jul 15, 2026

Woodwards White Mountain Resort, BW Signature Collection
Holiday Inn Express & Suites Lincoln East - White Mountains by IHG

Holiday Inn Express & Suites Lincoln East - White Mountains by IHG

2.5 out of 5
21 Railroad St Lincoln NH
Fully refundable
The price is CA $179 per night from Jul 19 to Jul 20
CA $179
CA $194 total
Jul 19 - Jul 20
includes taxes & fees
9.6/10 Exceptional! (1,022 reviews)
"The hotel is just a half step off perfect. Starting to get a little aged and tired. But things went perfect. Great breakfast!"

Reviewed on Jul 14, 2026

Holiday Inn Express & Suites Lincoln East - White Mountains by IHG
See all 2,639 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.
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Frequently asked questions

How much does an Orange County vacation package cost?
The most affordable Orange County package is CA $1,121, 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

A frozen lake with a house and forested hill in the background.

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.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.