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.
Streeter Mountain Farm

Streeter Mountain Farm

CA $981
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Lebanon (LEB)
6.8/10 (5 reviews)
I really love this place. Beautiful property, the owners were nice, the bed was comfy, and the rooms were nice and clean. I wouldn't consider it glamping, but it was a really nice place to stay and unwind for a couple of days. Oh, and the mountain biking trails are top-notch!

Reviewed on Jul 29, 2026

Green Trails Inn

Green Trails Inn

CA $1,215
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Lebanon (LEB)
10/10 Exceptional! (18 reviews)
Staying there was like traveling on time and we were avle to learn about the history of the original house and famous bridge in front. The room was extremely clean, comfortable and cozy. The staff very responsive and kind. Breakfast served was delicious and fresh.

Reviewed on Oct 22, 2026

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

CA $1,273
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Rutland (RUT)
8.8/10 Excellent! (1,001 reviews)
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

CA $1,158
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Rutland (RUT)
9/10 Wonderful! (890 reviews)
Beautiful resort with amazing beds! Very comfortable.

Reviewed on Oct 18, 2026

Six South St Hotel

Six South St Hotel

CA $1,371
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Lebanon (LEB)
9.4/10 Exceptional! (992 reviews)
Great location, beautiful hotel and facilities.

Reviewed on Oct 22, 2026

Orange County Hotel Deals

My Place Hotel-Randolph VT

My Place Hotel-Randolph VT

2440 Vermont 66 Randolph Center VT
Fully refundableReserve now, pay when you stay
CA $130
CA $142 total
Nov 22 - Nov 23
includes taxes & fees
My Place Hotel-Randolph VT
Indian Head Resort

Indian Head Resort

664 US Route 3 Lincoln NH
CA $147
CA $159 total
Nov 5 - Nov 6
includes taxes & fees
Indian Head Resort
Woodwards White Mountain Resort, BW Signature Collection

Woodwards White Mountain Resort, BW Signature Collection

527 US Route 3 Lincoln NH
Fully refundableReserve now, pay when you stay
CA $125
CA $135 total
Oct 25 - Oct 26
includes taxes & fees
Woodwards White Mountain Resort, BW Signature Collection
See all 2,711 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.

Frequently asked questions

How much does an Orange County vacation package cost?
The most affordable Orange County package is CA $981, 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.
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A lake with yellow flowers in the foreground and a forested mountain range in the background.

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.
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Wells River - State Welcome Center

2.0/10 (1 review)
After visiting Wells River - State Welcome Center, make a plan to see the other sights and activities in Wells River. Wander the riverfront or discover the area's mountain views.
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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.
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Treasure Island Beach

8.0/10 (2 reviews)
Why not spend a lazy afternoon at Treasure Island Beach during your trip to Fairlee? Wander the lakeside and forest while you're in the area.
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Connecticut River Birding Trail

You can take time to visit Connecticut River Birding Trail during your travels to Thetford. While you're in the area, stroll along the riverfront.
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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.
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Fairlee Town Beach

9.6/10 (4 reviews)
Why not spend a lazy afternoon at Fairlee Town Beach during your trip to Fairlee? Experience the area's entertainment venues and jazz scene.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.