Orange County Vacations & Trips from $753
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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 travelers. 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 destinations in Orange County
Barre
The Latest Orange County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Lake Bomoseen Lodge
Price was $868, price is now $753 per person
$753
per person
Aug 20 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Rutland (RUT)
9.4/10 Exceptional! (944 reviews)
The room was clean and comfortable. Very convenient to all the places we visited. Staff was wonderful and the property is just wonderful.
Reviewed on Jun 25, 2026
Emrose Luxury Cabins
Save 100% on your flight
Price was $1,759, price is now $1,149 per person
$1,149
per person
Sep 8 - Sep 17
found 15 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Rutland (RUT)
9/10 Wonderful! (99 reviews)
The lock situation on the door to my cabin was concerning. The key was required to lock it from both the inside and the outside (presenting a hazard if I needed to escape quickly), and there was no deadbolt. There was another lock that had a keyhole on both the inside and outside, but my key did not work on it. As a single woman staying on the property entirely alone in the off season, I felt the need to barricade my door each night to ensure nobody could get in, since I couldn't deadbolt it.
Reviewed on Jun 18, 2026
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Price was $1,248, price is now $983 per person
$983
per person
Sep 8 - Sep 17
found 15 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Rutland (RUT)
9/10 Wonderful! (62 reviews)
Very quiet location secluded and peaceful.
Location is not identified, no road sign or driveway entrance address. I booked within 3 days of check-in, instructions did not get emailed until after check in time, host did answer phone when called but email was received 30 minutes later.
It's a unique place, space is good, lots of amenities to cook and eat. Two bathrooms. Two showers. Lots of hot water and strong water pressure. Most of the unit is updated and modern. However it's tired, worn and dirty. The sofa was covered in dog hair, not just a little bit. It was all over our socks, clothing and floating around. The bathroom shower needed cleaning, walls needed wiping, carpet on stairs all stained and dirty. It you are used to hotels this will disappoint you.
Reviewed on May 10, 2026
My Place Hotel-Randolph VT
Price was $1,284, price is now $1,013 per person
$1,013
per person
Sep 8 - Sep 17
found 15 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Rutland (RUT)
9.4/10 Exceptional! (473 reviews)
This place is wonderful. Super clean. Bathroom shower/tub was so shiny. Beds clean and comfortable. Loved the full fridge with the built-in ice maker. We really enjoyed that. It was nice to have a stovetop too and the toaster. The sink even had a garbage disposal. They have frozen dinners for sale if you forget to bring your own and they sell ice cream as the fridge has the freezer. We will definitely stay there again. Best place and very reasonably priced too.
My only issue was the super big/thick pillows. Luckily I did bring my own.
Over all it is a really terrific place to stay. Staff was friendly and helpful. Very, very clean.
I highly recommend this place.
Reviewed on Jul 4, 2026
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Price was $1,252, price is now $996 per person
$996
per person
Sep 8 - Sep 17
found 15 hours ago
Roundtrip non-stop flight included
San Juan (SJU) to Rutland (RUT)
9/10 Wonderful! (849 reviews)
Need blackout curtains (very bright before 6am)
Overall nice and spacious room
Air conditiones at times smells musty - needs to be cleaned?
Bummer about pool being closed and ac not -working on lower level amenities (heat wave)
Very pleasant staff- daily check ins via text appreciated
Reviewed on Jul 1, 2026
Find the Best Orange County Vacation Packages
Orange County Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Lebanon Municipal Airport (LEB) |
Top Sights | Thetford Hill State Park, Knights Spider Web Farm and Connecticut River Birding Trail |
Orange County Hotel Deals
My Place Hotel-Randolph VT
2440 Vermont 66 Randolph Center VT
Fully refundableReserve now, pay when you stay
$138 nightly
The price is $151 total per night from Aug 4 to Aug 5
$151 total
Aug 4 - Aug 5
Total with taxes and fees
9.4/10 Exceptional! (480 reviews)
"This place is wonderful. Super clean. Bathroom shower/tub was so shiny. Beds clean and comfortable. Loved the full fridge with the built-in ice maker. We really enjoyed that. It was nice to have a stovetop too and the toaster. The sink even had a garbage disposal. They have frozen dinners for sale ..."
Reviewed on Jul 4, 2026
Woodwards White Mountain Resort, BW Signature Collection
527 US Route 3 Lincoln NH
Fully refundableReserve now, pay when you stay
$99 nightly
The price is $107 total per night from Jul 5 to Jul 6
$107 total
Jul 5 - Jul 6
Total with taxes and fees
9/10 Wonderful! (1,349 reviews)
"It's a nice place but it was a little run down in some areas and I thought it could be a little cleaner. It was nice that they have full breakfast but not enough variety if you're staying multiple days. Cute little duck pond and playground. Nice pools."
Reviewed on Jul 3, 2026
Align Inn Vermont
5817 Woodstock Rd Quechee VT
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $128 total per night from Jul 6 to Jul 7
$128 total
Jul 6 - Jul 7
Total with taxes and fees
9.4/10 Exceptional! (1,231 reviews)
"Great location, friendly staff, great coffee and breakfast."
Reviewed on Jul 3, 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.
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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.
