Orwell Vacations from $594
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Your Orwell Vacation
Cuisine, art, entertainment and more … There's so much to experience with a Orwell vacation package. And with the ability to easily customize your city break, it's guaranteed to be one that's hard to forget. Eager to do some sightseeing? A trip to Orwell isn't complete without checking out Lake Hortonia, Mount Independence State Historic Site and other top attractions. Check out Expedia's extensive range of travel options and book your ultimate vacation to Orwell today.
The Latest Orwell vacation packages
Price found within the past 48 hours. Click for updated prices.
Mountain Green Resort
$1,592
per person
Nov 24 - Nov 28
found 23 hours ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Rutland (RUT)
4/10 (2 reviews)
I can show pictures of the unit that was very different than described. I paid extra for a Mountain View for 3 nights - and it was not Mountain View. We were in a different building at the bottom of the hill a 8 min freeezing cold and icy walk to the pool area.
Reviewed on Jan 28, 2026
Stay near popular Orwell attractions
Mount Independence State Historic Site
Explore the great outdoors at Mount Independence State Historic Site, a lovely green space in Orwell. While you're in the area, stroll along the lakeside.
Orwell Town Hall
After visiting Orwell Town Hall, make a plan to see the other sights and activities in Orwell. While you're in the area, wander around the natural setting.
Mud Pond
Commune with nature and explore the great outdoors at Mud Pond during your travels in Orwell. While you're in the area, wander around the natural setting.
Orwell Free Library
After visiting Orwell Free Library, make a plan to see the other sights and activities in Orwell. While you're in the area, wander around the natural setting.
Spruce Pond
Commune with nature and explore the great outdoors at Spruce Pond during your travels in Orwell. While you're in the area, wander around the natural setting.
Richville Wildlife Management Area
Explore the great outdoors at Richville Wildlife Management Area, a lovely green space in Orwell. While you're in the area, wander around the natural setting.
Orwell Hotel Deals
Middlebury Inn
14 Court Square Middlebury VT
$143 nightly
$157 total
Sep 16 - Sep 17
Total with taxes and fees
Emrose Luxury Cabins
1246 Franklin Street Brandon VT
$185 nightly
$203 total
Sep 13 - Sep 14
Total with taxes and fees
9/10 Wonderful! (137 reviews)
"A++ will be back soon"
Reviewed on Sep 9, 2026
Silver Bay YMCA Inn and Conference Center
87 Silver Bay Rd Silver Bay NY
$189 nightly
$210 total
Sep 20 - Sep 21
Total with taxes and fees
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.
Find the Best Orwell Vacation Packages
Orwell Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Rutland Southern Vermont Regional Airport (RUT) |
Max Temp Winter | 30ºF |
Max Temp Summer | 80ºF |
Top Sights | Mount Independence State Historic Site and Bulwagga Books & Gallery |
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Frequently asked questions
How much does an Orwell vacation package cost?
Offering excellent value package deals from $594 on Expedia, you'll be pleasantly surprised at how much a vacation to Orwell costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Orwell?
If you're looking to score a cheap Orwell vacation package, consider traveling in October, November and December. You'll generally find lower prices on flights and accommodations during these months — ideal for a budget-friendly break.
How many days is enough for Orwell?
Generally, a handful of days is enough to tick off the top attractions during your Orwell vacation. However, if you prefer to have more time to relax or go on day trips, think about extending your trip.
How to find the best Orwell package deals?
Start your search for an Orwell package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Orwell package deal right away, simply change your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Orwell adventure underway.
Is it cheaper to book an Orwell vacation as a package?
You can enjoy significant savings on your next Orwell break by booking a tailored vacation package. Check the "Package" heading, then enter your travel dates and destination to see the best hotel prices and airfares. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Orwell?
If you're considering a spontaneous Orwell getaway, browse our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find amazing deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Orwell vacation packages?
Jet off on your perfect escape to Orwell with Expedia's Book Now, Pay Later vacations. There's no need to scrimp and save or hold off until the next payday — we've partnered with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans mean you can split the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's easy to budget for your trip and snag great deals before they disappear.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
