Orwell Vacations from $797
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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.
Golden Stage Inn B&B
$797
per person
Oct 1 - Oct 4
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Rutland (RUT)
10/10 Exceptional! (45 reviews)
Julie and Mike were the nicest most amazing hosts! The breakfast was fantastic, the atmosphere was perfect for rest and relaxation. Our room was clean and cool and cozy, the bathroom was nice and the bath products were great, and sold on sight. We had such a nice time! We will definitely be back!
Reviewed on Jul 6, 2026
Mountain Green Resort
$1,610
per person
Nov 24 - Nov 28
found 1 day 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
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
$921
per person
Nov 11 - Nov 18
found 18 hours ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
9.2/10 Wonderful! (67 reviews)
Nice area, clean and kitchen was well equipped. We used the air fryer for dinner one night.
Reviewed on Aug 15, 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.
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.
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.
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
$147 nightly
$161 total
Sep 13 - Sep 14
Total with taxes and fees
9/10 Wonderful! (1,004 reviews)
"We love the location of the Inn and also that there is a lovely dinner with live music on the property so we didnt need to go anywhere after a long day of travel."
Reviewed on Aug 29, 2026
Emrose Luxury Cabins
1246 Franklin Street Brandon VT
$165 nightly
$181 total
Sep 24 - Sep 25
Total with taxes and fees
8.8/10 Excellent! (124 reviews)
"No staff to check in with. Another guest told me to look for an email with room number. No WiFi, so tv didn’t work & neither did devices. Not enough towels? Too bad. No office. Beds were way too soft for healthy sleeping. Recessed lighting is attractive, but way too dark. Need a plastic cup for water? ..."
Reviewed on Aug 31, 2026
Silver Bay YMCA Inn and Conference Center
87 Silver Bay Rd Silver Bay NY
$169 nightly
$188 total
Sep 13 - Sep 14
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 $797 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.
