Orwell Vacations from $928

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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.
The Vermont Inn
Killington Mountain Lodge, Tapestry Collection by Hilton
The Suites at Killington Center
Mountain Green Resort
Mt Green 1-d09 in Killington
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Discover the most popular places to visit in Orwell

Orwell Hotel Deals

Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square Middlebury VT
Fully refundableReserve now, pay when you stay
$125 nightly
The price is $138 total per night from Dec 1 to Dec 2
$138 total
Dec 1 - Dec 2
Total with taxes and fees
8.8/10 Excellent! (1,013 reviews)
Staff and location were great.

Reviewed on Nov 24, 2025

Middlebury Inn
Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $128 total per night from Dec 10 to Dec 11
$128 total
Dec 10 - Dec 11
Total with taxes and fees
8/10 Very Good! (1,008 reviews)
The breakfast menu was a highlight. It was very exciting to see that there were waffle makers. Parking definitely felt safe, but it was not very easy. The room was clean. The staff was super friendly and helpful. There are snacks in the lobby. They have bubblers for regular water and lemon water ...

Reviewed on Nov 21, 2025

Comfort Inn Rutland - Killington
Best Western Inn & Suites Rutland-Killington

Best Western Inn & Suites Rutland-Killington

2.5 out of 5
5 Best Western Place Rutland VT
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $177 total per night from Dec 7 to Dec 8
$177 total
Dec 7 - Dec 8
Total with taxes and fees
8.6/10 Excellent! (997 reviews)
Room was very clean and in good condition. No maintenance issues. Staff very accommodating. Hot breakfast offered a wider variety then other chain hotels we have stayed.

Reviewed on Nov 11, 2025

Best Western Inn & Suites Rutland-Killington
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 $928 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.