Orwell Vacations from $563

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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
Sugar Hollow in Chittenden
Hidden Kingdom in Plymouth
Days Inn by Wyndham Rutland/Killington Area
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Orwell Hotel Deals

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
401 US-7, Located At The Junction Of Us 4 And Us 7, Rutland, VT
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $121 total per night from Nov 3 to Nov 4
$121 total
Nov 3 - Nov 4
Total with taxes and fees
6.4/10 (1,021 reviews)
The breakfast selection was good with eggs, sausage, toast, bagels, waffles, fresh fruit, cereal, yogurt. The room was clean however the bathroom could use updating but was adequate.

Reviewed on Oct 27, 2025

Days Inn by Wyndham Rutland/Killington Area
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
$110 nightly
The price is $121 total per night from Nov 9 to Nov 10
$121 total
Nov 9 - Nov 10
Total with taxes and fees
8/10 Very Good! (1,007 reviews)
Staff was pleasant, room appeared clean, the only issue I had was that there was a really strong smell like cat urine on the entire level I was on and in my room. I bought some spray air freshener at a local CVS and and was able to sleep, otherwise everything else was good.

Reviewed on Oct 29, 2025

Comfort Inn Rutland - Killington
Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square, Middlebury, VT
Fully refundableReserve now, pay when you stay
$128 nightly
The price is $141 total per night from Nov 17 to Nov 18
$141 total
Nov 17 - Nov 18
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
We loved the historic aspect of the Inn and how quaint the town is around the Inn. We had everything we needed including a refrigerator in the room and a flat screen tv. The king size bed was comfortable and the bathroom was spacious too. We would definitely book again if we come back to the ...

Reviewed on Oct 23, 2025

Middlebury Inn
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 $563 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.