Orwell Vacations from $532

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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.
Holiday Inn Club Vacations Mount Ascutney Resort by IHG

Holiday Inn Club Vacations Mount Ascutney Resort by IHG

3 out of 5
Price was $651, price is now $532 per person
$532
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Rutland (RUT)
9/10 Wonderful! (774 reviews)
Fantastic! Easy check in and out! Rooms were updated and spotless. Great customer service!

Reviewed on Jan 17, 2026

Mountain Green Resort

Mountain Green Resort

4 out of 5
Price was $1,536, price is now $1,171 per person
$1,171
per person
Mar 16 - Mar 19
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
No reviews
Clean room, elevator broken and not enough bathroom towels.

Reviewed on Dec 28, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
Price was $1,103, price is now $901 per person
$901
per person
Feb 26 - Mar 1
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Rutland (RUT)
7.4/10 Good! (1,003 reviews)
Solid accommodations.

Reviewed on Jan 12, 2026

Hidden Kingdom in Plymouth

Hidden Kingdom in Plymouth

2 out of 5
Save 100% on your flight
Price was $3,152, price is now $2,604 per person
$2,604
per person
Feb 19 - Feb 22
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Rutland (RUT)
No reviews
The Suites at Killington Center

The Suites at Killington Center

3.5 out of 5
Price was $1,266, price is now $1,047 per person
$1,047
per person
Mar 16 - Mar 19
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Rutland (RUT)
No reviews
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Discover the most popular places to visit in Orwell

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.

Mount Independence State Historic Site

Orwell Hotel Deals

Comfort Inn Rutland - Killington

Comfort Inn Rutland - Killington

2.5 out of 5
19 Allen St Rutland VT
$140 nightly
The price is $154 total per night from Feb 1 to Feb 2
$154 total
Feb 1 - Feb 2
Total with taxes and fees
8/10 Very Good! (1,003 reviews)
Very comfortable stay. Only stayed one night. Everything was as expected. Updated rooms and bathrooms. Clean and comfortable.

Reviewed on Jan 9, 2026

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
$179 nightly
The price is $197 total per night from Jan 26 to Jan 27
$197 total
Jan 26 - Jan 27
Total with taxes and fees
8.6/10 Excellent! (997 reviews)
Very easy to get to, very clean and spacious room and excellent staff attention

Reviewed on Jan 10, 2026

Best Western Inn & Suites Rutland-Killington
Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square Middlebury VT
$139 nightly
The price is $153 total per night from Jan 21 to Jan 22
$153 total
Jan 21 - Jan 22
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
We stay here all the time and it's always lovely... rooms, staff, location.... all wonderful!

Reviewed on Jan 18, 2026

Middlebury Inn
See all 547 properties in Orwell
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 $532 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.