Orwell Vacations from $491

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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.
Bentley House Bed and Breakfast

Bentley House Bed and Breakfast

2 out of 5
Price was $562, price is now $491 per person
$491
per person
Aug 1 - Aug 4
found 22 hours ago
Roundtrip flight included
Orlando (MCO) to Rutland (RUT)
No reviews
Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $1,397, price is now $1,027 per person
$1,027
per person
Jun 14 - Jun 20
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Rutland (RUT)
9.4/10 Exceptional! (922 reviews)
Very helpful staff, I came in late but was able to settle in without too much of a delay.

Reviewed on May 11, 2026

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
Price was $926, price is now $801 per person
$801
per person
Jun 14 - Jun 20
found 1 day ago
Roundtrip flight included
Nashville (BNA) to Rutland (RUT)
7.4/10 Good! (1,004 reviews)
Great staff and customer service. Welcoming

Reviewed on May 8, 2026

The Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $627, price is now $544 per person
$544
per person
Aug 1 - Aug 4
found 22 hours ago
Roundtrip flight included
Orlando (MCO) to Rutland (RUT)
9.2/10 Wonderful! (1,002 reviews)
Amazing people! Great place for a ski getaway - not 5 stars but perfect.

Reviewed on May 4, 2026

The Pico Escape: 3br/2ba Ski On/ski Off At Pico Mountain. Close To Killington. 3 Bedroom Condo

The Pico Escape: 3br/2ba Ski On/ski Off At Pico Mountain. Close To Killington. 3 Bedroom Condo

3 out of 5
Price was $3,155, price is now $2,779 per person
$2,779
per person
Jun 14 - Jun 20
found 1 day ago
Roundtrip flight included
Nashville (BNA) 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
Fully refundableReserve now, pay when you stay
$148 nightly
The price is $162 total per night from May 24 to May 25
$162 total
May 24 - May 25
Total with taxes and fees
8/10 Very Good! (1,006 reviews)
Quick check in clean room good for a one night need easy breakfast options . Ice machine did not work.

Reviewed on May 5, 2026

Comfort Inn Rutland - Killington
Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square Middlebury VT
$154 nightly
The price is $169 total per night from May 13 to May 14
$169 total
May 13 - May 14
Total with taxes and fees
9/10 Wonderful! (1,009 reviews)
We loved the central location but there was a small bathroom with limited hooks and shelving for toiletries. Our room was a second floor walk up but the is a staff operated lift if needed. There is no kettle or coffee machine in the room.

Reviewed on May 4, 2026

Middlebury Inn
Lake George Water Front Cabin Spectacular Views

Lake George Water Front Cabin Spectacular Views

Ticonderoga NY
$1,017 nightly
The price is $1,129 total per night from May 23 to May 24
$1,129 total
May 23 - May 24
Total with taxes and fees
9.6/10 Exceptional! (35 reviews)
Incredible stay! The perfect spot

Reviewed on Oct 14, 2025

Lake George Water Front Cabin Spectacular Views
See all 586 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 $491 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.