Orwell Vacations from $698

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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 $908, price is now $698 per person
$698
per person
Jul 11 - Jul 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
No reviews
Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
Save 100% on your flight
Price was $1,341, price is now $888 per person
$888
per person
Jul 11 - Jul 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
9/10 Wonderful! (93 reviews)
Will definitely be back!!

Reviewed on Apr 5, 2026

Chateau Rooms

Chateau Rooms

4.5 out of 5
Save 100% on your flight
Price was $3,095, price is now $2,322 per person
$2,322
per person
Jul 11 - Jul 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
9.2/10 Wonderful! (66 reviews)
Such a beautiful time, So clean, and cozy. Such a beautiful, peaceful, and romantic place. Very enchanting, and the owner is so kind, and caring. Def cant wait to go back again.

Reviewed on Jan 4, 2026

Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
Price was $977, price is now $789 per person
$789
per person
Jul 11 - Jul 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
6.6/10 (1,015 reviews)
The hotel was reasonably well maintianed and had a decent breakfast bar.

Reviewed on May 24, 2026

HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

HIGHLANDS CASTLE overlooking Lake George.. plus 2 other Castles!

3 out of 5
Save 100% on your flight
Price was $5,408, price is now $4,844 per person
$4,844
per person
Jul 11 - Jul 18
found 1 day ago
Roundtrip flight included
New York (NYC) to Rutland (RUT)
9.8/10 Exceptional! (17 reviews)
We loved our visit here. John and Yvonne were wonderful. The space was clean, quiet, and truly magical. The views were second to none and the castle and other buildings are truly worth experiencing. We loved learning about the history of this place and we will certainly be back.

Reviewed on Jan 18, 2026

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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
$135 nightly
The price is $149 total per night from Jun 21 to Jun 22
$149 total
Jun 21 - Jun 22
Total with taxes and fees
8/10 Very Good! (1,006 reviews)
"Free parking, clean room."

Reviewed on May 25, 2026

Comfort Inn Rutland - Killington
Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square Middlebury VT
$151 nightly
The price is $166 total per night from May 27 to May 28
$166 total
May 27 - May 28
Total with taxes and fees
9/10 Wonderful! (1,004 reviews)
"The Middlebury Inn has lots of History. Beds were comfy. Great food at the Morgan Tavern in the Inn."

Reviewed on May 21, 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 27 to May 28
$1,129 total
May 27 - May 28
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 585 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 $698 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.