Orwell Vacations from $696

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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 Mountain Inn at Killington

The Mountain Inn at Killington

2.5 out of 5
Price was $779, price is now $696 per person
$696
per person
May 29 - Jun 2
found 9 hours ago
Roundtrip flight included
Philadelphia (PHL) to Rutland (RUT)
9.2/10 Wonderful! (1,007 reviews)
Love staying here. Staff is amazing! Super attentive. Great food at the restaurant. Cozy lodge feel. Basically on the mountain Without being ski in ski out. This is where I always stay when visiting killington.

Reviewed on Mar 11, 2026

North Star Lodge and Resort

North Star Lodge and Resort

2 out of 5
Price was $826, price is now $738 per person
$738
per person
May 29 - Jun 2
found 9 hours ago
Roundtrip flight included
Philadelphia (PHL) to Rutland (RUT)
8.6/10 Excellent! (1,003 reviews)
Really friendly and helpful staff. Excellent bar and grille, pool and exercise room with generous hours. A little noisy as some parents let their kids free range about. However, very comfortable room, beds and great views.

Reviewed on Mar 19, 2026

Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
Price was $914, price is now $828 per person
$828
per person
May 15 - May 17
found 14 hours ago
Roundtrip non-stop flight included
Detroit (DTT) to Rutland (RUT)
9.4/10 Exceptional! (898 reviews)
Beautiful scenery, Friendly staff, Clean

Reviewed on Mar 12, 2026

Align Inn Vermont

Align Inn Vermont

2.5 out of 5
Price was $792, price is now $732 per person
$732
per person
May 29 - Jun 2
found 9 hours ago
Roundtrip flight included
Philadelphia (PHL) to Rutland (RUT)
9.4/10 Exceptional! (1,142 reviews)
Absolute perfect stay, Chelsea was so kind and helpful. The room was immaculate and cozy. This is always our go to when in the area.

Reviewed on Mar 17, 2026

Pointe at Castle Hill Resort

Pointe at Castle Hill Resort

3.5 out of 5
Price was $898, price is now $831 per person
$831
per person
May 29 - Jun 2
found 9 hours ago
Roundtrip flight included
Philadelphia (PHL) to Rutland (RUT)
8.8/10 Excellent! (1,001 reviews)
Clean, comfortable and quiet. Great retreat for skiers. Nice hot tub, comfy beds and convenient parking.

Reviewed on Mar 19, 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
$125 nightly
The price is $138 total per night from Apr 5 to Apr 6
$138 total
Apr 5 - Apr 6
Total with taxes and fees
8/10 Very Good! (1,000 reviews)
Great!

Reviewed on Mar 18, 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
$148 nightly
The price is $162 total per night from Mar 29 to Mar 30
$162 total
Mar 29 - Mar 30
Total with taxes and fees
8.8/10 Excellent! (1,004 reviews)
The staff were exceptional.

Reviewed on Mar 19, 2026

Best Western Inn & Suites Rutland-Killington
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
401 US-7 Rutland VT
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $121 total per night from Mar 29 to Mar 30
$121 total
Mar 29 - Mar 30
Total with taxes and fees
6.6/10 (1,000 reviews)
always kind people

Reviewed on Mar 19, 2026

Days Inn by Wyndham Rutland/Killington Area
See all 561 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 $696 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.