Orwell Vacations from $603
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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
Price was $689, price is now $603 per person
$603
per person
Mar 7 - Mar 11
found 1 day ago
Roundtrip flight included
Fort Lauderdale (FLL) 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
The Engel House
Price was $1,018, price is now $927 per person
$927
per person
Apr 4 - Apr 8
found 22 hours ago
Roundtrip non-stop flight included
New York (JFK) to Rutland (RUT)
9.2/10 Wonderful! (17 reviews)
The Engel House is adequate. Serviceable. Everything works. The prime space is very clean.
The sleep area is comfortable but a bit rickety. The closet is unfinished and very cold. The bathroom and shower work but could use some safety features including handles.
There is one lamp above the desk that works but the shade is tilted and unstable. It kind of symbolizes the decor.
We really could not find breakfast nor any hot water for tea. There is no available phone service but the WiFi works well.
The door knob to our room nearly fell apart when we arrived. By the morning, it had disassembled. The door to the bathroom did not close properly and that door knob is loose as well.
Our stay worked. We sept well.
Would we book The Engel House again? Unlikely.
We travel often. Far and wide. We are not complainers, but we do keep our home not just neat and clean but also tight, sealed, assembled.
With a bit more attention to detail, The Engel House could be a sparkling and welcoming treasure. As is, it is nearly adequate.
Reviewed on Oct 15, 2025
The Upper Pass Lodge at Magic Mountain
Price was $690, price is now $629 per person
$629
per person
Apr 10 - Apr 14
found 18 hours ago
Roundtrip non-stop flight included
Fort Lauderdale (FLL) to Rutland (RUT)
8.2/10 Very Good! (685 reviews)
This place was a dream, everybody was so nice! We felt at home and safe.
Reviewed on Dec 12, 2025
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.
Orwell Hotel Deals
Best Western Inn & Suites Rutland-Killington
5 Best Western Place Rutland VT
Fully refundableReserve now, pay when you stay
$179 nightly
The price is $197 total per night from Feb 5 to Feb 6
$197 total
Feb 5 - Feb 6
Total with taxes and fees
8.6/10 Excellent! (997 reviews)
Clean room
Reviewed on Jan 20, 2026
Comfort Inn Rutland - Killington
19 Allen St Rutland VT
$152 nightly
The price is $167 total per night from Jan 28 to Jan 29
$167 total
Jan 28 - Jan 29
Total with taxes and fees
8/10 Very Good! (1,010 reviews)
Staff was friendly and great breakfast!
Reviewed on Jan 24, 2026
Middlebury Inn
14 Court Square Middlebury VT
Fully refundableReserve now, pay when you stay
$142 nightly
The price is $156 total per night from Feb 8 to Feb 9
$156 total
Feb 8 - Feb 9
Total with taxes and fees
8.8/10 Excellent! (1,001 reviews)
The room was clean and the customer service was top notch. Love the joining restaurant and pub. It's a historical hotel that has been well preserved. Great place to stay!
Reviewed on Jan 22, 2026
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 |
More vacations you might like
Frequently asked questions
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
