Orwell Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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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.

Top Orwell Vacation Deals

Price found within the past 48 hours. Click for updated prices.
The Upper Pass Lodge at Magic Mountain

The Upper Pass Lodge at Magic Mountain

2.5 out of 5
per person
Oct 6 - Oct 11
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
8.4/10 Very Good! (644 reviews)
Very friendly staff. Enjoyed my stay.

Reviewed on Jun. 25, 2025

Killington Mountain Lodge, Tapestry Collection by Hilton

Killington Mountain Lodge, Tapestry Collection by Hilton

3.5 out of 5
per person
Oct 6 - Oct 11
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
7.2/10 Good! (1,001 reviews)
The hotel is in the midst of upgrading. I was disappointed that there was no swimming pool as I believed there was one. All of the attractions in the area were closed which disappointed my grandchildren and myself. The room was above and beyond excellent.

Reviewed on Jul. 9, 2025

The Vermont Inn

The Vermont Inn

3 out of 5
per person
Oct 6 - Oct 11
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
9.2/10 Wonderful! (403 reviews)
Excellent. Jeanine was so kind and helpful. Really cute sitting room. Sauna was awesome. Quiet and clean!

Reviewed on May 25, 2025

Lake Bomoseen Lodge

Lake Bomoseen Lodge

3.5 out of 5
per person
Oct 6 - Oct 11
found 20 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
9.4/10 Exceptional! (788 reviews)
We had a very nice stay at the lodge. The property is beautiful, well maintained, clean and peaceful. The beds were comfortable and the air conditioning worked well. We loved the large, warm, outdoor pool with plenty of seating, the beautiful planters and hanging flower baskets, as well as the seating outside our room and near the beautiful lake. Although we didn't take advantage of the outdoor amenities such as the kayaks, paddle boards, pickle ball...it was nice they were available. We take advantage of and enjoyed going to the tap room/pub and listening to the live music at night while having some appetizers. The only suggestions for improvement would be more lighting in our room, an additional towel bar and shelf for toiletries in the bathroom, a safety bar in the shower, a broom and dustpan, and a handrail on the outdoor stairs.

Reviewed on Jul. 9, 2025

Emrose Luxury Cabins

Emrose Luxury Cabins

2 out of 5
per person
Oct 6 - Oct 11
found 19 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Rutland (RUT)
9.2/10 Wonderful! (34 reviews)
The customer service was excellent!

Reviewed on Jul. 14, 2025

Ready to book your vacation to Orwell?

 

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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
The price is CA $171 per night from Jul 20 to Jul 21
CA $171
CA $188 total
Jul 20 - Jul 21
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"the staff was great and the facility is very clean"

Reviewed on Jul. 8, 2025

Comfort Inn Rutland - Killington
Middlebury Inn
Middlebury Inn
3 out of 5
14 Court Square, Middlebury, VT
Fully refundableReserve now, pay when you stay
The price is CA $208 per night from Jul 28 to Jul 29
CA $208
CA $229 total
Jul 28 - Jul 29
includes taxes & fees
8.8/10 Excellent! (1,005 reviews)
"Highly recommended"

Reviewed on Jul. 11, 2025

Middlebury Inn
Silver Bay YMCA Inn and Conference Center
Silver Bay YMCA Inn and Conference Center
3 out of 5
87 Silver Bay Rd, Silver Bay, NY
The price is CA $236 per night from Jul 21 to Jul 22
CA $236
CA $263 total
Jul 21 - Jul 22
includes taxes & fees
8.6/10 Excellent! (96 reviews)
"Nice and quiet"

Reviewed on Jul. 9, 2025

Silver Bay YMCA Inn and Conference Center
See all 558 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

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Frequently asked questions

How much does a Orwell vacation package cost?
Offering excellent value package deals from CA $986 on Expedia, you'll be pleasantly surprised at how much a vacation to Orwell costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Orwell?
January, February and March are great times to search for cheap Orwell vacation packages. Choosing to travel in less busy months means you'll typically find reduced prices on flights and hotels.
How many days is enough for Orwell?
The ideal duration for your Orwell vacation depends on what you'd like to do and see. Generally, a few days to a week will give you enough time to go to all the major sights and discover some hidden gems along the way.
How to find the best Orwell package deals?
Start your search for a Orwell package deal by entering your destination and travel dates under our "Packages" tab. Then select some filters, like "Property type" and "Guest rating," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the perfect Orwell package deal right away, just 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 off to a flying start.
Is it cheaper to book a Orwell vacation as a package?
You can enjoy significant savings on your next Orwell retreat by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to see the best airfares and hotel prices. 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 planning an impromptu Orwell getaway, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Orwell?

  1. Pick the best time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit Orwell.
  2. Work out your budget: Ensure you have enough money to pay for everything from food and transportation to activities and airfares. Your hotel will probably be the biggest expense during your trip to Orwell.
  3. Determine how many days away: Start by listing all the activities and sights you'd like to experience in Orwell. Then, estimate how long you'll need for each, as well as any travel time.
  4. Bundle your accommodations and airfare: Once you've settled on your travel dates and duration, lock in the ideal Orwell vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.