Orwell Vacations

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Find the Best Orwell Vacation Packages

Orwell Hotel Deals

Middlebury Inn

Middlebury Inn

3 out of 5
14 Court Square, Middlebury, VT
Fully refundableReserve now, pay when you stay
The price is ￥21,231 per night from Aug 10 to Aug 11
￥21,231
￥23,353 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (1,000 reviews)
"This inn was great! I loved all the historical pieces that are shown around the inn. It is close enough to be able to walk to all the little shops and cafes in town. The staff were wonderful and super friendly. The food in the restaurant was amazing!"

Reviewed on Aug 5, 2025

Middlebury Inn
Days Inn by Wyndham Rutland/Killington Area

Days Inn by Wyndham Rutland/Killington Area

2.5 out of 5
401 US-7, Located At The Junction Of Us 4 And Us 7, Rutland, VT
Fully refundableReserve now, pay when you stay
The price is ￥14,863 per night from Aug 18 to Aug 19
￥14,863
￥16,349 total
Aug 18 - Aug 19
includes taxes & fees
6.2/10 (1,000 reviews)
"Older property but rooms were just redone in Spring 2025. Very clean and comfortable, bathrooms still a bit on the older side but clean...water pressure was low but still usable. Overall, I would come back."

Reviewed on Aug 3, 2025

Days Inn by Wyndham Rutland/Killington Area
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 ￥19,176 per night from Aug 24 to Aug 25
￥19,176
￥21,094 total
Aug 24 - Aug 25
includes taxes & fees
8/10 Very Good! (1,001 reviews)
"Nice place"

Reviewed on Aug 7, 2025

Comfort Inn Rutland - Killington
See all 550 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.

Frequently asked questions

How much does an Orwell vacation package cost?
Offering excellent value package deals 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?
January, February and March are great times to search for cheap Orwell vacation packages. Traveling in less busy periods means you can usually find lower prices on accommodations and flights.
How many days is enough for Orwell?
The ideal length for your Orwell vacation depends on what you'd like to see and do. Typically, a few days to a week will give you enough time to visit all the main attractions and explore some hidden spots along the way.
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.
How to plan a trip to Orwell?

  1. Choose when to travel: Check your calendar and pack your bags. Your preferred season and the type of activities available will also help you decide when to escape to Orwell.
  2. Set a budget: Factor in costs like flights, transportation and food when working out how much to save for your trip to Orwell. Then, choose a hotel that fits your budget, whether that's an economical option or a deluxe retreat.
  3. Set the duration of your trip: Start by making a list of all the activities and attractions you'd like to experience in Orwell. Then, estimate how long you'll need for each, along with any travel time.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to find an Orwell vacation package that brings all your bookings together.

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