Orwell Trips (flight + hotel)

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Top hotels in Orwell

Middlebury Inn
Middlebury Inn
3 out of 5
14 Court Square, Middlebury, VT
Fully refundableReserve now, pay when you stay
The price is P9,179 per night from Jul 8 to Jul 9
P9,179
P10,097 total
Jul 8 - Jul 9
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Wonderful place to stay in quaint Middlebury. Historic inn and very nice, clean rooms. Love the rocking chairs on the front porch."

Reviewed on Jun 18, 2025

Middlebury Inn
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 P7,306 per night from Jun 26 to Jun 27
P7,306
P8,037 total
Jun 26 - Jun 27
includes taxes & fees
8/10 Very Good! (1,003 reviews)
"A bit dated by good value for the money. Staff are always nice."

Reviewed on Jun 20, 2025

Comfort Inn Rutland - Killington
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
Fully refundableReserve now, pay when you stay
The price is P9,184 per night from Jun 24 to Jun 25
P9,184
P10,195 total
Jun 24 - Jun 25
includes taxes & fees
8.2/10 Very Good! (89 reviews)
"Nice , serene place with a lot of attractions within the property . I really liked the place and my family as well"

Reviewed on May 19, 2025

Silver Bay YMCA Inn and Conference Center
See all 552 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.