Orwell Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 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
Top Flight + Hotel Deals in Orwell
Price found within the past 48 hours. Click for updated prices.
Greenbrier Inn
€653
per person
10 Oct - 12 Oct
just found
Return direct flight included
New York (NYC) to Rutland (RUT)
9.4/10 Exceptional! (686 reviews)
Nice place. Rooms are large, and there is ample space in the common areas. Breakfast was simple but sufficient. My room had a small balcony.
Reviewed on 3 Aug 2026
North Star Lodge and Resort
€659
per person
10 Oct - 12 Oct
just found
Return direct flight included
New York (NYC) to Rutland (RUT)
8.8/10 Excellent! (1,002 reviews)
Our room was comfortable but hard to get to. The wheeled luggage cart did not access our floor. There was only 1 lamp in the room so quite dark. Place was showing its age.
Reviewed on 31 Aug 2026
Top hotels in Orwell
Comfort Inn Rutland - Killington
19 Allen St Rutland VT
Fully refundable
€130
6 Sept - 7 Sept
includes taxes & fees
8/10 Very good! (1,001 reviews)
"Everything was perfect. The staff was really nice and helpful"
Reviewed on 30 Aug 2026
Middlebury Inn
14 Court Square Middlebury VT
Fully refundableReserve now, pay when you stay
€153
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (1,004 reviews)
"We love the location of the Inn and also that there is a lovely dinner with live music on the property so we didnt need to go anywhere after a long day of travel."
Reviewed on 29 Aug 2026
Emrose Luxury Cabins
1246 Franklin Street Brandon VT
€158
13 Sept - 14 Sept
includes taxes & fees
8.8/10 Excellent! (124 reviews)
"No staff to check in with. Another guest told me to look for an email with room number. No WiFi, so tv didn’t work & neither did devices. Not enough towels? Too bad. No office. Beds were way too soft for healthy sleeping. Recessed lighting is attractive, but way too dark. Need a plastic cup for water? ..."
Reviewed on 31 Aug 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.
Stay near popular Orwell attractions
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.
Mud Pond
Commune with nature and explore the great outdoors at Mud Pond during your travels in Orwell. While you're in the area, wander around the natural setting.
Orwell Free Library
After visiting Orwell Free Library, make a plan to see the other sights and activities in Orwell. While you're in the area, wander around the natural setting.
Orwell Town Hall
After visiting Orwell Town Hall, make a plan to see the other sights and activities in Orwell. While you're in the area, wander around the natural setting.
Spruce Pond
Commune with nature and explore the great outdoors at Spruce Pond during your travels in Orwell. While you're in the area, wander around the natural setting.
Richville Wildlife Management Area
Explore the great outdoors at Richville Wildlife Management Area, a lovely green space in Orwell. While you're in the area, wander around the natural setting.
Frequently asked questions
How much does an Orwell holiday package cost?
Offering excellent value package deals from €653 on Expedia, you'll be pleasantly surprised at how much a holiday to Orwell costs! Our packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Orwell?
January, February and March are great times to search for cheap Orwell holiday packages. Travelling in less busy periods means you can usually find lower prices on accommodation and flights.
How many days is enough for Orwell?
The ideal length for your Orwell holiday 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 holiday as a package?
You can enjoy significant savings on your next Orwell break by booking a tailored holiday 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 holiday 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?
- 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.
- 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.
- 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.
- Combine your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to find an Orwell holiday 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.
