Orwell Holidays

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    Save up to S$134 when you book a flight and hotel together*
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Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.
Unlock Black Friday deals

Top hotels in Orwell

Comfort Inn Trolley Square
Comfort Inn Trolley Square
2.5 out of 5
19 Allen St, Rutland, VT
Fully refundableReserve now, pay when you stay
The price is S$153 per night from 8 Dec to 9 Dec
S$153
includes taxes & fees
8 Dec - 9 Dec
8/10 Very Good! (1,000 reviews)
"Staff helpful and friendly. Rooms small, but space is used efficiently. Rooms were clean and welcoming. There is occasional noise from the mechanics of the building (e.g. HVAC). A bit outside of town, probably a 20 minute walk to city center. I was comfortable, felt safe, and would stay there again ..."

Reviewed on 10 Nov,2024

Comfort Inn Trolley Square
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 S$166 per night from 24 Nov to 25 Nov
S$166
includes taxes & fees
24 Nov - 25 Nov
6.2/10 (1,000 reviews)
"Said just renovated but kept old tub"

Reviewed on 15 Nov,2024

Days Inn by Wyndham Rutland/Killington Area
Middlebury Inn
Middlebury Inn
3 out of 5
14 Court Square, Middlebury, VT
Fully refundableReserve now, pay when you stay
The price is S$203 per night from 17 Dec to 18 Dec
S$203
includes taxes & fees
17 Dec - 18 Dec
8.8/10 Excellent! (1,000 reviews)
"Close se to downtown area. Rooms are outdated but the service was excellent"

Reviewed on 17 Nov,2024

Middlebury Inn
See all 500 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 holiday package cost?
Be ready to book, because a trip to Orwell starts from just . When you combine your flights, hotels and more into a travel package, you’ll score the biggest deals.
How do I get a cheap travel package to Orwell?
Track down flights that fit your schedule, add a hotel to your booking and see how much you save with an Orwell holiday package. It’s as easy as that! From hotels and flights to activities and rental cars, Expedia is your gateway to cheap travel. And with more than 550 air carriers and 1,000,000 hotel options across the globe to pick from, you won’t be short of choice.
How far in advance should I book my Orwell holiday?
To land cheap prices, book as early as you can. Airlines generally release tickets, along with some of the lowest fares, up to 12 months in advance. Hotels, car rental and activities should also be booked well in advance so you can have the pick of the bunch. If you’re in need of a last-minute getaway to Orwell, there are always lots of great bargains to be had on Expedia. Book your escape today!
What does an Expedia Orwell travel package include?
Travel packages include flights, rental cars and hotels, but you can mix and match them to create your ideal Orwell trip. You can also add on fun things like experiences and activities once you’ve made your booking. You’re in the driver’s seat! When you bundle your bookings with Expedia, you’ll get access to deals you won’t find elsewhere.
What should I know before booking an Orwell travel package?
When you book your flights, hotels and car rentals together, you’ll be rewarded with great discounts. Whether you’re planning a mountain getaway in a cabin or want to stay in a fancy hotel in the city, Expedia will make it happen for less.
Can I choose my airline with an Orwell Expedia holiday package?
Yes, and with over 550 airlines to select from around the world, you’ve got lots of choice. Look through the available options and find out which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Orwell holiday package?
Certainly, and we’re here to help. You may be able to amend or cancel your Orwell holiday package at no cost within 24 hours of booking. However, you may be charged a fee by your airline, hotel or car rental company for older bookings. If life gets in the way of your holiday, browse our Customer Service Portal for more information.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.