Oakham Holidays

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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.
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Top hotels in Oakham

Wellsworth Hotel
Wellsworth Hotel
3 out of 5
14 Mechanic St, Southbridge, MA
Fully refundableReserve now, pay when you stay
The price is S$156 per night from 3 Dec to 4 Dec
S$156
includes taxes & fees
3 Dec - 4 Dec
9/10 Wonderful! (1,009 reviews)
"Has a nice pool area and games for kids in restaurant"

Reviewed on 24 Nov,2024

Wellsworth Hotel
Great Wolf Lodge Boston / Fitchburg, MA
Great Wolf Lodge Boston / Fitchburg, MA
3.5 out of 5
150 Great Wolf Dr, Fitchburg, MA
Fully refundableReserve now, pay when you stay
The price is S$240 per night from 2 Dec to 3 Dec
S$240
includes taxes & fees
2 Dec - 3 Dec
8.4/10 Very Good! (811 reviews)
"My children really enjoyed our stay! There was tons to do and the room was great and clean! My only complaint about the room was the pillows they were lumpy and very uncomfortable and there were no outlets in the children’s bunk bed area."

Reviewed on 12 Nov,2024

Great Wolf Lodge Boston / Fitchburg, MA
Comfort Inn Auburn - Worcester
Comfort Inn Auburn - Worcester
2.5 out of 5
426 Southbridge St, Auburn, MA
Fully refundableReserve now, pay when you stay
The price is S$139 per night from 1 Dec to 2 Dec
S$139
includes taxes & fees
1 Dec - 2 Dec
7.6/10 Good! (748 reviews)
"The person at the desk was not very welcoming. The doom was clean and in relatively good shape. The mattress was a bit worn and the tub had areas of missing or damaged finish ."

Reviewed on 21 Nov,2024

Comfort Inn Auburn - Worcester
See all 253 properties in Oakham
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 Oakham holiday package cost?
Tailor make your Oakham package from just . Choose from any combination of hotels, flights and rental cars to pull together the trip you’ve been dreaming of. Be sure to add on one or two experiences!
How do I get a cheap travel package to Oakham?
Just imagine all the fabulous things you could do in Oakham with extra cash in your pocket. Watch your savings stack up when you combine your flights and hotel into an Oakham holiday package. You have loads of choice when you book your trip with Expedia too. In fact, you can choose from more than 550 airlines and 1,000,000 hotel options across the globe. Whether you’re taking off with the whole family or travelling solo, organising a getaway to Oakham is better with a package.
Where should I stay in Oakham?
Oakham is home to numerous terrific places to explore, such as Rutland State Park. Lock in a hotel near this attraction and make sightseeing a breeze.
How far in advance should I book my Oakham holiday?
Savvy travellers always book early. Air carriers usually advertise flights around a year in advance, and this is your chance to score some rock-bottom prices. Boss just told you to take all your holiday days next month? No sweat. Expedia are never short on fantastic deals to send you on the getaway of your dreams, at a price you can afford.
What does an Expedia Oakham travel package include?
Car rentals, hotels and flights — we connect you to all the best deals. All you’ll have to do is pick and choose your ideal combination. Once you’ve made your booking, you can add on the exciting stuff like day tours and sightseeing activities. Our travel packages make it simple to customize an unforgettable Oakham trip.
What should I know before booking an Oakham travel package?
You can save a tidy sum by combining your hotels, flights and rental cars. Once you’ve created your package, you can add on tours and activities. Your next unforgettable holiday is only a couple of clicks away.
Can I choose my airline with an Oakham Expedia holiday package?
Most definitely. Expedia has over 550 partner airlines to pick from around the world. With all that choice at your fingertips, finding the right carrier to take you to Oakham won’t be hard.
If I'm not able to travel, can I cancel my Oakham holiday package?
If your holiday plans in Oakham have been upended, it’s good to know that it’s possible to amend or cancel your booking. If your booking was made less than 24 hours ago, you may be eligible to receive a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may charge fees. To find out more, visit our Customer Service Portal.

* 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.