Rutland 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 Rutland

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
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
Courtyard by Marriott Boston Marlborough
Courtyard by Marriott Boston Marlborough
3 out of 5
75 Felton St, Marlborough, MA
Fully refundableReserve now, pay when you stay
The price is S$202 per night from 20 Dec to 21 Dec
S$202
includes taxes & fees
20 Dec - 21 Dec
8.6/10 Excellent! (1,000 reviews)
"Excellent in every aspect"

Reviewed on 18 Nov,2024

Courtyard by Marriott Boston Marlborough
See all 298 properties in Rutland
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 a Rutland holiday package cost?
Starting from just , a package is your gateway to low-cost travel. Customize your Rutland escape by selecting from our comprehensive range of hotels, airfares and rental cars.
How do I get a cheap travel package to Rutland?
Bundle your hotel and flight bookings, add on extras such as tours, and save with a Rutland holiday package. You won’t just pick up wonderful discounts on your trip — you’ll have lots of choice too. When you book with Expedia, you’ll have your pick of over 550 partner airlines and 1,000,000 hotels around the world. Your affordable holiday begins right here, right now!
Where should I stay in Rutland?
If you’ll be visiting Rutland State Park, maximize your time sightseeing and find someplace to stay close by. It’s one of the top attractions in this neighbourhood.
How far in advance should I book my Rutland holiday?
Browse Expedia to compare flights as soon as possible. You can normally purchase a seat up to 12 months in advance. If you can’t find your preferred carrier, or you have to book last minute, don’t stress. Low prices to Rutland sometimes occur within weeks of the date of departure.
What does an Expedia Rutland travel package include?
Packages include hotels, rental cars and flights, but you can combine any of them to create your dream Rutland getaway. You can also add on fun stuff like activities and tours once you’ve made your booking. You’re in the driver’s seat! When you combine your bookings with Expedia, you’ll get access to deals you won’t find elsewhere.
What should I know before booking a Rutland travel package?
Whether it’s relaxation or adventure you’re chasing, a Rutland holiday package lets you plan your escape your way. Plus, you’ll get access to great discounts just for combining your accommodation with your rental car and flights. The more you bundle, the more you’ll save!
Can I choose my airline with a Rutland Expedia holiday package?
Yes, of course. We have more than 550 airline partners throughout the world, so fly with the carrier that fits your budget and travel needs.
If I'm not able to travel, can I cancel my Rutland holiday package?
If your holiday plans in Rutland have been upended, it’s a relief to know that it is possible to amend or cancel your booking. If your booking was made in the last 24 hours, you may be able to receive a refund. If your booking was made more than 24 hours ago, your airline, hotel or car rental company may charge fees. For more details, check 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.