Rutland Holidays

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Your Rutland Holiday

Planning your next big escape is easy with a Rutland holiday package. The neighbourhood of Webster Square, which is good for cycling, makes an ideal starting point to uncover the treasures of this lively city. You'll want to do some exploring during your trip to Rutland. Swing by famous attractions like Moore State Park, Rutland State Park and Saint Josephs Abbey. Whoever you're travelling with and whatever you plan to spend, your dream Rutland holiday is only clicks away with Expedia.

Rutland Holiday

Rutland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Worcester Regional Airport (ORH)
Population
2,100
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Wachusett Mountain Ski Area, The Hanover Theatre for the Performing Arts and Worcester Art Museum

Our pick of the best Rutland Hotel Deals

Publick House Historic Inn and Country Motor Lodge

Publick House Historic Inn and Country Motor Lodge

2.5 out of 5
277 Main Street (RT 131), Sturbridge, MA
Fully refundableReserve now, pay when you stay
The price is AU$151 per night from 27 July to 28 July
AU$151
27 July - 28 July
includes taxes & fees
8.8/10 Excellent! (1,468 reviews)
Good place to stay
"The people were very nice and super accommodating. It is spread out quite a bit but not super hard to navigate. Overall, great value and a nice stay."

Reviewed on 23 Jul. 2025

Publick House Historic Inn and Country Motor Lodge
DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

4 out of 5
5400 Computer Dr, Westborough, MA
Fully refundableReserve now, pay when you stay
The price is AU$202 per night from 3 Aug to 4 Aug
AU$202
3 Aug - 4 Aug
includes taxes & fees
8.6/10 Excellent! (1,018 reviews)
"Great stay, location and breakfast!"

Reviewed on 22 Jul. 2025

DoubleTree by Hilton Hotel Boston - Westborough
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

3.5 out of 5
150 Great Wolf Dr, Fitchburg, MA
Fully refundable
The price is AU$337 per night from 12 Aug to 13 Aug
AU$337
12 Aug - 13 Aug
includes taxes & fees
8.4/10 Very Good! (1,007 reviews)
"Is good and I like it"

Reviewed on 22 Jul. 2025

Great Wolf Lodge Boston / Fitchburg, MA
See all 311 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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Rutland holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Rutland costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Rutland?
To score cheap Rutland holiday packages, plan your getaway outside of busy periods like public holidays and major festivals. You'll typically find better availability and lower prices in the off-season or when it's less busy.
How many days is enough for Rutland?
With a well-planned schedule, you can easily visit the top Rutland sights in a few days. But if you'd like to discover hidden gems or go on day tours, think about booking your Rutland holiday for longer.
How to find the best Rutland package deals?
Landing a cheap Rutland package deal is a breeze with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply a few filters and browse what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to view the most affordable Rutland package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Rutland holiday as a package?
Expedia holiday packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll typically land a better deal than booking each component separately. And you'll still enjoy the freedom to create a customised Rutland holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday package to Rutland?
If you've got your Rutland travel dates finalized, book as early as you can to bag some unbeatable deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are ideal for setting off on a whim.
How to plan a trip to Rutland?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to visit Rutland.
  2. Set your budget: Factor in expenses like flights, meals and transportation when calculating how much to put aside for your trip to Rutland. Then, select a hotel that fits your budget, whether that's a low-cost stay or a swankier retreat.
  3. Decide your trip length: Think about how much time you want to spend exploring Rutland. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a tailored Rutland holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.