Rutland Holidays

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Your Rutland Holiday

Book a custom holiday package to Rutland and get ready to experience this interesting city your way. Think about spending some time in the neighbourhood of Webster Square, which is good for cycling and tons more. Every trip to Rutland needs a well-thought-out itinerary. Fill yours with famous sights like Rutland State Park, Saint Josephs Abbey and Moore State Park. Expedia can help you escape your daily routine. Tailor your holiday to Rutland to suit your travel style, whatever that may look like.

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, Worcester Art Museum and The Hanover Theatre for the Performing Arts

Our pick of the best Rutland Hotel Deals

DoubleTree by Hilton Hotel Boston - Westborough
DoubleTree by Hilton Hotel Boston - Westborough
4 out of 5
5400 Computer Dr, Westborough, MA
Stay at this 4-star business-friendly hotel in Westborough. Enjoy free Wi-Fi, free parking and room service. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,015 reviews)
"I didn't like the idea that breakfast was not inclusive."

Reviewed on 29 Jun 2025

DoubleTree by Hilton Hotel Boston - Westborough
Courtyard by Marriott Boston Marlborough
Courtyard by Marriott Boston Marlborough
3 out of 5
75 Felton St, Marlborough, MA
Stay at this 3-star business-friendly hotel in Marlborough. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,003 reviews)
"Great property!! Close to everything and very clean and modern"

Reviewed on 26 Jun 2025

Courtyard by Marriott Boston Marlborough
Wellsworth Hotel
Wellsworth Hotel
3 out of 5
14 Mechanic St, Southbridge, MA
Stay at this 3-star business-friendly hotel in Southbridge. Enjoy free Wi-Fi, free parking and 2 restaurants. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,207 reviews)
"Stayed just for one night with the family on a road trip, but will definitely be back. Great pool, Gym, game area with pool tables, darts and other games all well maintained. Breakfast Buffet was reasonably priced and quality was great. All around an excellent experience."

Reviewed on 29 Jun 2025

Wellsworth Hotel
See all 306 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

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

Frequently asked questions

How much does a Rutland travel package cost?
The most affordable Rutland travel package is , so your dream holiday can become a reality --- without it costing a fortune. Combine flights, hotels, car rentals and more to build a package that's perfect for you.
If I'm not able to travel, can I cancel my Rutland travel package?
Don't stress if you're rethinking your Rutland travel package --- it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We know your circumstances can suddenly change, so head to our Customer Service Portal if that happens. When you're ready to make changes, we'll be here to help.
How do I get a cheap travel package to Rutland?
Booking a hotel and flight together with Expedia won't just save valuable time --- it'll save you a few dollars too. A Rutland travel package makes it a breeze to arrange your ideal trip. With more than 550 airlines across the world to select from, finding flights that fit your busy schedule won't be a problem. In addition to that, we have over 1,000,000 properties globally to pick from. Now that's what you call choice. Whatever your budget, Expedia can show you the world.
Does Expedia offer Book Now, Pay Later Rutland holidays?
Expedia has teamed up with online lender Klarna to make booking your next getaway easier on your bank balance. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more money to spend while you're travelling. Klarna has several payment plans to pick from, so you're sure to find something that suits your budget. Check out these flexible payment options:

  • Pay monthly holidays: If paying small amounts each month sounds right for you, Klarna offers just that! Paying in convenient monthly instalments will make your holiday dreams come true.
  • Pay in instalments holidays: If you want to pay off your escape in multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your trip (rather than all of it upfront) makes it easier to click that "book now" button, opt for a low deposit holiday payment plan from Klarna.

Where should I stay in Rutland?
A trip to Rutland isn't complete without visiting Rutland State Park. Why not book a hotel near this interesting attraction?
What are the top hotels in Rutland?
If this will be your first time in Rutland, lock in a room at Boston Park Plaza or Embassy Suites Boston Logan Airport. Both hotels offer friendly service and are popular options with many travellers.
How far in advance should I book my Rutland holiday?
Reserving your seat early with Expedia means one less thing to worry about. Many air carriers advertise tickets up to 12 months in advance. Usually, this is the cheapest time to book. If circumstances have left you booking late, discount flights to Rutland sometimes become available just weeks before departure.
What does an Expedia Rutland travel package include?
Hotels, flights and a cool set of wheels for your road trip adventures. Simply mix and match your favourite bundle and gain access to great discounts. Once you've made your booking, add on a couple of experiences and tours and watch your savings pile up. When it comes to organising your Rutland trip, you're in control!
What should I know before booking a Rutland travel package?
You can save big by combining your hotels, airfares and rental cars. Once you've made your booking, you can add on activities or sightseeing tours. Your next unforgettable adventure is only a couple of clicks away.
Can I choose my airline with a Rutland Expedia travel package?
With a travel package, you're always in charge. Whether you'd prefer to fly to Rutland in first class or coach, simply pick from the available airline options. Expedia has access to more than 550 airline partners around the world.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.