Rutland Trips (flight + hotel)

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Top hotels in Rutland

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 P5,087 per night from Aug 11 to Aug 12
P5,087
P5,683 total
Aug 11 - Aug 12
includes taxes & fees
8.8/10 Excellent! (1,463 reviews)
"We loved our stay! We were traveling from Michigan to Maine and only had the opportunity to stay one night, but we had a wonderful meal at the tavern on site. The bakery options were loved by my children, and we all enjoyed walking the grounds. Would definitely return!"

Reviewed on Aug 10, 2025

Publick House Historic Inn and Country Motor Lodge
Extended Stay America Suites Boston Westborough Computer Dr

Extended Stay America Suites Boston Westborough Computer Dr

2.5 out of 5
1800 Computer Dr, Westborough, MA
Fully refundableReserve now, pay when you stay
The price is P5,292 per night from Aug 11 to Aug 12
P5,292
P5,911 total
Aug 11 - Aug 12
includes taxes & fees
6.4/10 (914 reviews)
"Excellent staff"

Reviewed on Aug 5, 2025

Extended Stay America Suites Boston Westborough Computer Dr
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 P6,806 per night from Aug 17 to Aug 18
P6,806
P7,602 total
Aug 17 - Aug 18
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
"B"

Reviewed on Aug 8, 2025

DoubleTree by Hilton Hotel Boston - Westborough
See all 316 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 vacation package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a vacation 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 vacation 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 vacation 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," "Traveler 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 vacation as a package?
Expedia vacation 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 customized Rutland vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation 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 vacation package.

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