Sterling Holidays

  • Plan, book, travel with confidence

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    Better together
    Save up to €185 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Sterling

Price found within the past 48 hours. Click for updated prices.
Four Points by Sheraton Boston Newton
The Boston Hotel
Hampton Inn Boston Logan Airport Chelsea
Hilton Boston/Dedham
DoubleTree by Hilton Boston North Shore

Top hotels in Sterling

Chocksett Inn and Restaurant
Chocksett Inn and Restaurant
3.5 out of 5
59 Laurelwood Road, Sterling, MA
Fully refundableReserve now, pay when you stay
The price is €181 per night from 15 Jan to 16 Jan
€181
includes taxes & fees
15 Jan - 16 Jan
8.6/10 Excellent! (123 reviews)
"Good price very clean will stay there again"

Reviewed on 17 Dec 2024

Chocksett Inn and Restaurant
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 €232 per night from 15 Jan to 16 Jan
€232
includes taxes & fees
15 Jan - 16 Jan
8.4/10 Very Good! (862 reviews)
"Impressed with water park and little stores like the magic quest. Arcade is SOOOO EXPENSIVE. should’ve just bought a $200 package when I got there."

Reviewed on 6 Jan 2025

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 €87 per night from 26 Jan to 27 Jan
€87
includes taxes & fees
26 Jan - 27 Jan
7.6/10 Good! (809 reviews)
Thank you Inga
"When the food delivery came and no forks or spoon weren't there. Inga the hotel clerk was very happy to supply the utensils"

Reviewed on 12 Jan 2025

Comfort Inn Auburn - Worcester
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 Sterling holiday package cost?
You’ll find cheap prices from €989 on Expedia for your Sterling escape. However, factors like the length of stay, the season and your choice of hotel will influence how much your holiday to Sterling costs.
What are the cheapest months to go to Sterling?
The off-season is the best time to visit Sterling if you’re trying to save. Another tip for finding cheap Sterling holiday packages? Avoid visiting during public holidays and any major events.
How many days is enough for Sterling?
With a well-planned itinerary, you can easily hit the top Sterling attractions in a handful of days. But if you’d like to discover lesser-known spots or take day trips, think about booking your Sterling holiday for longer.
How to find the best Sterling package deals?
Use Expedia’s handy filters to help you find some of the best Sterling package deals. When you begin your search, just set your maximum budget and then sort the results by “Price: low to high.” If you want to save, plan your trip for midweek, or search for Sterling package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it’s typically best to lock in your holiday package as early as possible.
Is it cheaper to book a Sterling holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You’ll typically get a better deal than booking each component separately. And you’ll still get the freedom to create a tailored Sterling holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Sterling?
Land incredible bargains by reserving your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Sterling holiday.
How to plan a trip to Sterling?

  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Sterling.
  2. Set your budget: Consider costs like flights, food and transportation when calculating how much to set aside for your trip to Sterling. Then, choose a property that fits your budget, whether that’s an economical stay or a more upscale getaway.
  3. Determine how many days away: Start by making a list of all the sights and activities you’d like to get to in Sterling. Then, estimate how long you’ll need at each, as well as any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that’s left now is to find a Sterling holiday package that brings all your bookings together.

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