Sterling Holidays

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Sterling Holiday

Our pick of the best Sterling Hotel Deals

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 NZ$313 per night from 7 July to 8 July
NZ$313
7 July - 8 July
includes taxes & fees
8.8/10 Excellent! (169 reviews)
"It’s a lovely inn and very quiet. Nice bathroom, but when we were there the room maintenance seems to have fallen behind - but that may not be the case in the rest of the inn."

Reviewed on 24 June 2026

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
The price is NZ$293 per night from 13 July to 14 July
NZ$293
13 July - 14 July
includes taxes & fees
8.6/10 Excellent! (1,014 reviews)
"How the keep the kids busy with their activities"

Reviewed on 30 June 2026

Great Wolf Lodge Boston / Fitchburg, MA
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 NZ$267 per night from 26 July to 27 July
NZ$267
26 July - 27 July
includes taxes & fees
8.8/10 Excellent! (1,007 reviews)
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Reviewed on 30 June 2026

Courtyard by Marriott Boston Marlborough
See all 409 properties in Sterling
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.

Stay near popular Sterling attractions

Davis' Farmland & Mega Maze

7.0/10 (2 reviews)
Davis Farmland offers hands-on encounters with rare endangered farm animals in a family-friendly setting. Explore the seasonal Mega Maze or cool off at the interactive water spray park during summer.
See properties

Frequently asked questions

How much does a Sterling holiday package cost?
You'll find cheap prices 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.

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