Sterling Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €900 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, 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.
Furnished Apartment Near Longwood
North Brookline
€1,075
per person
29 Oct - 4 Nov
found 22 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
7/10 Good! (6 reviews)
Super cute apartment! Stayed the weekend to visit out soon at college. Locations was close to everything beds were super comfortable, would stay here again.
Reviewed on 13 Sept 2026
Top hotels in Sterling
Chocksett Inn and Restaurant
59 Laurelwood Road Sterling MA
Fully refundableReserve now, pay when you stay
€156
27 Sept - 28 Sept
includes taxes & fees
Extended Stay America Suites Boston Westborough Computer Dr
1800 Computer Dr Westborough MA
Fully refundableReserve now, pay when you stay
€87
19 Oct - 20 Oct
includes taxes & fees
6.8/10 (1,000 reviews)
"No big issue"
Reviewed on 22 Sept 2026
Motel 6 Framingham, MA - Boston West
1668 Worcester Rd Framingham MA
Fully refundableReserve now, pay when you stay
€85
27 Sept - 28 Sept
includes taxes & fees
7/10 Good! (1,263 reviews)
"Hotel smelled like Smoke and pot. The toilet dispenser was pulled the wall and on the floor. The remote was missing the back cover and did not work properly. We were put in the top floor right by the highway and was VERY noisy!"
Reviewed on 24 Sept 2026
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.
Mary Had a Little Lamb Statue
This life-sized bronze lamb commemorates the origins of the famous "Mary Had a Little Lamb" nursery rhyme. Read the accompanying plaques to discover the true storey of Mary Sawyer and her pet lamb.
Frequently asked questions
How much does a Sterling holiday package cost?
You'll find cheap prices from €970 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?
- 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.
- 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.
- 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.
- 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.
