Sterling Holidays from £519
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to £750 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 easyPackages with flights are ATOL protected
Your Sterling Holiday
Our Sterling holiday packages offer countless opportunities to discover new sights, sounds and sensations. And with all the planning taken care of, you can relax and enjoy your city break in the way that you deserve. Tower Hill Botanic Garden, Museum of Russian Icons and Dexter Drumlin are just a few of the sights worth exploring during your trip to Sterling. Expedia is here to help you escape the everyday. Tailor your holiday to Sterling to suit your style of travel, whatever that may be.
Top Sterling Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Dorchester
£519
per person
27 Nov - 30 Nov
found 17 hours ago
Return flight included
Dublin (DUB) to Boston (BOS)
8.4/10 Very good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.
Reviewed on 19 May 2026
Four Seasons Hotel Boston
Bay Village
£1,837
per person
3 Nov - 8 Nov
found 12 hours ago
Return direct flight included
Manchester (MAN) to Boston (BOS)
9.4/10 Exceptional! (484 reviews)
Room was very noisy in the morning and I could not sleep. Work is being done in the building and I was not informed of when arriving from west coast to stay for one night. Staff was very friendly and apologetic.
Reviewed on 25 Sept 2026
Sterling Essential Information
Language | English |
|---|---|
Currency | U.S dollars |
Closest Airport | Worcester Regional Airport (ORH) |
Population | 7,400 |
Max Temp Winter | 2ºC |
Max Temp Summer | 27ºC |
Top Sights | Wachusett Mountain Ski Area, Apex Entertainment Centre and Worcester Art Museum |
Top hotels in Sterling
Chocksett Inn and Restaurant
59 Laurelwood Road Sterling MA
Fully refundableReserve now, pay when you stay
£134
28 Sept - 29 Sept
includes taxes & fees
Extended Stay America Suites Boston Westborough Computer Dr
1800 Computer Dr Westborough MA
Fully refundableReserve now, pay when you stay
£73
26 Oct - 27 Oct
includes taxes & fees
6.8/10 (1,004 reviews)
"No issue"
Reviewed on 26 Sept 2026
Motel 6 Framingham, MA - Boston West
1668 Worcester Rd Framingham MA
Fully refundableReserve now, pay when you stay
£80
29 Sept - 30 Sept
includes taxes & fees
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
Why should I book my Sterling holiday with Expedia?
With top-value flights, hotel and car hire choices all in one place, Expedia makes booking your Sterling holiday hassle-free. What's more, we can help you bundle your bookings into a package holiday so you can get even more savings. Choose from amazing properties, add your flights and/or a car hire (and maybe even some exciting activities!) and get incredible prices. Need to change your plans? Expedia offers a flexible cancellation policy for many bookings. To discover more, check out our Customer Service Portal link.
When is the best time of year to holiday in Sterling?
February, June and October are the busiest months in Sterling, while May, November and December are generally quieter. Plan your getaway to Sterling based on what style of holiday you want. January is the coolest month, when average daytime temperatures are -3ºC. In July, the warmest period, you can expect averages of 22ºC during the day.
What is the top hotel for my holiday in Sterling?
Offering many of home's creature comforts, Boston Park Plaza will make the perfect base for your Sterling escape.
How do I get a cheap holiday to Sterling?
Browse and book everything all in one place with our Sterling holidays. You'll discover bargains on flights, hotels and more that'll keep your credit card happy and your adventurous spirit alive. And, with more than 400 partner airlines and 321,000 hotel options throughout the world to select from, you have countless opportunities to mix and match as you please. Learn more about how you can save money on your next holiday when you book a flight and hotel together with Expedia.
What should I do on my Sterling holiday?
Make sure your next holiday in Sterling is one to remember by checking out its leading attractions. Wachusett Mountain Ski Area, Tower Hill Botanic Garden, Polar Express and Nashoba Valley Winery are some of the things worth discovering while you're in this city.
Do I need a visa for my Sterling holiday?
Visa requirements for Sterling vary based on your nationality and purpose of your visit. Make sure you check official government websites to determine if you need a visa for your holiday. They'll give you the most up-to-date information, including details about application procedures or supporting documentation that may be necessary. Research your visa requirements well ahead of time to ensure a travel experience that's hassle free. Finally, check to see that your passport has a minimum of six months validity from your planned date of return.
What should I wear on my Sterling holiday?
Do some research into the sorts of clothing people in Sterling wear, and consider browsing social media fashion pages for inspiration. Whatever your look, try to create a versatile wardrobe full of pieces that work for your destination and showcase your personal style. Daytime temperatures during January, Sterling's coolest month, average -3ºC. July marks this city's warmest month when the average temperature reaches 22ºC. Our top piece of advice? Take the guesswork out of packing and check the local weather conditions.
What does an Expedia Sterling holiday include?
Flights, hotels and car hires, or any combination of them — it's totally up to you. Whether you're visiting Sterling with the kids or enjoying a solo break, there's a package to match your budget and style. Once you've made your booking, why not add on a few tours or activities? Explore a large selection of property types and select one that matches your travel needs. The most in-demand rentals here are private holiday homes and apartments. With Expedia, it's a breeze to tailor your Sterling retreat however you want.
Does Expedia offer Book Now, Pay Later Sterling holidays?
Expedia has teamed up with online lender Klarna to make booking your next getaway easier on your budget. Paying by instalment means you can spread the costs of your dream holiday, leaving you with more money to play with while you're away. Klarna has several payment plans to choose from, so you're sure to find something that fits your budget. Browse these flexible payment options:
- Pay monthly holidays: Klarna offers easy monthly payment plans that work for all budget sizes, so you can take that well-deserved holiday sooner.
- No-deposit holidays: When you stumble on an awesome deal but your budget doesn't quite go that far, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to secure your getaway.
Can I choose my airline with a Sterling Expedia holiday?
Yes, so take your pick! We have access to over 400 airlines globally, so you can customise your Sterling adventure according to your budget and style.
* 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.
