Sterling Holidays from £953

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    Save up to £335 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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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.

The Latest Sterling Holiday Deals

Price found within the past 48 hours. Click for updated prices.
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
7 Aug - 14 Aug
found 1 day ago
Return direct flight included
Manchester (MAN) to Boston (BOS)
9.6/10 Exceptional! (242 reviews)
Beautiful place. But floor in the bathroom was a little sticky. Yuck. When I checked in, I was shown a beautiful dining room where breakfast would be served. But then, instead, it was served in a much more shabby room. Also, the included breakfast was quite skimpy. Extra charge for a real breakfast. (Also, I may be wrong, but I don’t think the word “potatoes” appears anywhere on the menu. Of course, you do serve potatoes - with a delicious omelette that I enjoyed, for example.)

Reviewed on 6 Jun 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
30 Aug - 3 Sept
found 14 hours ago
Return direct flight included
London (LON) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Location for first time Boston visitors was really good as a lot area to explore by foot then you could Uber the rest. The staff and in-room dining was outstanding

Reviewed on 16 Jun 2025

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Save 100% on your flight
per person
4 Sept - 9 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
8.6/10 Excellent! (1,595 reviews)
Beautiful view. Good location

Reviewed on 16 Jun 2025

Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
Save 100% on your flight
per person
4 Sept - 9 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
8.6/10 Excellent! (1,025 reviews)
Studio Alliston is a tired hotel. The staff are a mixed bag and slow. The room was dingey and smelled funny. Id stay elsewhere next time.

Reviewed on 15 Jun 2025

Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4 out of 5
Chinatown
Save 100% on your flight
per person
4 Sept - 9 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
8/10 Very Good! (562 reviews)
Very clean and nice! I love that Boston is rennovating building space for airport use - very needed.

Reviewed on 10 Jun 2025

Revere Hotel Boston Common

Revere Hotel Boston Common

4 out of 5
Bay Village
Save 100% on your flight
per person
4 Sept - 9 Sept
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Boston (BOS)
8.8/10 Excellent! (1,865 reviews)
Nice property. Great location. Nice roof top bar and nice restaurant.

Reviewed on 21 Jun 2025

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

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
Stay at this 3.5-star hotel in Sterling. Enjoy free Wi-Fi, free parking and room service. Popular attractions Mary Had a Little Lamb Statue and Davis' Farmland ...
8.6/10 Excellent! (129 reviews)
"Great atmosphere. Spacious room. Colonial setting"

Reviewed on 10 Jun 2025

Chocksett Inn and Restaurant
Motel 6 Framingham, MA - Boston West
Motel 6 Framingham, MA - Boston West
2 out of 5
1668 Worcester Rd, Framingham, MA
Stay at this motel in Framingham. Enjoy free Wi-Fi, free parking and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in their reviews. ...
6.8/10 (1,001 reviews)
"."

Reviewed on 19 Jun 2025

Motel 6 Framingham, MA - Boston West
DoubleTree by Hilton Hotel Boston - Westborough
DoubleTree by Hilton Hotel Boston - Westborough
4 out of 5
5400 Computer Dr, Westborough, MA
Stay at this 4-star business-friendly hotel in Westborough. Enjoy free Wi-Fi, free parking and room service. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,001 reviews)
"The room was small, but clean. The overall facility was clean and the staff was friendly."

Reviewed on 18 Jun 2025

DoubleTree by Hilton Hotel Boston - Westborough
See all 349 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

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.