Deals on vacations and trips to Sterling

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Sterling flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Boston Somerville
Global Luxury Suites East Boston
Raffles Boston
Encore Boston Harbor
Fairmont Copley Plaza, Boston

Top Sterling hotel deals

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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.

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Frequently asked questions

How much are vacation packages to Sterling?
With Travelocity vacation packages, you can be living it up in Sterling for as little as $607. Hotels, adventures and flights — we’ve got it all. You’re bound to save loads just for bundling together your bookings. With everything taken care of before you set off, you won’t have to worry about a thing.
How long should my Sterling vacation be?
Most sightseers stay in Sterling for about 2 nights. That said, travel is all about finding new adventures and making memories — why not stay a few extra nights so you can do just that?
Where can I get the best vacation package deals for Sterling?
Check out Travelocity. With access to 400 airline partners and a whopping 1,000,000 properties across the globe, finding the perfect Sterling package deal couldn’t be simpler.
Why should I purchase my Sterling vacation package with Travelocity?
Because you’ll never wander alone if you lock in your trip with us, and we offer round-the-clock customer support and superb service to boot. Add to that our Price Match Guarantee and countless destinations and experiences to select from. It’s our job to help you jet off on the vacation of a lifetime.
Will I save money on my Sterling car rental if I bundle it with hotels and flights?
With a Sterling vacation package, you can bundle your flight, hotel and car bookings and save a ton. If you’re eager to uncover the best of this fantastic destination, why not start with Fenway Park? This famous sight is 35 mi from Sterling. With your own wheels, you’ll be there in the blink of an eye.
What is the best time of year to go to Sterling?
If a limited budget is what’s driving your travel plans, you’ll pay the lowest prices in . is typically the costliest month. Most visitors venture here around February, June and October. If you’d prefer to avoid the hustle and bustle, you’ll find it calmer in May, November and December.
Which airport is best for Sterling?
For plenty of visitors, a trip to Sterling means stepping off the plane at Logan Intl. Airport (BOS). This buzzing airport sits 40 mi east of the downtown area. You could also opt to jet into Bradley Intl. Airport (BDL) (60 mi away from central Sterling) or T.F. Green Airport (PVD) (50 mi away from central Sterling).
Where should I stay when visiting Sterling?
The Chocksett Inn and Restaurant is the number one choice of many visitors. Book now before it’s too late.