Sterling Vacation Packages 2026 from $564

Sterling flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Boston Lodge and Suites

Dorchester

$564

per person

Nov 4 - Nov 8

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

Free WiFi in public areas, a terrace, and a garden are available at this hotel. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. A hair salon, a picnic area, and express check-out are also on offer.

Luxury Apartments by Hyatus at Boston Everett

$1,426

per person

Oct 15 - Oct 18

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

This apartment features a gym and a seasonal outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Enjoy the a rooftop terrace and perks like free self parking.

Iris Hotel Boston

Coolidge Corner

Save 100% on your flight

$1,168

per person

Sep 19 - Sep 26

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A computer station, dry cleaning, and luggage storage are also on offer.

The Langham, Boston

Downtown Boston

$951

per person

Sep 19 - Sep 22

found 2 days ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the 24-hour gym and perks like free WiFi.

The Atlas Hotel

Allston

Save 100% on your flight

$1,416

per person

Oct 15 - Oct 20

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the laundry service and valet parking. A communal living room, luggage storage, and concierge services are also on offer.

Top Sterling hotels deals

Chocksett Inn and Restaurant

59 Laurelwood Road Sterling MA

Free Cancellation

Reserve now, pay when you stay

$159 nightly

$178 total

Aug 16 - Aug 17

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, express check-out, and wedding services are also on offer.

Great Wolf Lodge Boston / Fitchburg, MA

150 Great Wolf Dr Fitchburg MA

$149 nightly

$166 total

Aug 25 - Aug 26

Total with taxes and fees

This smoke-free resort features free water park access, 4 indoor pools, and a restaurant. Bring the family and enjoy the lazy river, bowling alley, and mini golf. Enjoy the seasonal outdoor pool and unwind at the bar/lounge and poolside bar.

La Quinta Inn by Wyndham Auburn Worcester

446 Southbridge St Auburn MA

Free Cancellation

Reserve now, pay when you stay

$79 nightly

$88 total

Aug 23 - Aug 24

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and free internet in public areas. There's express check-out and multilingual staff can provide around-the-clock assistance.

Courtyard by Marriott Boston Natick

342 Speen St Natick MA

Free Cancellation

Reserve now, pay when you stay

$118 nightly

$132 total

Aug 23 - Aug 24

Total with taxes and fees

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Free self parking, a coffee shop, and express check-in are also offered.

The Verve Hotel Boston Natick, Tapestry Collection by Hilton

1360 Worcester St Natick MA

Free Cancellation

Reserve now, pay when you stay

$119 nightly

$133 total

Aug 30 - Aug 31

Total with taxes and fees

This traditional hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Free self parking, a snack bar/deli, and express check-in are also offered.

Monticello Inn Framingham

90 Worcester Rd Framingham MA

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$89 total

Aug 20 - Aug 21

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.

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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.

Stay near popular Sterling attractions

Davis' Farmland & Mega Maze

7.0/10 (2 reviews)

Enjoy an outing to Davis' Farmland & Mega Maze during your stay in Sterling. You can attend a sporting event while in the area.

See properties

Frequently asked questions

How much are vacation packages to Sterling?

Your vacation daydreams can be realized in Sterling from just $564. Our packages include flights and hotels, so they're bound to make booking nice and easy. The only thing you'll have to worry about is having an incredible time.

How long should my Sterling vacation be?

Many travelers pack their bags and explore the sights of Sterling for approximately 2 nights. That's a good starting point, but don't feel restricted by it. Whether you stay a couple of nights to see the famous sights or hang around to discover the lesser-known sights, an unforgettable adventure awaits.

Where can I get the best vacation package deals for Sterling?

You can grab terrific Sterling package deals with Travelocity. Choose from as many as 400 airlines and 1,000,000 properties worldwide and turn those travel dreams into reality.

Why should I book my Sterling vacation package with Travelocity?

Travel is all about making fantastic new memories and leaving all your troubles behind — which is why we have a team of experts available 24/7 should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best deal available on our broad range of package deals. So what are you waiting for? There's no time like the present to secure that vacation you've always dreamed of.

Can I save on my Sterling car rental if I book it with hotels and flights?

Bundling your hotel, flight and car into a Sterling vacation package is a surefire way to land the best deal. Plus, having your own car rental gives you total freedom to find your way to all those big sights you can't wait to check out. Located 35 mi from Sterling, Fenway Park is one attraction that should feature on your itinerary. Fasten your seat belt and make a day trip of it.

Which airport is best for Sterling?

Logan Intl. Airport (BOS) (40 mi away from downtown), Bradley Intl. Airport (BDL) (60 mi away from central Sterling) and T.F. Green Airport (PVD) (50 mi away from central Sterling) are the main options in Sterling.

Where should I stay when visiting Sterling?

Many travelers stay at the Chocksett Inn and Restaurant. It's the perfect base for your Sterling escape.