Sterling Vacation Packages 2026 from $601

Sterling flight + hotel vacation packages

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

The Atlas Hotel

Allston

Save 100% on your flight

$601

per person

Sep 13 - Sep 16

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 WiFi in public areas. A communal living room, luggage storage, and concierge services are also on offer.

Boston Harbor Hotel

North End

$1,687

per person

Aug 26 - Sep 2

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.

The Charles Hotel

West Cambridge

Save 100% on your flight

$1,266

per person

Aug 29 - Sep 5

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

A full-service spa, 3 restaurants, and a 24-hour gym are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, limo/town car service, and a snack bar/deli are also offered.

Good Hotels Boston

South End

Save 100% on your flight

$625

per person

Sep 13 - Sep 16

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

Express check-in, express check-out, and luggage storage are available at this hotel. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. Laundry facilities and a virtual front desk are also provided.

The Godfrey Hotel Boston

Downtown Boston

Save 100% on your flight

$850

per person

Aug 26 - Sep 2

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. Valet parking, a business center, and a coffee shop are also offered.

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

Jun 29 - Jun 30

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.

Pet friendly

Parking included

Great Wolf Lodge Boston / Fitchburg, MA

150 Great Wolf Dr Fitchburg MA

$149 nightly

$166 total

Jun 29 - Jun 30

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.

Pool

Restaurant

DoubleTree by Hilton Hotel Boston - Westborough

5400 Computer Dr Westborough MA

Free Cancellation

Reserve now, pay when you stay

$130 nightly

$146 total

Jul 20 - Jul 21

Total with taxes and fees

This hotel features an indoor pool, a 24-hour gym, and a restaurant. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Pool

Parking included

Best Western Royal Plaza Hotel & Trade Center

181 Boston Post Rd W Marlborough MA

Free Cancellation

Reserve now, pay when you stay

$111 nightly

$124 total

Jun 28 - Jun 29

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling for business? Take advantage of the free WiFi in public areas, express check-in, and conference center. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.

Pool

Breakfast included

Courtyard by Marriott Boston Natick

342 Speen St Natick MA

Free Cancellation

Reserve now, pay when you stay

$134 nightly

$150 total

Jul 2 - Jul 3

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.

Pet friendly

Parking included

Monticello Inn Framingham

90 Worcester Rd Framingham MA

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$89 total

Jul 14 - Jul 15

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.

Parking included

Free WiFi

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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.

Popular places to visit

Davis' Farmland & Mega Maze

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

Mary Had a Little Lamb Statue

You can find out about the history of Sterling when you stop by Mary Had a Little Lamb Statue. Experience the area's festivals and entertainment venues.

Frequently asked questions

How much are vacation packages to Sterling?

Your vacation daydreams can be realized in Sterling from just $601. 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.