Sterling Holidays from AU$2,394

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Your Sterling Holiday

When you choose a Sterling holiday package, it's all about enjoying your escape to the fullest. Delve into the highlights of this vibrant city knowing that all your travel needs have been taken care of in advance. A trip to Sterling is an ideal opportunity to take in the sights. Be sure to look around big-name attractions such as Tower Hill Botanic Garden, Museum of Russian Icons and Fuller Field. Whatever your travel plans or budget, organising your ultimate tailored Sterling holiday is a walk in the park with Expedia.

The Latest Sterling Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St

2 out of 5
Beacon Hill
Price was AU$3,093, price is now AU$2,394 per person
AU$2,394
per person
12 Oct - 17 Oct
found 8 hours ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
7.4/10 Good! (89 reviews)
Had a 4 night stay at the Maverick Suites on Temple Street. I mainly booked this room to be close to my daughter, who lives a couple of doors down. The room is a bit tight for two people, but my friend & I made it work by sleeping 90 degrees on the double bed to turn it into more of a "short king". Room was very clean, however the one suggestion I would make is to use less of the strong-smelling cleaner (Fabioso?) or a more natural cleaner. Otherwise, the property felt safe and clean. Beautiful hardwood floors, nice bathroom & small kitchen area. Staff is very responsive via TEXT (not by phone). We requested clean towels etc, and they were very accommodating. Temple St. is walkable to many sites you'll want to check out in Boston via a walk or to the Park St T station. I would recommend staying at the Maverick Suites!

Reviewed on 25 Jun. 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was AU$6,212, price is now AU$3,972 per person
AU$3,972
per person
12 Oct - 17 Oct
found 8 hours ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
9.6/10 Exceptional! (147 reviews)
The Reffles Hotel is a fabulous place to stay. Hotel is amazing with a wonderful friendly staff.

Reviewed on 20 Aug. 2025

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Price was AU$4,000, price is now AU$2,846 per person
AU$2,846
per person
12 Oct - 17 Oct
found 8 hours ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
8.8/10 Excellent! (235 reviews)
We enjoyed having the bistro on site.

Reviewed on 17 Jul. 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was AU$5,149, price is now AU$3,742 per person
AU$3,742
per person
12 Oct - 17 Oct
found 8 hours ago
Return direct flight included
Sydney (SYD) to Boston (BOS)
9.6/10 Exceptional! (441 reviews)
Beautiful building, friendly staff, great atmosphere

Reviewed on 16 Aug. 2025

Hotel AKA Back Bay

Hotel AKA Back Bay

4.5 out of 5
Back Bay
Price was AU$4,478, price is now AU$3,255 per person
AU$3,255
per person
21 Sept - 27 Sept
found 17 hours ago
Return flight included
Melbourne (MEL) to Boston (BOS)
9.2/10 Wonderful! (1,108 reviews)
Heather was unbelievable in every way. Because of her past excellent service we returned!! She makes this hotel experience a true pleasure. Thank you Heather for your kind and gracious assistance.

Reviewed on 21 Aug. 2025

Sterling Holiday

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 The Hanover Theatre for the Performing Arts

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
Fully refundableReserve now, pay when you stay
The price is AU$328 per night from 24 Aug to 25 Aug
AU$328
24 Aug - 25 Aug
includes taxes & fees
8.6/10 Excellent! (133 reviews)
Short Stay
"Everything went smoothly, but for the noisy air conditioning system and the very noisy toilet!!! Other than that nice, clean, no disturbances at all."

Reviewed on 25 Jun. 2025

Chocksett Inn and Restaurant
Courtyard by Marriott Boston Natick

Courtyard by Marriott Boston Natick

3 out of 5
342 Speen St, Natick, MA
Fully refundableReserve now, pay when you stay
The price is AU$179 per night from 31 Aug to 1 Sept
AU$179
31 Aug - 1 Sept
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"Was a very quiet stay"

Reviewed on 17 Aug. 2025

Courtyard by Marriott Boston Natick
Courtyard by Marriott Boston Marlborough

Courtyard by Marriott Boston Marlborough

3 out of 5
75 Felton St, Marlborough, MA
Fully refundableReserve now, pay when you stay
The price is AU$220 per night from 28 Aug to 29 Aug
AU$220
28 Aug - 29 Aug
includes taxes & fees
8.6/10 Excellent! (1,004 reviews)
"Had a good stay"

Reviewed on 18 Aug. 2025

Courtyard by Marriott Boston Marlborough
See all 356 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
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Sterling holiday package cost?
You'll find cheap prices from AU$2,394 on Expedia for your Sterling escape. However, factors like the length of stay, the season and your choice of hotel will influence how much your holiday to Sterling costs.
What are the cheapest months to go to Sterling?
The off-season is the best time to visit Sterling if you're trying to save. Another tip for finding cheap Sterling holiday packages? Avoid visiting during public holidays and any major events.
How many days is enough for Sterling?
With a well-planned itinerary, you can easily hit the top Sterling attractions in a handful of days. But if you'd like to discover lesser-known spots or take day trips, think about booking your Sterling holiday for longer.
How to find the best Sterling package deals?
Use Expedia's handy filters to help you find some of the best Sterling package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or search for Sterling package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your holiday package as early as possible.
Is it cheaper to book a Sterling holiday as a package?
Expedia holiday packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and you could save hundreds of dollars. You'll typically get a better deal than booking each component separately. And you'll still get the freedom to create a tailored Sterling holiday by choosing your preferred airline, accommodation type and car class.
When to book a holiday package to Sterling?
Land incredible bargains by reserving your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Sterling holiday.
How to plan a trip to Sterling?

  1. Choose the ideal time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to travel to Sterling.
  2. Set your budget: Consider costs like flights, food and transportation when calculating how much to set aside for your trip to Sterling. Then, choose a property that fits your budget, whether that's an economical stay or a more upscale getaway.
  3. Determine how many days away: Start by making a list of all the sights and activities you'd like to get to in Sterling. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a Sterling holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.