
Sterling Vacation Packages
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Your Sterling Vacation
Our Sterling vacation 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 vacation to Sterling to suit your style of travel, whatever that may be.
Top Sterling Vacation Deals
Price found within the past 48 hours. Click for updated prices.


Boston Harbor Hotel
North End
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
Location is perfect. A lots of places to see within walking distance and good restaurants nearby too. The service is great. Friendly and professional staff. The room is clear and spacious. The gym is very big with all the equipments and have personal training rooms too. We stayed 5 nights and were very lucky to get room on 16th floor with a balcony!
Reviewed on Jul. 14, 2025


Fairmont Copley Plaza, Boston
Back Bay
Save 100% on your flight
per person
Aug 23 - Aug 27
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (1,009 reviews)
We booked through Expedia. They charge rooms that booked through discount sites an “urban fee of $35 per night for your convenience”. Whether you want something or not, you are charged an additional $35 and this is only for rooms that book with a discount rate. We were given a room with no working refrigerator- they brought a banged up one up and it was placed in the room randomly. We were not able to access a movie which was part of their “urban deal”. Phone to concierge either wasn’t working or no one was answering around 9:30 pm so had to get redressed and head downstairs to ask a question. It’s a beautiful hotel and the people behind the scenes were so kind but we were definitely treated like reduced rate guests.
Reviewed on Jul. 14, 2025

Omni Parker House
Downtown Boston
Save 100% on your flight
per person
Sep 25 - Sep 29
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (2,836 reviews)
Loved this hotel!! My second time here, and the staff was absoultely wonderful, hotel room great, just a tad small, but the beds were so comfortable :)
My bestie and I loved the Boston creme pie!
Reviewed on Jul. 16, 2025
Sterling Hotel Deals

Chocksett Inn and Restaurant
59 Laurelwood Road, Sterling, MA
Fully refundableReserve now, pay when you stay
The price is CA $259 per night from Jul 17 to Jul 18
CA $259
CA $290 total
Jul 17 - Jul 18
includes taxes & fees
8.6/10 Excellent! (132 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 Jun. 25, 2025

Motel 6 Framingham, MA - Boston West
1668 Worcester Rd, Framingham, MA
Fully refundable
The price is CA $123 per night from Jul 17 to Jul 18
CA $123
CA $132 total
Jul 17 - Jul 18
includes taxes & fees
6.8/10 (1,016 reviews)
"Need more clean up and parking space"
Reviewed on Jul. 15, 2025

Great Wolf Lodge Boston / Fitchburg, MA
150 Great Wolf Dr, Fitchburg, MA
Fully refundableReserve now, pay when you stay
The price is CA $273 per night from Jul 17 to Jul 18
CA $273
CA $305 total
Jul 17 - Jul 18
includes taxes & fees
8.4/10 Very Good! (1,022 reviews)
"Really enjoyed the wolf den suite. Plenty of room, microwave/mini fridge in room. Free ears at gift shop after check in! Download the app before going, willow will help you with anything."
Reviewed on Jul. 13, 2025
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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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.