Westborough Vacation Packages
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Your Westborough Vacation
The adventure-filled city of Westborough is calling. Discover its highlights and hidden gems with a Westborough vacation package that's customized to you. Westborough Country Club and Lake Chauncy Public Beach are a couple of the top attractions to visit during a trip to Westborough. Expedia can help you escape the everyday. Tailor your vacation to Westborough to suit your style of travel, whatever that may look like.
Top Westborough Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
Dorchester
CA $665
per person
Sep 7 - Sep 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.
Reviewed on May 19, 2026
Pier 7 Condominiums
Bass River
CA $854
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Boston (BOS)
8.6/10 Excellent! (13 reviews)
I loved this place so much! The place was extremely clean and I felt very comfortable during my stay. The air conditioning ran super cold, the kitchen provided most things needed to make a quick meal, and the pool was very comfortable. They also have games and ping pong available.
Reviewed on Aug 6, 2026
By the Sea Guests Bed & Breakfast & Suites
CA $700
per person
Oct 26 - Oct 29
found 8 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (203 reviews)
Gorgeous location, room and common areas with lots of historic charm mixed with thoughtful touches throughout. Lovely to have the well-kept private beach all set up and ready to enjoy. Room was bright and cheerful and breakfast was delicious as well. If you’re looking for peaceful and quiet, this is a great choice.
Reviewed on Aug 7, 2026
Sesuit Harbor House
CA $987
per person
Sep 16 - Sep 20
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (196 reviews)
The Sesuit Harbor House is awesome. Has a very Cape Cod feel, the owners are excellent very attentive and have done an awesome job with this property. There is a beautiful fire pit, pool, nice outside areas to eat and relax and they also have goats! I highly recommend, close to dining and beaches as well.
Reviewed on Aug 1, 2026
The Mansion at Ocean Edge
CA $2,979
per person
Sep 16 - Sep 20
found 12 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.2/10 Very good! (1,004 reviews)
Hotel and Expedia canceled my booking last minute and I had to spend 3 hours on call to get alternate booking. I paid same high price for something that was much less than my original booking. Last minute cancelation of hotel bookings is extremely disappointing, especially if it's in middle of vacation. There should be binding cancelation policy for hotels as well.
Reviewed on Jul 30, 2026
Ready to book your vacation to Westborough?
Westborough Hotel Deals
DoubleTree by Hilton Hotel Boston - Westborough
5400 Computer Dr Westborough MA
Fully refundableReserve now, pay when you stay
CA $171
CA $191 total
Aug 19 - Aug 20
includes taxes & fees
8.8/10 Excellent! (1,021 reviews)
"The room had a musty smell but it was clean. They charged for the water bottle, based on the price, it should have been free. You can’t use your Hilton member number for points if booked through Expedia. The keys did not work if it was near a phone and the reset didn’t work either, had to walk around ..."
Reviewed on Aug 7, 2026
Extended Stay America Suites Boston Westborough Computer Dr
1800 Computer Dr Westborough MA
Fully refundableReserve now, pay when you stay
CA $121
CA $135 total
Aug 23 - Aug 24
includes taxes & fees
Westborough Inn
4 Boardman St Westborough MA
Fully refundableReserve now, pay when you stay
CA $138
CA $154 total
Aug 9 - Aug 10
includes taxes & fees
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 Westborough attractions
Westborough Country Club
7.6/10 (29 reviews)
Enjoy a round of golf in Westborough at Westborough Country Club. Experience the great live music or attend a sporting event in this family-friendly area.
Lake Chauncy Public Beach
6.6/10 (17 reviews)
Why not spend a lazy afternoon at Lake Chauncy Public Beach during your trip to Westborough? While in this family-friendly area, you can savor the top-notch restaurants.
What to do in Westborough
1-Hour Axe Throwing in Worcester
CA $39
per adult
94% of travellers recommend
Frequently asked questions
How much does a Westborough vacation package cost?
Offering great value package deals from CA $665 on Expedia, you'll be pleasantly surprised at how much a vacation to Westborough costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Westborough?
December, January and February are great times to search for cheap Westborough vacation packages. Choosing to travel in quieter months means you can usually find better prices on hotels and flights.
How many days is enough for Westborough?
The ideal duration for your Westborough vacation depends on what you'd like to do. Usually, a handful of days to a week will give you time to check out all the major attractions and explore some hidden treasures along the way.
How to find the best Westborough package deals?
Begin your search for a Westborough package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Popular locations" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the ideal Westborough package deal straight away, simply tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Westborough escape underway.
Is it cheaper to book a Westborough vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your flight, car rental and hotel into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component individually. And you'll still enjoy the flexibility to create a customized Westborough vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Westborough?
If you have your Westborough vacation dates confirmed, book as early as you can to bag some unbeatable deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Westborough?
- Choose your dates: What you'd like to do in Westborough and your preferred season will help you decide when to get away.
- Figure out your budget: Make sure you have enough money to cover everything from food and transportation to activities and flights. Your accommodations will probably be the biggest expense during your trip to Westborough.
- Decide how long to go away for: Now that you're up to speed on Westborough, you can figure out the ideal length of your vacation. Put together a rough itinerary and allocate enough time to cover everything you want to see.
- Bundle your airfare and accommodations: After you've nailed down your dates and duration, lock in the right Westborough vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
