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.
Hampton Inn Boston Seaport District

Hampton Inn Boston Seaport District

3 out of 5
Seaport District
Save 100% on your flight
per person
Sep 21 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (2,411 reviews)
The beds were very hard and uncomfortable.

Reviewed on Jul. 15, 2025

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
Sep 1 - Sep 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (242 reviews)
Beautiful place. But floor in the bathroom was a little sticky. Yuck. When I checked in, I was shown a beautiful dining room where breakfast would be served. But then, instead, it was served in a much more shabby room. Also, the included breakfast was quite skimpy. Extra charge for a real breakfast. (Also, I may be wrong, but I don’t think the word “potatoes” appears anywhere on the menu. Of course, you do serve potatoes - with a delicious omelette that I enjoyed, for example.)

Reviewed on Jun. 6, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) 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

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.6/10 Exceptional! (122 reviews)
Excellent, elegant, great service in every way possible. Friendly, helpful and responsive staff too.

Reviewed on Jul. 14, 2025

Holiday Inn Express & Suites Boston - Cambridge by IHG

Holiday Inn Express & Suites Boston - Cambridge by IHG

2.5 out of 5
East Cambridge
Save 100% on your flight
per person
Sep 27 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
8.4/10 Very Good! (1,006 reviews)
So accommodating when we arrived early from our flight!!

Reviewed on Jul. 14, 2025

Ready to book your vacation to Westborough?

 

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Westborough Hotel Deals

DoubleTree by Hilton Hotel Boston - Westborough

DoubleTree by Hilton Hotel Boston - Westborough

4 out of 5
5400 Computer Dr, Westborough, MA
Fully refundableReserve now, pay when you stay
The price is CA $163 per night from Aug 3 to Aug 4
CA $163
CA $182 total
Aug 3 - Aug 4
includes taxes & fees
8.6/10 Excellent! (1,010 reviews)
"Clean and renovated room with Hilton digital key entry, online check-in, and room selection supported. Double-Tree cookie was delicious!"

Reviewed on Jul. 12, 2025

DoubleTree by Hilton Hotel Boston - Westborough
Extended Stay America Suites Boston Westborough Computer Dr

Extended Stay America Suites Boston Westborough Computer Dr

2.5 out of 5
1800 Computer Dr, Westborough, MA
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Jul 17 to Jul 18
CA $126
CA $141 total
Jul 17 - Jul 18
includes taxes & fees
6.4/10 (888 reviews)
"The gentleman at the front desk was extremely polite and helpful. We had to schedule the room last minute, at midnight."

Reviewed on Jul. 13, 2025

Extended Stay America Suites Boston Westborough Computer Dr
Extended Stay America Suites Boston Westborough Connector Rd

Extended Stay America Suites Boston Westborough Connector Rd

2.5 out of 5
19 Connector Rd, Westborough, MA
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Jul 16 to Jul 17
CA $132
CA $147 total
Jul 16 - Jul 17
includes taxes & fees
5.8/10 (692 reviews)
"Good"

Reviewed on Jul. 15, 2025

Extended Stay America Suites Boston Westborough Connector Rd
See all 505 properties in Westborough
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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

What to do in Westborough

Private Walking Tour of the 100th Town in Westborough

Private Walking Tour of the 100th Town in Westborough

CA $55
per traveller
Private Walking Tour of the 100th Town in Westborough
2-Day Secret Cavern+Niagara Falls Tou

Niagara Falls(US) 2-Day Tour from Boston

CA $378
per adult
Niagara Falls(US) 2-Day Tour from Boston
1-Hour Axe Throwing in Worcester

1-Hour Axe Throwing in Worcester

CA $38
per adult
100% of travellers recommend
1-Hour Axe Throwing in Worcester
See all activities in Westborough

Frequently asked questions

How much does a Westborough vacation package cost?
Offering great value package deals from CA $720 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?

  1. Choose your dates: What you'd like to do in Westborough and your preferred season will help you decide when to get away.
  2. 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.
  3. 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.
  4. 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.