Westford Vacation Packages

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Your Westford Vacation

Book a Westford vacation package and prepare for a wonderful getaway. With a reputation for its rich history and spectacular views, there's lots to like about this interesting city. Love to explore? Nashoba Valley Ski Area, Westford Town Common and Kimball Farm are just a few of the leading places to visit during your trip to Westford. Your perfect Westford vacation is a couple of clicks away. Browse flights, hotels and more on Expedia for an adventure that's tailored to suit your travel style.

Top Westford Vacation Deals

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4 out of 5
Save 100% on your flight
per person
Sep 7 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8/10 Very Good! (2,039 reviews)
Excellent hotel with friendly staff, clean and comfortable rooms with a Starbucks! We love the cookies at check in. always a winner. It is in a weird location but for our one night it was great.

Reviewed on Jul. 14, 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)
Great hotel terrific staff

Reviewed on Jul. 12, 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 9 hours 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

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)
Beautiful facility and wonderful staff.

Reviewed on Jul. 10, 2025

Embassy Suites Boston Logan Airport

Embassy Suites Boston Logan Airport

3.5 out of 5
East Boston
Save 100% on your flight
per person
Sep 7 - Sep 12
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (2,001 reviews)
Not bad at all, but nothing special

Reviewed on Jul. 13, 2025

Ready to book your vacation to Westford?

 

Choose your dates

Westford Hotel Deals

Westford Regency Inn & Conference Center
Westford Regency Inn & Conference Center
3 out of 5
219 Littleton Rd, Westford, MA
Fully refundableReserve now, pay when you stay
The price is CA $187 per night from Jul 27 to Jul 28
CA $187
CA $209 total
Jul 27 - Jul 28
includes taxes & fees
8/10 Very Good! (1,015 reviews)
"It was fine. Clean, but outdated. Quiet despite the hotel being full. I booked through Expedia 6 months prior to my reservation, which the hotel "lost" and as such, my room was downgraded from a king premium to a regular king and there was nothing they could do because I didn't book directly through ..."

Reviewed on Jul. 12, 2025

Westford Regency Inn & Conference Center
The Charles Hotel
The Charles Hotel
4 out of 5
One Bennett Street, Cambridge, MA
Fully refundableReserve now, pay when you stay
The price is CA $433 per night from Aug 12 to Aug 13
CA $433
CA $503 total
Aug 12 - Aug 13
includes taxes & fees
9.2/10 Wonderful! (1,006 reviews)
"Great hotel and location. Loved our stay, and would certainly stay again."

Reviewed on Jul. 12, 2025

The Charles Hotel
La Quinta Inn & Suites by Wyndham Boston Somerville
La Quinta Inn & Suites by Wyndham Boston Somerville
3 out of 5
23 Cummings St, Somerville, MA
Fully refundableReserve now, pay when you stay
The price is CA $183 per night from Jul 27 to Jul 28
CA $183
CA $205 total
Jul 27 - Jul 28
includes taxes & fees
7.4/10 Good! (2,749 reviews)
"The breakfast was good but the seats were limited."

Reviewed on Jul. 10, 2025

La Quinta Inn & Suites by Wyndham Boston Somerville
See all 1,023 properties in Westford
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 Westford

Immersive American Revolution Self-Guided Walking & Driving Tours

Liberty, Freedom, and Revolution: American History Tours Bundle

CA $41
per traveller
Liberty, Freedom, and Revolution: American History Tours Bundle
Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Highlights: Freedom Trail, Salem & More Tour

CA $68
per adult
Massachusetts Highlights: Freedom Trail, Salem & More Tour
Battle of Lexington and Concord Self-Guided Driving Audio Tour

Battle of Lexington and Concord Self-Guided Driving Audio Tour

CA $21
per traveller
90% of travellers recommend
Battle of Lexington and Concord Self-Guided Driving Audio Tour
See all activities in Westford

Frequently asked questions

How much does a Westford vacation package cost?
You can pick up a vacation package to this destination from CA $631 on Expedia. However, how much your vacation to Westford costs will depend on factors like the length of stay, season and hotel choice.
What are the cheapest months to go to Westford?
If you'd like to snag a cheap Westford vacation package, consider visiting in November, December and January. You'll generally find better rates on flights and accommodations during these quieter months --- perfect for travellers wishing to save money.
How many days is enough for Westford?
Westford vacations come in many shapes and sizes, but to get a real feel for this destination, we'd say 2 days is about right. With this timeframe, you can fit in major attractions like Westford Town Common and Great Brook Farm State Park and seek out some hidden gems. Don't miss out on neighbourhoods such as Tomahawk and Summer Village either. If you're clever with your time, you can even take a day trip or two from Westford too.
Is it worth booking a vacation package to Westford?
Westford is a good vacation destination with attractions like Kimball Farm among the many things to keep you busy. Whether you're travelling with the family or getting away with friends, a Westford vacation promises fun for everyone.
How to find the best Westford package deals?
Begin your search for a Westford package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the ideal Westford package deal right away, just tweak your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Westford adventure underway.
Is it cheaper to book a Westford vacation as a package?
An Expedia vacation package could land you significant savings when compared to arranging flights and accommodations separately. Better still, you can tailor your Westford trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Westford?
If you have your Westford travel dates confirmed, book early to grab some awesome deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Westford?

  1. Choose your dates: The things you plan to do in Westford and your favourite season can help you decide when to travel.
  2. Plan your budget wisely: On top of the price of your stay, you should consider other expenses. These include transportation, food and flights. Also, put aside a little extra for unexpected costs that could crop up during your trip to Westford.
  3. Decide how long to go for: Now that you know more about Westford, you can figure out the ideal length of your vacation. Pull together a rough plan and allocate enough time to cover everything you want to see.
  4. Combine your flights and hotel: Awesome destination, check. Length of stay, check. Now all that's left is to find a Westford vacation 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.