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.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was CA $1,221, price is now CA $760 per person
CA $760
per person
Nov 1 - Nov 3
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $2,836, price is now CA $1,681 per person
CA $1,681
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (135 reviews)
Awesome hotel. Staff is great. Best hotel in Boston! And I've stayed at alot of em.

Reviewed on Aug. 11, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,019, price is now CA $1,280 per person
CA $1,280
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,014 reviews)
The room was 5 star and it’s in an ideal location in central Boston. View of Boston harbor is amazing, of course. Restaurant on the harbor was good and the service there was great.

Reviewed on Aug. 19, 2025

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Price was CA $2,226, price is now CA $1,425 per person
CA $1,425
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (235 reviews)
We enjoyed having the bistro on site.

Reviewed on Jul. 17, 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $2,143, price is now CA $1,405 per person
CA $1,405
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (1,005 reviews)
The beds are the main thing that keep me coming black, so comfortable, especially after a long day of walking around Boston. I will say we were disappointed that the inside of our coffee machine was very dirty.. something i think shouldn't be missed when cleaning since we love a good morning coffee in the room , but had to settle for going to a coffee shop. We tried ordering room service , but after waiting over 1hr we ended up calling to cancel it. For the amount of money we paid , i think they could step their game up when it comes to service and details.

Reviewed on Aug. 16, 2025

Ready to book your vacation to Westford?

 

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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 $201 per night from Aug 22 to Aug 23
CA $201
CA $225 total
Aug 22 - Aug 23
includes taxes & fees
8/10 Very Good! (1,000 reviews)
"The property was close to a lot of outdoor activities and restaurants. Aso, I like that we were able to drive to the next town over and explore some more. I just wish the beach was closer but the kids still had fun at one of the town lake."

Reviewed on Aug. 1, 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 $644 per night from Sep 3 to Sep 4
CA $644
CA $746 total
Sep 3 - Sep 4
includes taxes & fees
9.2/10 Wonderful! (1,010 reviews)
"Awesome hotel"

Reviewed on Aug. 17, 2025

The Charles Hotel
Embassy Suites by Hilton Boston Waltham

Embassy Suites by Hilton Boston Waltham

3.5 out of 5
550 Winter Street, Waltham, MA
Fully refundableReserve now, pay when you stay
The price is CA $164 per night from Sep 3 to Sep 4
CA $164
CA $183 total
Sep 3 - Sep 4
includes taxes & fees
7.8/10 Good! (2,285 reviews)
"Everything was fine except for the housekeeping they never brought new towels and some other tjings we asked for!"

Reviewed on Aug. 18, 2025

Embassy Suites by Hilton Boston Waltham
See all 1,034 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
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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 $69
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 $760 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.