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.
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $1,556, price is now CA $1,032 per person
CA $1,032
per person
Jan 31 - Feb 3
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $2,120, price is now CA $1,142 per person
CA $1,142
per person
Jan 31 - Feb 3
found 20 hours ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)
!

Reviewed on Nov 10, 2026

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was CA $2,360, price is now CA $1,524 per person
CA $1,524
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (491 reviews)
The best location and the beat service! The best swimming pool

Reviewed on Nov 9, 2026

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was CA $2,311, price is now CA $1,580 per person
CA $1,580
per person
Jan 29 - Feb 1
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.6/10 Exceptional! (343 reviews)

The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was CA $1,890, price is now CA $1,305 per person
CA $1,305
per person
Jan 31 - Feb 3
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (744 reviews)

Ready to book your vacation to Westford?

 

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Westford Hotel Deals

Four Points by Sheraton Boston Newton

Four Points by Sheraton Boston Newton

3.5 out of 5
320 Washington Street Newton MA
Fully refundableReserve now, pay when you stay
The price is CA $144 per night from Dec 6 to Dec 7
CA $144
CA $160 total
Dec 6 - Dec 7
includes taxes & fees
8.4/10 Very good! (2,667 reviews)
"All excellent"

Reviewed on Nov 9, 2026

Four Points by Sheraton Boston Newton
Bedford Plaza Hotel - Boston

Bedford Plaza Hotel - Boston

3 out of 5
340 Great Road Bedford MA
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Nov 16 to Nov 17
CA $126
CA $141 total
Nov 16 - Nov 17
includes taxes & fees
6.6/10 (1,407 reviews)
"Front desk staff were very helpful. Rooms were average and the breakfast was not very good for a full kitchen hotel. Price was a little above average."

Reviewed on Nov 10, 2026

Bedford Plaza Hotel - Boston
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 $128 per night from Dec 6 to Dec 7
CA $128
CA $143 total
Dec 6 - Dec 7
includes taxes & fees
La Quinta Inn & Suites by Wyndham Boston Somerville
See all 1,113 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
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Family Vacations

Stay near popular Westford attractions

A snow-covered town with a prominent church, a main road, and surrounding residential areas.

Westford Town Common

9.4/10 (19 reviews)
Explore the great outdoors at Westford Town Common, a lovely green space in Westford. Attend a sporting event while in this family-friendly area or simply enjoy the top-notch restaurants.
See properties

What to do in Westford

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
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)

CA $71
per adult
Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)
Lexington & Concord Self-Guided Driving & Walking Audio Tour

Lexington & Concord Self-Guided Driving & Walking Audio Tour

CA $21
per traveller
Lexington & Concord Self-Guided Driving & Walking 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 $1,032 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.