Westford Vacations from $367

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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.

The Latest Westford vacation packages

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 $824, price is now $367 per person
$367
per person
Dec 6 - Dec 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Price was $1,374, price is now $711 per person
$711
per person
Dec 15 - Dec 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (160 reviews)
I wish the water was hotter, had to ask to have room cleaned after 1st day as housekeeping did not come. Very responsive though when inquiries made.

Reviewed on Oct 7, 2025

Beacon Hill Hotel

Beacon Hill Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was $883, price is now $561 per person
$561
per person
Dec 15 - Dec 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9/10 Wonderful! (246 reviews)
Lean room, nice staff but the elevator broke and it took a while to fix it

Reviewed on Oct 1, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was $1,446, price is now $920 per person
$920
per person
Nov 28 - Dec 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (457 reviews)
The hotel is well appointed and maintained. The front desk staff crew were very accommodating. The only negative for us was was the noise factor in our room.

Reviewed on Oct 8, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,961, price is now $1,258 per person
$1,258
per person
Dec 1 - Dec 5
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.8/10 Exceptional! (1,008 reviews)
Hotel was clean and the room was a great size. Staff was very helpful.

Reviewed on Oct 10, 2025

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Discover the most popular places to visit in Westford

Kimball Farm

Bring the kiddos to Kimball Farm and enjoy some excitement at this amusement park in Westford. Attend a sporting event while in this family-friendly area or simply enjoy the top-notch restaurants.

Kimball Farm

Westford Town Common

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.

Westford Town Common

MIT Haystack Observatory

Enjoy an outing to MIT Haystack Observatory during your stay in Westford. You can attend a sporting event while in the area.

MIT Haystack Observatory

What to do in Westford

Immersive American Revolution Self-Guided Walking & Driving Tours

Liberty, Freedom, and Revolution: American History Tours Bundle

$30
per traveler
Liberty, Freedom, and Revolution: American History Tours Bundle
Massachusetts Highlights: Freedom Trail, Salem & More Tour

Massachusetts Highlights: Freedom Trail, Salem & More Tour

$45
per adult
Massachusetts Highlights: Freedom Trail, Salem & More Tour
Massachusetts Self-Guided Driving and Walking Tours Bundle

Massachusetts: Smartphone-Based Audio Tour Bundle

$50
per traveler
Massachusetts: Smartphone-Based Audio Tour Bundle
See all activities in Westford

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
$134 nightly
The price is $150 total per night from Nov 7 to Nov 8
$150 total
Nov 7 - Nov 8
Total with taxes and fees
8/10 Very Good! (1,007 reviews)
"Excellent stay! Rooms are very clean and the staff were all very friendly. The breakfast buffet is very good and Joshua brought a good vibe to the atmosphere. Will definitely stay again."

Reviewed on Oct 6, 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
$292 nightly
The price is $338 total per night from Oct 30 to Oct 31
$338 total
Oct 30 - Oct 31
Total with taxes and fees
9.2/10 Wonderful! (1,013 reviews)
"Clean room and really comfy beds!"

Reviewed on Oct 7, 2025

The Charles Hotel
Lakeside Inn

Lakeside Inn

2 out of 5
595 North Ave, Wakefield, MA
Fully refundableReserve now, pay when you stay
$115 nightly
The price is $128 total per night from Nov 2 to Nov 3
$128 total
Nov 2 - Nov 3
Total with taxes and fees
7.4/10 Good! (2,207 reviews)
"The room was nice, but the front desk woman was exceptional--very helpful in getting a 1st floor room for persons in the party with physical challenges."

Reviewed on Oct 3, 2025

Lakeside Inn
See all 1,058 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.

Westford Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
21,600
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Nashoba Valley Ski Area, Minute Man National Historical Park and DeCordova Sculpture Park and Museum

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Frequently asked questions

How much does a Westford vacation package cost?
You'll find cheap prices from $367 on Expedia for your Westford escape. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Westford costs.
What are the cheapest months to go to Westford?
January, August and December are the best times to search for cheap Westford vacation packages. Traveling in less busy periods means you can generally find reduced prices on accommodations and flights.
How many days is enough for Westford?
We recommend planning a Westford vacation for around 2 days. This will give you plenty of time to check off major attractions including Westford Museum and Historical Society and Kimball Farm, and also explore neighborhoods like Tomahawk and Summer Village. You could even make time for a day trip from Westford.
Is it worth booking a vacation package to Westford?
It's no wonder a Westford vacation is on the must-do list of many travelers. Top attractions like Kimball Farm are just the beginning of things to see and do here.
How to find the best Westford package deals?
Use Expedia's filters to find some fabulous Westford package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Westford package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Westford vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging accommodations and flights separately. Better still, you can tailor your Westford trip to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Westford?
If you're planning a spur-of-the-moment Westford vacation, browse our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can land amazing deals on your flights and hotels by booking ahead.
How to plan a trip to Westford?

  1. Pick your dates: What you want to do in Westford and your preferred season will help you decide when to go.
  2. Set a budget: Factor in expenses like flights, transportation and food when working out how much to save for your trip to Westford. Then, select a hotel that suits your budget, whether that's a wallet-friendly stay or a more upscale retreat.
  3. Use Expedia's trip planning tool to explore Westford: Research every aspect of your trip to Westford with this comprehensive planner. Invite family or friends to collaborate on a group trip, search for hotels or things to do and make bookings.
  4. Decide your trip length: Consider how long you'd like to spend exploring Westford. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  5. Combine your accommodations and airfare: After you've nailed down your travel dates and duration, lock in the perfect Westford vacation package for you.
  6. Book any activities or day trips: Here's the fun part — locking in everything you want to see and do. Browse some of the incredible things to do in Westford and book your tickets early to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later Westford vacation packages?
Set off on your perfect trip to Westford with our Book Now, Pay Later vacations. No need to save up or wait until payday — we've partnered with online lender Affirm to offer you flexibility and choice. Our vacation packages with payment plans let you spread the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily stick to your budget and snap up bargains before they disappear.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.