Chelmsford Vacation Packages

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Your Chelmsford Vacation

When a city getaway is calling, answer it with a vacation package to Chelmsford. The neighborhood of Ballardvale, which is good for watersports, nature and history, makes a wonderful base for your adventures. If taking in sights is part of the program during your trip to Chelmsford, stop by major attractions like University of Massachusetts Lowell, Tsongas Arena and Lowell Memorial Auditorium. Expedia is here to help you escape the everyday. Tailor your vacation to Chelmsford to match your travel style, whatever that may be.

Top Chelmsford Vacation Deals

Price found within the past 48 hours. Click for updated prices.
DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
per person
Sep 8 - Sep 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (1,002 reviews)
Everything outstanding

Reviewed on Jul. 19, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Sep 19 - Sep 22
found 20 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
I made a mistake on my room type when I made the reservation, they hotel was extremely helpful in helping me get it corrected. The hotel is beautiful, the location/views are amazing, and the food at the hotel restaurant was outstanding.

Reviewed on Jul. 23, 2025

Studio Allston Hotel

Studio Allston Hotel

3.5 out of 5
Brighton
per person
Oct 16 - Oct 19
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.6/10 Excellent! (1,033 reviews)
Was not aware of additional fees when arrived Room wasn’t ready after 4pm

Reviewed on Jul. 21, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Sep 1 - Sep 5
found 12 hours ago
Roundtrip flight included
Ottawa (YOW) 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

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
per person
Sep 8 - Sep 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (3,076 reviews)
The space was impeccably clean, and the warmth and friendliness of the people made for a truly delightful experience. Everything was fantastic; however, I did find the bathtub to be quite small, which was a bit of a drawback.

Reviewed on Jul. 24, 2025

Ready to book your vacation to Chelmsford?

 

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Chelmsford Hotel Deals

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive, Cambridge, MA
Fully refundableReserve now, pay when you stay
The price is CA $184 per night from Aug 10 to Aug 11
CA $184
CA $245 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (2,020 reviews)
"Nice stay"

Reviewed on Jul. 23, 2025

Hyatt Regency Boston/Cambridge
The Arcadian Hotel

The Arcadian Hotel

3.5 out of 5
1200 Beacon St, Brookline, MA
Fully refundableReserve now, pay when you stay
The price is CA $205 per night from Aug 17 to Aug 18
CA $205
CA $274 total
Aug 17 - Aug 18
includes taxes & fees
8/10 Very Good! (3,237 reviews)
"We loved this hotel. Staff, especially Miggs, was always helpful. Rooms were clean, beds were great, location was perfect with T right out front! Parking was good but the ticket machine is way too high and I had to get out of the car to get one every time. Breakfast was ok, lots of breads. We would ..."

Reviewed on Jul. 23, 2025

The Arcadian Hotel
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway, Everett, MA
Fully refundableReserve now, pay when you stay
The price is CA $358 per night from Aug 3 to Aug 4
CA $358
CA $400 total
Aug 3 - Aug 4
includes taxes & fees
9.6/10 Exceptional! (3,130 reviews)
"An incredible hotel with a nice casino, not so far from the city"

Reviewed on Jul. 22, 2025

Encore Boston Harbor
See all 1,488 properties in Chelmsford
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.
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Frequently asked questions

How much does a Chelmsford vacation package cost?
You'll find cheap prices from CA $1,060 on Expedia for your Chelmsford getaway. However, factors like the length of stay, hotel choice and season will influence how much your vacation to Chelmsford costs.
What are the cheapest months to go to Chelmsford?
You can generally find lower prices and better availability in January, February and November. Explore our cheap Chelmsford vacation packages and you could land some great off-season discounts.
How many days is enough for Chelmsford?
We recommend booking a Chelmsford vacation for around 2 days. This gives you time to visit top attractions such as Clara Sexton House and Westford Town Common, as well as check out neighbourhoods like South Lowell and Highlands. You might even be able to squeeze in a day trip outside of Chelmsford.
How to find the best Chelmsford package deals?
Begin your search for a Chelmsford package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select a few filters, like "Property type" and "Popular locations," 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 perfect Chelmsford package deal straight away, simply switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Chelmsford adventure underway.
Is it cheaper to book a Chelmsford vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically snag a better deal than booking each component separately. And you'll still have the flexibility to create a personalized Chelmsford vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Chelmsford?
If you're considering an impromptu Chelmsford adventure, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Chelmsford?

  1. Choose the perfect time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to visit Chelmsford.
  2. Set a budget: Consider expenses such as flights, food and transportation when working out how much to set aside for your trip to Chelmsford. Then, choose a hotel that works with your budget, whether that's an affordable stay or a more upscale retreat.
  3. Decide how many days away: Start by listing all the attractions you'd like to experience in Chelmsford. Then, estimate how long you'll need at each, as well as any travel time.
  4. Combine your airfare and accommodations: Once you've nailed down your travel dates and duration, lock in the right Chelmsford 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.