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.
The Wylie Inn and Conference Center at Endicott College
Price was CA $1,106, price is now CA $831 per person
CA $831
per person
Sep 13 - Sep 18
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.2/10 Wonderful! (1,181 reviews)
The grounds are stunningly beautiful. The room was clean and the staff were very inviting. The room had a mini fridge, but no microwave. There was a microwave, as well as cold filtered water and cups just a short walk down the hall.
Reviewed on Jun 20, 2026
Boston Harbor Hotel
North End
Price was CA $2,491, price is now CA $1,522 per person
CA $1,522
per person
Aug 20 - Aug 23
found 2 days ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,009 reviews)
We were there for 5 days. It was impeccable. The location, service, ambiance everything was perfect! All small attentions that makes you feel comfortable. We took the water taxi from (and to) the airport directly to the hotel fastest way to get there. Easy to walk around and along the waterfront. Breakfast was excellent
Reviewed on Jun 15, 2026
The Langham, Boston
Downtown Boston
Price was CA $1,804, price is now CA $1,235 per person
CA $1,235
per person
Aug 20 - Aug 23
found 2 days ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,015 reviews)
Expensive 2 star hotel. Stayed here twice and 2 star is the highest I could rate it. Not value for money. Trying to be something it is not and hiking the prices up for the World Cup is shameful. Tired dated and an average hotel
Reviewed on Jun 23, 2026
The Charles Hotel
West Cambridge
Price was CA $2,476, price is now CA $1,763 per person
CA $1,763
per person
Aug 5 - Aug 10
found 1 hour ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
9.4/10 Exceptional! (1,001 reviews)
had a delicious muffin and coffee. Parking was safe and convenient.
Reviewed on Jun 22, 2026
By the Sea Guests Bed & Breakfast & Suites
Price was CA $1,406, price is now CA $1,032 per person
CA $1,032
per person
Sep 3 - Sep 7
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.2/10 Wonderful! (189 reviews)
Nice property. A little parking issue due to limited parking. Only one space per room, I think some people didn't listen. But breakfast, the private beach, the staff, the amenities all awesome.
Reviewed on Jun 25, 2026
Chelmsford Hotel Deals
Hyatt Regency Boston/Cambridge
575 Memorial Drive Cambridge MA
The price is CA $237 per night from Jul 1 to Jul 2
CA $237
CA $318 total
Jul 1 - Jul 2
includes taxes & fees
9/10 Wonderful! (2,390 reviews)
"Great location for visiting Cambridge and just a short walk across the bridge to Fenway Park."
Reviewed on Jun 26, 2026
Encore Boston Harbor
1 Broadway Everett MA
Fully refundableReserve now, pay when you stay
The price is CA $313 per night from Jun 30 to Jul 1
CA $313
CA $350 total
Jun 30 - Jul 1
includes taxes & fees
9.6/10 Exceptional! (3,869 reviews)
"Karissa at check in was amazing and the room was unbelievable spacious and beautiful"
Reviewed on Jun 26, 2026
Arcadian Hotel
1200 Beacon St Brookline MA
Fully refundableReserve now, pay when you stay
The price is CA $286 per night from Jul 1 to Jul 2
CA $286
CA $367 total
Jul 1 - Jul 2
includes taxes & fees
8/10 Very good! (4,269 reviews)
"Hotel was very clean, Beds comfortable. The staff at times were not friendly and very kurt."
Reviewed on Jun 26, 2026
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.
What to do in Chelmsford
Battle of Lexington and Concord Self-Guided Driving Audio Tour
CA $21
per traveller
90% of travellers recommend
Lexington, MA Liberty Ride Trolley Tour
CA $55
per adult
90% of travellers recommend
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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.
