Chelmsford Vacations from $180

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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.

The Latest Chelmsford vacation packages

Price found within the past 48 hours. Click for updated prices.
Sunbird Cape Cod Resort

Sunbird Cape Cod Resort

2.5 out of 5
Save 100% on your flight
Price was $282, price is now $180 per person
$180
per person
Oct 23 - Oct 26
found 18 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
7.6/10 Good! (456 reviews)
Everything was great

Reviewed on Aug 18, 2025

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Save 100% on your flight
Price was $650, price is now $329 per person
$329
per person
Nov 1 - Nov 3
found 16 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
8.4/10 Very Good! (186 reviews)
Hotel 1620 Plymouth Harbor

Hotel 1620 Plymouth Harbor

3 out of 5
Plymouth Downtown Waterfront District
Save 100% on your flight
Price was $698, price is now $430 per person
$430
per person
Oct 26 - Oct 30
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.2/10 Very Good! (1,007 reviews)
Beautiful area, easy to walk around and sightsee. Room was spacious but has a chlorine smell, average for cleanliness. Dirt, grime around shower doors.

Reviewed on Aug 22, 2025

D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
Save 100% on your flight
Price was $514, price is now $317 per person
$317
per person
Oct 5 - Oct 8
found 1 day ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
9.4/10 Exceptional! (2,226 reviews)
Consistently excellent stay

Reviewed on Aug 22, 2025

Parker Beach Lodge

Parker Beach Lodge

3 out of 5
Bass River
Save 100% on your flight
Price was $387, price is now $245 per person
$245
per person
Oct 23 - Oct 26
found 18 hours ago
Roundtrip flight included
Miami (MIA) to Boston (BOS)
8.4/10 Very Good! (319 reviews)
Great location, very comfortable beds. The lighting in the room could be better.

Reviewed on Aug 14, 2025

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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
$203 nightly
The price is $235 total per night from Sep 1 to Sep 2
$235 total
Sep 1 - Sep 2
Total with taxes and fees
8.8/10 Excellent! (2,099 reviews)
"Good location"

Reviewed on Aug 22, 2025

Hyatt Regency Boston/Cambridge
The Arcadian Hotel

The Arcadian Hotel

3.5 out of 5
1200 Beacon St, Brookline, MA
$227 nightly
The price is $254 total per night from Sep 22 to Sep 23
$254 total
Sep 22 - Sep 23
Total with taxes and fees
8/10 Very Good! (3,351 reviews)
"I liked that it was clean and modern. I didn't like the interior room of the hotel. The window opened to the indoor hallway and no natural light. I felt like I was in a fishbowl. Other than that, the staff was good, the place was clean, and the location was perfect."

Reviewed on Aug 21, 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
$307 nightly
The price is $343 total per night from Aug 24 to Aug 25
$343 total
Aug 24 - Aug 25
Total with taxes and fees
9.6/10 Exceptional! (3,190 reviews)
"Great amenities and super clean and beautiful. If you want to spoil yourself, this is the place to be. Lots of dining options around and conveniently located. I would recommend it."

Reviewed on Aug 22, 2025

Encore Boston Harbor
See all 1,485 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?
Offering excellent value package deals from $180 on Expedia, you'll be pleasantly surprised at how much a vacation to Chelmsford costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Chelmsford?
If you'd like to book a cheap Chelmsford vacation package, consider planning a trip in December, January and February. You'll usually find better prices on flights and hotels during these months — ideal for a budget-friendly getaway.
How many days is enough for Chelmsford?
Generally, a handful of days is enough to see the top attractions during your Chelmsford vacation. However, if you want to have time to unwind or take day trips, think about extending your trip.
How to find the best Chelmsford package deals?
Begin your search for a Chelmsford package deal by entering your travel dates and destination under our "Packages" tab. Then add some filters, like "Popular locations" and "Property type," 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 change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Chelmsford escape underway.
Is it cheaper to book a Chelmsford vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging stays and flights separately. Better still, you can personalize your Chelmsford trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Chelmsford?
If you're considering a spontaneous Chelmsford getaway, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Chelmsford?

  1. Choose when to get away: Check your calendar and pack your bags. Your favorite season and the activities available will also help you decide when to vacation in Chelmsford.
  2. Set a budget: Consider expenses like flights, food and transportation when working out how much to put aside for your trip to Chelmsford. Then, pick a hotel that works with your budget, whether that's an economical option or a more luxurious retreat.
  3. Organize your Chelmsford escape with our trip planning tool: Search for and book stays and experiences all in one place. You can also collaborate with family and friends to plan an unforgettable trip to Chelmsford together.
  4. Work out your trip length: Think about how long you'd like to spend discovering Chelmsford. Plan your itinerary so you can get to all the experiences and attractions you're interested in without rushing.
  5. Bundle your bookings: With your travel dates in order, you can combine your hotels, flights, car rental and more into a personalized Chelmsford vacation package.
  6. Add on experiences and excursions: Read our dedicated travel guide to find some awesome things to do in Chelmsford. Book tickets or make reservations in advance to save time and skip the hassle of trying to find activities when you arrive.

Does Expedia offer Book Now, Pay Later Chelmsford vacation packages?
If you're anything like us, you love discovering new places but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can break down the total cost of your Chelmsford break across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.