Chelmsford Vacations from $353

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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.
Cambria Hotel Boston Somerville

Cambria Hotel Boston Somerville

3 out of 5
Spring Hill
Save 100% on your flight
Price was $594, price is now $353 per person
$353
per person
Jan 29 - Feb 3
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
9.6/10 Exceptional! (1,003 reviews)
I have been staying here for more than 4 years now and it hasn’t disappointed once.

Reviewed on Dec 27, 2025

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was $1,332, price is now $417 per person
$417
per person
Feb 5 - Feb 10
found 23 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
8.4/10 Very Good! (188 reviews)
Apartment was clean and short walk from train. Staff were very friendly and helpful. Not too far from downtown Boston. Check in/check out process was very easy and convenient. If I ever find myself back in Boston, I’ll definitely see if this one is available.

Reviewed on Nov 10, 2025

The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Price was $1,794, price is now $873 per person
$873
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Boston (BOS)
9.6/10 Exceptional! (247 reviews)
Beautiful property! Room was excellent. Great amenities and free continental breakfast brought to our room.

Reviewed on Oct 21, 2025

The Atlas Hotel

The Atlas Hotel

3.5 out of 5
Allston
Save 100% on your flight
Price was $1,020, price is now $590 per person
$590
per person
Feb 5 - Feb 10
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Boston (BOS)
No reviews
The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was $861, price is now $514 per person
$514
per person
Mar 13 - Mar 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
9.4/10 Exceptional! (1,003 reviews)
Thank you for the room upgrade. I really appreciated it.

Reviewed on Dec 20, 2025

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Chelmsford Hotel Deals

Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway Everett MA
Fully refundableReserve now, pay when you stay
$221 nightly
The price is $247 total per night from Jan 29 to Jan 30
$247 total
Jan 29 - Jan 30, 2026
Total with taxes and fees
9.6/10 Exceptional! (3,491 reviews)
Very nice hotel

Reviewed on Dec 29, 2025

Encore Boston Harbor
The Arcadian Hotel

The Arcadian Hotel

3.5 out of 5
1200 Beacon St Brookline MA
Fully refundableReserve now, pay when you stay
$133 nightly
The price is $149 total per night from Jan 2 to Jan 3
$149 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
8/10 Very Good! (3,865 reviews)
Clean room, great street view, housekeeping daily, easy check out, and interior aesthetics were nice.

Reviewed on Dec 24, 2025

The Arcadian Hotel
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
$77 nightly
The price is $85 total per night from Jan 4 to Jan 5
$85 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
7.4/10 Good! (3,062 reviews)
👍👍👍💯

Reviewed on Dec 25, 2025

La Quinta Inn & Suites by Wyndham Boston Somerville
See all 1,588 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.

Find the Best Chelmsford Vacation Packages

Chelmsford Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
33,900
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 Chelmsford vacation package cost?
Offering excellent value package deals from $353 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.

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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.