Chelmsford Vacations from ￥88,974

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    Save up to ￥45,448 when you book a flight and hotel together*
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The Latest Chelmsford Vacation Packages

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
Price was ￥129,270, price is now ￥88,974 per person
￥88,974
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Lexington (LEX) to Boston (BOS)
8.8/10 Excellent! (1,002 reviews)
Great Experience at a great location

Reviewed on Aug 21, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was ￥343,912, price is now ￥183,572 per person
￥183,572
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Lexington (LEX) to Boston (BOS)
9.6/10 Exceptional! (147 reviews)
The Reffles Hotel is a fabulous place to stay. Hotel is amazing with a wonderful friendly staff.

Reviewed on Aug 20, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was ￥578,667, price is now ￥365,285 per person
￥365,285
per person
Oct 12 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (1,013 reviews)
Great location. Beautiful building and setting. Staff are helpful and friendly!

Reviewed on Aug 24, 2025

The Charles Hotel

The Charles Hotel

4 out of 5
West Cambridge
Save 100% on your flight
Price was ￥200,016, price is now ￥133,802 per person
￥133,802
per person
Nov 20 - Nov 24
found 1 day ago
Roundtrip non-stop flight included
Lexington (LEX) to Boston (BOS)
9.2/10 Wonderful! (1,010 reviews)
Increased room daily charges at the time of checkout significantly

Reviewed on Aug 24, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Save 100% on your flight
Price was ￥203,086, price is now ￥141,836 per person
￥141,836
per person
Nov 20 - Nov 24
found 19 hours ago
Roundtrip non-stop flight included
Lexington (LEX) to Boston (BOS)
9.6/10 Exceptional! (441 reviews)
Beautiful building, friendly staff, great atmosphere

Reviewed on Aug 16, 2025

Find the Best Chelmsford Vacation Packages

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 ￥25,127 per night from Sep 21 to Sep 22
￥25,127
￥32,544 total
Sep 21 - Sep 22
includes taxes & fees
8.8/10 Excellent! (2,109 reviews)
Thanks
"Friendly and helpful staff. We had a great stay. Thank you."

Reviewed on Aug 24, 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 ￥21,167 per night from Sep 1 to Sep 2
￥21,167
￥28,593 total
Sep 1 - Sep 2
includes taxes & fees
8/10 Very Good! (3,375 reviews)
"Easy and early check in. Safe parking and much cheaper than most Boston hotels."

Reviewed on Aug 25, 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 ￥49,269 per night from Sep 21 to Sep 22
￥49,269
￥55,034 total
Sep 21 - Sep 22
includes taxes & fees
9.6/10 Exceptional! (3,203 reviews)
"I had an absolutely wonderful stay at this hotel. From the moment I arrived, the staff was warm, welcoming, and professional, always going above and beyond to make sure I felt comfortable. The check-in process was quick and smooth, and every team member I encountered had a genuine smile and willingness ..."

Reviewed on Aug 25, 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.

Frequently asked questions

How much does a Chelmsford vacation package cost?
Offering excellent value package deals from ￥88,974 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?
January, February and November are great times to look for cheap Chelmsford vacation packages. Opting to travel in less busy months means you can usually find reduced prices on flights and hotels.
How many days is enough for Chelmsford?
Usually, a handful of days is enough to check out the top attractions during your Chelmsford vacation. But if you want to have some time to kick back 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. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to visit Chelmsford.
  2. Set your budget: Factor in costs like food, flights and transportation when working out how much to set aside for your trip to Chelmsford. Then, select a property that matches your budget, whether that's a low-cost stay or a high-end getaway.
  3. Decide how many days away: Start by making a list of all the activities and attractions you'd like to get to in Chelmsford. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your airfare and accommodations: After you've nailed down your trip dates and duration, lock in the ideal 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.