Chelmsford Vacations from ￥299,333

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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.
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
Sep 6 - Sep 12
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (242 reviews)
Amazing relaxing oasis.

Reviewed on Jul 26, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Sep 6 - Sep 12
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.6/10 Exceptional! (132 reviews)
Raffles is the most service oriented hotel we have ever stayed at. This place is amazing!!

Reviewed on Aug 2, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Oct 19 - Oct 23
found 17 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.8/10 Exceptional! (1,001 reviews)
Favorite hotel in Boston amazing pool and gym

Reviewed on Aug 2, 2025

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Sep 6 - Sep 12
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
9.4/10 Exceptional! (358 reviews)
This experience from checking in to the quality of the room and the incredible concierge service that helped us with restaurants in our entire experience was unbelievable! It was probably the best experience I had with a luxury hotel in any city I visited. We will definitely be coming back!

Reviewed on Jul 20, 2025

Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

4.5 out of 5
Back Bay
Save 100% on your flight
per person
Sep 6 - Sep 12
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Boston (BOS)
8.8/10 Excellent! (1,013 reviews)
Beautiful hotel located right in the heart of the city! Nice big room with a big bathroom. Located near all the shopping and great restaurants. Also very close to the T station and very safe!

Reviewed on Jul 28, 2025

Find the Best Chelmsford Vacation Packages

Chelmsford Hotel Deals

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 ￥23,242 per night from Aug 10 to Aug 11
￥23,242
￥30,901 total
Aug 10 - Aug 11
includes taxes & fees
8/10 Very Good! (3,254 reviews)
"Loved everything about this hotel. The rooms, the amenities. They staff was incredible. So much space and an area to just relax. Loved that the train was right across the street from the hotel. Made getting around Boston so easy."

Reviewed on Aug 1, 2025

The Arcadian Hotel
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 ￥21,373 per night from Aug 10 to Aug 11
￥21,373
￥28,200 total
Aug 10 - Aug 11
includes taxes & fees
8.8/10 Excellent! (2,037 reviews)
"Stayed for the 2nd time for a Fenway concert in July. It's nice and dark and quiet to sleep in and a noontime checkout! It is very clean and convenient location to get to Fenway via Uber."

Reviewed on Aug 1, 2025

Hyatt Regency Boston/Cambridge
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway, Everett, MA
Fully refundableReserve now, pay when you stay
The price is ￥45,296 per night from Aug 25 to Aug 26
￥45,296
￥50,596 total
Aug 25 - Aug 26
includes taxes & fees
9.6/10 Exceptional! (3,143 reviews)
"This was one of our best stays by far on our 30 day road trip in July. Our room was beautiful overlooking the Boston Harbor which was a romantic view at night. We deeply appreciated the convenience of the high-tech set up allowing us to control everything on an iPad. That was a unique experience ..."

Reviewed on Aug 2, 2025

Encore Boston Harbor
See all 1,484 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 ￥299,333 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.