Chelmsford Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Flight + Hotel Deals in Chelmsford

Price found within the past 48 hours. Click for updated prices.
Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
MIT
Price was €757, price is now €583 per person
€583
per person
26 Jan - 31 Jan
found 1 day ago
Return flight included
Reykjavik (KEF) to Boston (BOS)
9/10 Wonderful! (2,724 reviews)

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was €2,191, price is now €1,141 per person
€1,141
per person
26 Jan - 31 Jan
found 1 day ago
Return flight included
Reykjavik (KEF) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was €1,538, price is now €1,116 per person
€1,116
per person
26 Jan - 31 Jan
found 1 day ago
Return flight included
Reykjavik (KEF) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)

Club Quarters Hotel Faneuil Hall, Boston

Club Quarters Hotel Faneuil Hall, Boston

4 out of 5
Downtown Boston
Price was €904, price is now €663 per person
€663
per person
26 Jan - 31 Jan
found 1 day ago
Return flight included
Reykjavik (KEF) to Boston (BOS)
9/10 Wonderful! (3,501 reviews)

The Dagny Boston

The Dagny Boston

4 out of 5
Downtown Boston
Price was €786, price is now €609 per person
€609
per person
26 Jan - 31 Jan
found 1 day ago
Return flight included
Reykjavik (KEF) to Boston (BOS)
9.6/10 Exceptional! (7,276 reviews)
The products could have been better.

Reviewed on 6 Nov 2026

Top hotels in Chelmsford

Holiday Inn Express Chelmsford by IHG

Holiday Inn Express Chelmsford by IHG

2.5 out of 5
8 Independence Drive Chelmsford MA
Fully refundableReserve now, pay when you stay
The price is €90 per night from 6 Dec to 7 Dec
€90
6 Dec - 7 Dec
includes taxes & fees
8.8/10 Excellent! (1,247 reviews)
"Our stay at this Holiday Inn Express was highly disappointing. The hotel room was dated, poorly maintained, and lacked proper cleanliness. While the breakfast was acceptable, the room charges were far too high for the quality provided. We did not expect a reputable brand like Holiday Inn Express ..."

Reviewed on 6 Nov 2026

Holiday Inn Express Chelmsford by IHG
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway Everett MA
Fully refundableReserve now, pay when you stay
The price is €285 per night from 29 Nov to 30 Nov
€285
29 Nov - 30 Nov
includes taxes & fees
9.6/10 Exceptional! (4,336 reviews)
"The hotel was phenomenal, they only downside was several amenities were down due to the workers on strike."

Reviewed on 5 Nov 2026

Encore Boston Harbor
Arcadian Hotel

Arcadian Hotel

3.5 out of 5
1200 Beacon St Brookline MA
Fully refundableReserve now, pay when you stay
The price is €112 per night from 6 Dec to 7 Dec
€112
6 Dec - 7 Dec
includes taxes & fees
8.2/10 Very good! (4,470 reviews)
"Comfortable, friendly, clean, conveniently located in the heart of the city!"

Reviewed on 5 Nov 2026

Arcadian Hotel
See all 1,600 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.

What to do in Chelmsford

Battle of Lexington and Concord Self-Guided Driving Audio Tour

Battle of Lexington and Concord Self-Guided Driving Audio Tour

€13
per traveller
90% of travellers recommend
Battle of Lexington and Concord Self-Guided Driving Audio Tour
Liberty Ride Trolley Tour

Lexington, Massachusetts - Liberty Ride Trolley Tour

€36
per adult
90% of travellers recommend
Lexington, Massachusetts - Liberty Ride Trolley Tour
Massachusetts Self-Guided Audio Tour Bundle: 10+ Tours

Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)

€45
per adult
Massachusetts Self-Guided GPS Audio Tour Bundle (11 Tours)
See all activities in Chelmsford

Frequently asked questions

How much does a Chelmsford holiday package cost?
Offering excellent value package deals from €583 on Expedia, you'll be pleasantly surprised at how much a holiday to Chelmsford costs! Expedia's packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Chelmsford?
January, February and November are great times to look for cheap Chelmsford holiday 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 holiday. 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 holiday as a package?
An Expedia holiday package could save you hundreds of dollars when compared to arranging stays and flights separately. Better still, you can personalise 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 holiday 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 accommodation: After you've nailed down your trip dates and duration, lock in the ideal Chelmsford holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.