Chelmsford Vacation Packages 2025/2026 from $414

Chelmsford flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Lakeside Inn

Save 100% on your flight

$414

per person

Jan 30 - Feb 3

found 7 hours ago

Roundtrip flight included

Denver (DEN) to Boston (BOS)

This hotel features a restaurant, a gym, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking.

Boston Lodge and Suites

Dorchester

$436

per person

Jan 30 - Feb 3

found 7 hours ago

Roundtrip flight included

Denver (DEN) to Boston (BOS)

Free WiFi in public areas, a terrace, and a garden are available at this hotel. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. A hair salon, a picnic area, and express check-out are also on offer.

The Whitney Hotel

Beacon Hill

Save 100% on your flight

$655

per person

Jan 23 - Jan 27

found 22 hours ago

Roundtrip flight included

Denver (DEN) to Boston (BOS)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Valet parking, a garden, and a lobby fireplace are also offered.

The Revolution Hotel

South End

Save 100% on your flight

$535

per person

Dec 25 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Dallas (DAL) to Boston (BOS)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. A 24-hour business center, a coffee shop, and a terrace are also on offer.

Club Quarters Hotel Faneuil Hall, Boston

Downtown Boston

Save 100% on your flight

$571

per person

Dec 25 - Dec 31

found 1 day ago

Roundtrip non-stop flight included

Dallas (DAL) to Boston (BOS)

This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the in-room fitness and conveniences like a 24-hour front desk and concierge services.

Top Chelmsford hotels deals

Holiday Inn Express Chelmsford by IHG

8 Independence Drive, Chelmsford, MA

Free Cancellation

$106 nightly

$118 total

Nov 24 - Nov 25

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.

Pool

Breakfast included

Encore Boston Harbor

1 Broadway, Everett, MA

Free Cancellation

Reserve now, pay when you stay

$274 nightly

$307 total

Dec 1 - Dec 2

Total with taxes and fees

This luxury hotel features a casino, a full-service spa, and a nightclub. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Free self parking is free for guests, and you can enjoy a meal in one of the 15 restaurants.

Spa

Parking included

The Charles Hotel

One Bennett Street, Cambridge, MA

Free Cancellation

Reserve now, pay when you stay

$256 nightly

$297 total

Dec 6 - Dec 7

Total with taxes and fees

A full-service spa, 3 restaurants, and a 24-hour gym are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, limo/town car service, and a snack bar/deli are also offered.

Spa

Pet friendly

The Arcadian Hotel

1200 Beacon St, Brookline, MA

Free Cancellation

Reserve now, pay when you stay

$133 nightly

$149 total

Nov 23 - Nov 24

Total with taxes and fees

A 24-hour gym is featured at this hotel, along with self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Luggage storage is provided and the front desk is staffed around-the-clock.

Breakfast included

Free WiFi

La Quinta Inn & Suites by Wyndham Boston Somerville

23 Cummings St, Somerville, MA

Free Cancellation

Reserve now, pay when you stay

$84 nightly

$93 total

Dec 7 - Dec 8

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and a free airport shuttle. Traveling on business? Take advantage of the business center and free internet in public areas. There's a gym on site, and a 24-hour front desk and dry cleaning are also provided.

Breakfast included

Free airport shuttle

DoubleTree by Hilton Boston North Shore

50 Ferncroft Rd, Danvers, MA

Free Cancellation

Reserve now, pay when you stay

$98 nightly

$109 total

Nov 16 - Nov 17

Total with taxes and fees

This hotel features 2 restaurants, an indoor pool, and a gym. Families will appreciate the arcade/game room and convenience store. Enjoy the sauna and perks like free self parking.

Pool

Spa

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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 are vacation packages to Chelmsford?

Adventures are calling in Chelmsford, with Travelocity vacation packages starting from as low as $414. Providing both hotels and flights, these sensational deals make it a cinch to see all corners of the globe.

How long should my Chelmsford vacation be?

The majority of people choose to spend roughly 2 nights in Chelmsford, but it's totally up to you. If you intend to check out all the fantastic things this place has waiting for you, why not hang around another night or two?

Where can I get the best vacation package deals for Chelmsford?

Travelocity has everything you need to score a fantastic Chelmsford package deal. Select from as many as 400 airlines and 1,000,000 properties worldwide and put together a travel itinerary that fits your style. With this amount of choice at your fingertips, it's easy to plan your next big escape.

Why should I purchase my Chelmsford vacation bundle via Travelocity?

By booking your flights, hotel, activities and car rental all in the one place, you'll save time and money. All our bookings come with a professional customer service support team available round-the-clock, and you'll know that you're always getting the best deal possible with our Price Match Guarantee. So, what are you waiting for? Book your dream getaway today and start packing!

Will I save money on my Chelmsford car rental if I bundle it with my hotel or flight?

Bundling your car, flight and hotel into a Chelmsford vacation package is an excellent way to score the best deal. Plus, having your own wheels gives you total freedom to get to all those landmarks you're eager to see. Located 55 mi from Chelmsford, Plymouth Rock is one attraction that should have a place on your itinerary. Fill up the tank and make a day trip of it.

Which airport is best for Chelmsford?

Many travelers choose to fly into Logan Intl. Airport (BOS), 25 mi southeast of downtown Chelmsford. Others prefer T.F. Green Airport (PVD) (60 mi away from central Chelmsford) or Manchester-Boston Regional Airport (MHT) (25 mi away from central Chelmsford).

Where should I stay when visiting Chelmsford?

Many visitors choose to check in to the Radisson Hotel Suites Chelmsford Lowell. It's sure to be a great base for your Chelmsford escape.