Chelmsford Vacation Packages 2025/2026 from $395

Chelmsford flight + hotel vacation packages

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

Boston Lodge and Suites

Dorchester

Save 100% on your flight

$395

per person

Nov 8 - Nov 10

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) 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 Cove At Salem

Save 100% on your flight

$660

per person

Nov 12 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A communal living room and barbecue grills are also provided.

Boston Harbor Hotel

North End

Save 100% on your flight

$1,987

per person

Oct 7 - Oct 10

found 1 day ago

Roundtrip non-stop flight included

Dallas (DAL) to Boston (BOS)

A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.

The Hotel Salem

Save 100% on your flight

$911

per person

Nov 12 - Nov 16

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

This hotel features a restaurant, a rooftop terrace, and a bar/lounge. WiFi in public areas is free. A terrace, luggage storage, and concierge services are also on offer.

Hotel 1620 Plymouth Harbor

Plymouth Downtown Waterfront District

$541

per person

Oct 18 - Oct 21

found 24 hours ago

Roundtrip flight included

Denver (DEN) to Boston (BOS)

Free water park access and an indoor pool are featured at this smoke-free hotel. Traveling on business? Take advantage of the conference center and conference space on site. Enjoy the 24-hour gym and perks like free self parking.

Top Chelmsford hotels deals

Four Points by Sheraton Boston Newton

320 Washington Street, Newton, MA

Free Cancellation

Reserve now, pay when you stay

$148 nightly

$165 total

Sep 21 - Sep 22

Total with taxes and fees

This smoke-free hotel includes 2 restaurants, an indoor pool, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. A bar/lounge, a 24-hour front desk, and express check-out are also provided.

Pool

Pet friendly

Encore Boston Harbor

1 Broadway, Everett, MA

Free Cancellation

Reserve now, pay when you stay

$286 nightly

$320 total

Oct 2 - Oct 3

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.

Lakeside Inn

595 North Ave, Wakefield, MA

Free Cancellation

Reserve now, pay when you stay

$99 nightly

$111 total

Sep 11 - Sep 12

Total with taxes and fees

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.

Pool

Breakfast included

The Arcadian Hotel

1200 Beacon St, Brookline, MA

Free Cancellation

Reserve now, pay when you stay

$227 nightly

$254 total

Sep 21 - Sep 22

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

Embassy Suites by Hilton Boston Waltham

550 Winter Street, Waltham, MA

Free Cancellation

Reserve now, pay when you stay

$133 nightly

$149 total

Sep 14 - Sep 15

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the express check-in and WiFi in public areas. Relax with a drink at the bar/lounge and enjoy the free full breakfast each morning.

Pool

Breakfast included

Sonesta Select Boston Danvers

275 Independence Way, Danvers, MA

Free Cancellation

Reserve now, pay when you stay

$163 nightly

$182 total

Sep 14 - Sep 15

Total with taxes and fees

This hotel features a gym and a seasonal outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a coffee shop, and a garden are also offered.

Pool

Pet friendly

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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 $395. 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.