Boston Road Vacation Packages

Plan, book, travel with confidence
Better together
Save up to CA $4,200 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 Holiday Package Deals in Boston Road

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

The Inn at Hastings Park, Relais & Chateaux - Boston

CA $1,366

per person

Oct 1 - Oct 4

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.6/10 Exceptional! (262 reviews)

Luxury Apartments by Hyatus at Boston Everett

CA $1,796

per person

Oct 15 - Oct 18

just found

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9/10 Wonderful! (6 reviews)

We were in Boston for the Mammoth March in Hingham and needed a base for some sight seeing in Boston for the week. We did not have a rental car but the parking garage was easily accessible and secure. We were able to get ubers very easily from the location. The Chelsea train station was only a 5 min walk away and the trains were reliable and efficient. The support staff replied to all our messages in the chat option quickly and were very helpful. The kitchen was well stocked and set up. The apartment was clean and all the linens and towels were freshly laundred. Would recommend this place without hesitation.

Reviewed on Jun 15, 2026

Good Hotels Boston

South End

CA $1,402

per person

Sep 23 - Sep 26

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Boston (BOS)

8/10 Very good! (55 reviews)

Very nice people and had excellent help!

Reviewed on Aug 7, 2026

Fairmont Copley Plaza, Boston

Back Bay

CA $1,725

per person

Sep 23 - Sep 26

found 1 day ago

Roundtrip non-stop flight included

Halifax (YHZ) to Boston (BOS)

9/10 Wonderful! (1,298 reviews)

The Charles Hotel

West Cambridge

CA $3,035

per person

Sep 24 - Sep 30

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Boston (BOS)

9.4/10 Exceptional! (1,006 reviews)

Where to stay in Boston Road

Find the best Boston Road areas and neighborhoods for the activities you enjoy most. Learn more about Boston Road

A river with a bridge, a large dome-shaped building, and a cityscape with various buildings and roads.

Metro Center

5 out of top 10 points of interest in this area

Explore Springfield Armory National Park, Quadrangle museums, and enjoy over 70 clubs, bars, and restaurants in the Club Quarter. Exceptionally walkable, with easy access to I-91, I-291, and Union Station.

A basketball court with spectators, a scoreboard, and a wall of portraits.

South End

2 out of top 10 points of interest in this area

If you're spending some time in South End, Naismith Memorial Basketball Hall of Fame and Titanic Museum are top sights worth seeing.

A dense forest with a stream, moss-covered rocks, and ferns.

Forest Park

While visiting Forest Park, you might make a stop by sights like Forest Park and Zoo in Forest Park and Education Center.

A calm lake surrounded by autumn-colored trees.

Liberty Heights

1 out of top 10 points of interest in this area

While visiting Liberty Heights, you might make a stop by sights like Medical Library and Health Sciences Library.

Memorial Square

Memorial Square might not have many top sights, but Brightwood Ave. Park and Josiah Day House are two attractions nearby that you can check out.

Boston Road Hotel Deals

Howard Johnson by Wyndham Springfield

1356 Boston Rd Springfield MA

Fully refundableReserve now, pay when you stay

CA $119

CA $135 total

Aug 31 - Sep 1

includes taxes & fees

6.6/10 (1,001 reviews)

"The room was clean. Breakfast wasn't much but an over night stay was just fine."

Reviewed on Aug 15, 2026

MGM Springfield

One MGM Way Springfield MA

CA $199

CA $257 total

Aug 20 - Aug 21

includes taxes & fees

9/10 Wonderful! (1,544 reviews)

"Everything was clean and lovely. Just way smaller space than other hotels. It wasn't an issue for us, just noting it for people it would bother. Room was about half the size of a normal American hotel room. We won a little in the casino, spent it on room service. The food was good."

Reviewed on Aug 13, 2026

Candlewood Suites Windsor Locks Bradley Arpt by IHG

149 Ella Grasso Turnpike Windsor Locks CT

Fully refundable

CA $157

CA $180 total

Aug 23 - Aug 24

includes taxes & fees

8.4/10 Very good! (1,044 reviews)

"The room was perfect. The mattress was soft and there were different pillows to choose from. The space was very well thought out and there were no heavy perfume smells. I called the front desk at 12:30 a.m on my last night to let them know I had very loud neighbors and they took care of the issue. ..."

Reviewed on Aug 15, 2026

See all 344 properties in Boston Road

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.