South Shore Vacation Packages 2026 from $499

South Shore flight + hotel vacation packages

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

Pensione Popolo

Plateau Mont-Royal

$499

per person

Feb 1 - Feb 7

found 21 hours ago

Roundtrip flight included

Boston (BOS) to Montreal (YUL)

This Victorian guesthouse features 2 restaurants and 2 bars/lounges. WiFi in public areas is free. A coffee shop, a terrace, and a snack bar/deli are also on offer.

Liv MTL - Plaza

Rosemont-La Petite-Patrie

$1,524

per person

Jan 22 - Jan 25

found 1 day ago

Roundtrip flight included

Boston (BOS) to Montreal (YUL)

Free WiFi in public areas, express check-in, and express check-out are available at this apartment. Luggage storage, locker space, and a virtual front desk are also on offer.

Hampton Inn & Suites by Hilton Montreal-Dorval

Save 100% on your flight

$578

per person

Feb 1 - Feb 8

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Montreal (YUL)

This hotel features 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. Guests will appreciate freebies like buffet breakfast and free self parking.

Liv MTL - Urban

Plateau Mont-Royal

Save 100% on your flight

$604

per person

Jan 29 - Feb 1

found 1 day ago

Roundtrip flight included

New York (NYC) to Montreal (YUL)

Free WiFi in public areas, express check-in, and express check-out are available at this apartment. Luggage storage, locker space, and laundry facilities are also on offer.

WERFY Luxury Apart-Hotel

Griffintown

$682

per person

Feb 14 - Feb 21

found 24 hours ago

Roundtrip flight included

New York (NYC) to Montreal (YUL)

Free WiFi in public areas, a terrace, and a convenience store are available at this aparthotel. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A virtual front desk are provided for your convenience.

Top South Shore hotels deals

Hôtel Brossard

7365, Marie-Victorin Brossard QC

Free Cancellation

Reserve now, pay when you stay

$104 nightly

$124 total

Jan 9 - Jan 10, 2026

Total with taxes and fees

A gym is featured at this hotel, along with free WiFi in public areas and a snack bar/deli. Traveling on business? Take advantage of the business center and free internet in public areas. A computer station, dry cleaning, and luggage storage are also on offer.

Free WiFi

Air conditioning

Hotel Bonaventure Montreal

900 rue De La Gauchetiere West Montreal QC

Free Cancellation

Reserve now, pay when you stay

$148 nightly

$176 total

Dec 18 - Dec 19

Total with taxes and fees

Hot springs and an outdoor pool are featured at this smoke-free hotel. Families will appreciate the onsite laundry facilities and in-room childcare. Enjoy a meal from the restaurant and perks like free WiFi.

Pool

Hot Tub

Hotel Le Cantlie Suites

1110, Sherbrooke Street West Montreal QC

$100 nightly

$119 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

This smoke-free aparthotel features 2 restaurants, a bar/lounge, and a gym. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. There's a seasonal outdoor pool on site, and laundry facilities and concierge services are also offered.

Pool

Kitchen

L'Appartement Hotel

455, Sherbrooke West Montreal QC

Free Cancellation

Reserve now, pay when you stay

$89 nightly

$106 total

Dec 20 - Dec 21

Total with taxes and fees

This aparthotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the a rooftop terrace and free continental breakfast.

Pool

Breakfast included

Best Western Plus Montreal Downtown-Hotel Europa

1240 Drummond Street Montreal QC

Free Cancellation

Reserve now, pay when you stay

$75 nightly

$89 total

Dec 17 - Dec 18

Total with taxes and fees

This smoke-free hotel features 2 restaurants, a bar/lounge, and a gym. WiFi in public areas is free. A 24-hour business center, a hair salon, and express check-out are also on offer.

Free WiFi

Restaurant

Fairmont The Queen Elizabeth

900 Boulevard Rene Levesque West Montreal QC

Free Cancellation

Reserve now, pay when you stay

$220 nightly

$262 total

Dec 16 - Dec 17

Total with taxes and fees

A full-service spa, an indoor pool, and a restaurant are all featured at this hotel. Families will appreciate the onsite laundry facilities and babysitting. Enjoy the 24-hour gym and perks like free WiFi.

Pool

Hot Tub

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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.

Popular places to visit

Hiking at Mont-Bruno.
"Seigneurial" lake.

Mont-Saint-Bruno National Park

Explore the great outdoors at Mont-Saint-Bruno National Park, a lovely green space in Saint-Bruno-de-Montarville. Discover the acclaimed art scene and stunning cathedral in this walkable area.

Canadian Railway Museum

Highlights of this museum’s vast collection include the oldest surviving Canadian-built steam locomotive and King George VI’s locomotive.

Fort Chambly National Historic Site

Learn about the local history of Chambly when you spend time at Fort Chambly National Historic Site. Stroll along the riverfront or attend a sporting event in the area.

Frequently asked questions

How much are vacation packages to South Shore?

$499 is all you need to spend for a memorable break in South Shore. Bundle your flights and hotel into a vacation package with Travelocity and see your savings add up. With prices this good, you'll want to start packing your bags now!

Where can I get the best vacation package deals for South Shore?

For an affordable package deal to South Shore, head straight to Travelocity. Pick from as many as 400 air carriers and 1,000,000 worldwide properties to create the ultimate adventure — it's really that easy.

Why should I purchase my South Shore vacation package with Travelocity?

From incredible destinations to one-of-a-kind experiences, we have everything you need to satisfy your wanderlust. Our 24/7 support will also ensure you're being well taken care of during your trip. And don't fret if you spot a better price on your booking, we'll match it. That's our Price Match Guarantee.

Can I save money on my South Shore car rental if I book it with a hotel or flight?

Bundling your bookings into a South Shore vacation package will save you a handsome sum. Combine a flight and car; a car, hotel and flight; or a car and hotel. You won't find a better way to discover the greater South Shore area than with your own ride. You can also add activities and experiences to your Travelocity package.

What is the best time of year to go to South Shore?

If you prefer to wander wisely, is a great time to do it. That's when you'll find hotel rates are at their most affordable. In contrast, prices surge around . June, July and August are the most popular times for a vacation in South Shore, so expect snaking queues for top attractions. Want to avoid peak season? You'll find fewer crowds in December, January and February.

Which airport is best for South Shore?

Pierre Elliott Trudeau Intl. Airport (YUL) is the main airport for South Shore.