Weymouth Vacation Packages

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Your Weymouth Vacation

The coastal scenery and rich history are just the start of the things Weymouth has on offer. Enjoy the sights and sounds of this interesting city the way you want with a personalized Weymouth vacation package. If taking in sights is on the cards during your trip to Weymouth, visit leading attractions like South Shore Plaza, F1 Boston and Granite Links Golf Club. A couple of quick clicks is all it takes to create the ultimate Weymouth vacation on Expedia.

Top Weymouth Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Price was CA $1,411, price is now CA $706 per person
CA $706
per person
Jan 29 - Feb 1
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8.4/10 Very good! (194 reviews)
The accommodation was great and spacious enough for a large group. There were five of us, and it was perfect for our needs. The apartment was clean, and everything we needed was provided, including towels, soap, dishwasher detergent, and more. We turned on the oven to make dinner, but we were unable to turn it off because the buttons weren’t working. We called for assistance and received a response very quickly, which made us feel supported and taken care of. Overall, we had a great stay! The apartment was lovely, and the location was excellent, especially for getting to Boston by public transportation.

Reviewed on Oct 17, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $1,530, price is now CA $963 per person
CA $963
per person
Jan 29 - Jan 31
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
Price was CA $2,397, price is now CA $1,548 per person
CA $1,548
per person
Jan 29 - Feb 1
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.4/10 Exceptional! (491 reviews)

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was CA $2,234, price is now CA $1,488 per person
CA $1,488
per person
Jan 14 - Jan 17
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (343 reviews)
The only place I’ll stay in Boston

Reviewed on Nov 7, 2026

Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Price was CA $3,106, price is now CA $2,195 per person
CA $2,195
per person
Dec 27 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Boston (BOS)
9.4/10 Exceptional! (465 reviews)
Overall Excellent! clean room, very nice staff

Reviewed on Nov 4, 2026

Ready to book your vacation to Weymouth?

 

Choose your dates

Weymouth Hotel Deals

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
The price is CA $197 per night from Nov 22 to Nov 23
CA $197
CA $287 total
Nov 22 - Nov 23
includes taxes & fees
Omni Boston Hotel at the Seaport
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
The price is CA $150 per night from Nov 23 to Nov 24
CA $150
CA $174 total
Nov 23 - Nov 24
includes taxes & fees
9/10 Wonderful! (3,021 reviews)
"One of the cleanest hotels. Great location and easily walkable to the Boston commons"

Reviewed on Nov 7, 2026

The Revolution Hotel
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is CA $171 per night from Nov 23 to Nov 24
CA $171
CA $247 total
Nov 23 - Nov 24
includes taxes & fees
Seaport Hotel Boston
See all 3,853 properties in Weymouth
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.
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Stay near popular Weymouth attractions

Lake Street Beach

Why not spend a lazy afternoon at Lake Street Beach during your trip to Weymouth? Amble around the area's waterfront or visit its shops.
See properties

What to do in Weymouth

Boston Hop-On Hop-Off Trolley Tour

Boston Old Town Trolley Hop-on Hop-Off City Tour

CA $69
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $119
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Go City: Boston All-Inclusive Pass with 45+ Attractions

Go City: Boston All-Inclusive Pass with 45+ Attractions

CA $101
per adult
80% of travellers recommend
Go City: Boston All-Inclusive Pass with 45+ Attractions
See all activities in Weymouth

Frequently asked questions

How much does a Weymouth vacation package cost?
You'll find cheap prices from CA $706 on Expedia for your Weymouth getaway. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Weymouth costs.
What are the cheapest months to go to Weymouth?
The off-season is the best time to head to Weymouth if you're on a budget. Another tip for finding cheap Weymouth vacation packages? Try to avoid visiting during public holidays and any major festivals or events.
How many days is enough for Weymouth?
Generally, a few days is enough for a Weymouth vacation. With a well-organized itinerary, you can check out all the main attractions such as South Shore Plaza, as well as explore some hidden gems along the way.
How to find the best Weymouth package deals?
Finding a cheap Weymouth package deal is a cinch with Expedia. After you've entered your travel dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and browse what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to view the most economical Weymouth package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Weymouth vacation as a package?
An Expedia vacation package could land you great savings when compared to booking flights and stays separately. Better still, you can personalize your Weymouth getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Weymouth?
If you have your Weymouth vacation dates finalized, book early to snap up some fantastic deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Weymouth?

  1. Choose when to get away: Check your diary and pack your bags. Your favourite time of year and the available activities will also help you decide when to visit Weymouth.
  2. Set a budget: Consider costs such as flights, food and transportation when calculating how much to put aside for your trip to Weymouth. Then, choose a hotel that matches your budget, whether that's an economical stay or a more luxurious getaway.
  3. Decide how long to go away for: Now that you're up to speed on Weymouth, you can figure out the perfect length of your break. Create a rough plan and allocate enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a customized Weymouth vacation package.

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