Randolph Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Your Randolph Vacation

Come and experience this vibrant city for yourself with a Randolph vacation package. Consider spending a few days in the neighborhood of Dorchester, which is great for nature and dining, and your time here is sure to be unforgettable. A trip to Randolph is an ideal opportunity to do some sightseeing. Make sure you visit popular attractions like South Shore Plaza, Blue Hills Ski Area and F1 Boston. Your Randolph vacation is just a few clicks away. Browse hotels, airfares and more on Expedia for an adventure that's tailored to suit your style.

Top Randolph 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 $2,410, price is now CA $651 per person
CA $651
per person
Dec 17 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) 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 $2,071, price is now CA $1,119 per person
CA $1,119
per person
Jan 28 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,004 reviews)

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Price was CA $1,477, price is now CA $1,015 per person
CA $1,015
per person
Jan 28 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,003 reviews)
Perfect

Reviewed on Nov 14, 2026

Eurostars The Boxer

Eurostars The Boxer

4 out of 5
West End
Price was CA $1,077, price is now CA $774 per person
CA $774
per person
Jan 28 - Jan 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8.8/10 Excellent! (1,636 reviews)

Washington Park Motel

Washington Park Motel

2 out of 5
Price was CA $1,094, price is now CA $819 per person
CA $819
per person
Dec 17 - Dec 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
8.4/10 Very good! (302 reviews)

Ready to book your vacation to Randolph?

 

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Randolph Hotel Deals

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $187 per night from Nov 29 to Nov 30
CA $187
CA $276 total
Nov 29 - Nov 30
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
Fully refundableReserve now, pay when you stay
The price is CA $129 per night from Dec 14 to Dec 15
CA $129
CA $150 total
Dec 14 - Dec 15
includes taxes & fees
The Revolution Hotel
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Dec 13 to Dec 14
CA $147
CA $220 total
Dec 13 - Dec 14
includes taxes & fees
Seaport Hotel Boston
See all 3,766 properties in Randolph
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

What to do in Randolph

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
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

CA $65
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
See all activities in Randolph

Frequently asked questions

How much does a Randolph vacation package cost?
Offering excellent value package deals from CA $651 on Expedia, you'll be surprised at how little a vacation to Randolph costs! Our packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Randolph?
If you're hoping to snag a cheap Randolph vacation package, consider visiting in January, February and November. You'll generally find better rates on flights and accommodations during these months — ideal for a budget-friendly getaway.
How many days is enough for Randolph?
Usually, a handful of days is enough to tick off the top sights during your Randolph vacation. However, if you want to have more time to chill out or take day tours, think about extending your itinerary.
How to find the best Randolph package deals?
Begin your search for a Randolph package deal by entering your preferred trip dates and destination under our "Packages" tab. Then select some filters, like "Property type" and "Guest rating," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Randolph package deal straight away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Randolph adventure off to a flying start.
Is it cheaper to book a Randolph vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still enjoy the freedom to create a tailored Randolph vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Randolph?
If you're considering a spontaneous Randolph vacation, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can find incredible deals on your flights and hotels by booking well in advance.
How to plan a trip to Randolph?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to visit Randolph.
  2. Set a budget: Consider costs such as flights, food and transportation when calculating how much to set aside for your trip to Randolph. Then, choose a property that suits your budget, whether that's an economical stay or a more luxurious getaway.
  3. Decide how long to go for: Now that you know more about Randolph, you can work out the perfect length of your vacation. Put together a rough plan and allocate enough time for all the things you want to do.
  4. Combine your airfare and accommodations: After you've settled on your travel dates and duration, book the right Randolph vacation package for you.

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