Randolph Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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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.
The Inn at Hastings Park, Relais & Chateaux - Boston

The Inn at Hastings Park, Relais & Chateaux - Boston

4 out of 5
Save 100% on your flight
per person
Sep 1 - Sep 4
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (242 reviews)
Beautiful place. But floor in the bathroom was a little sticky. Yuck. When I checked in, I was shown a beautiful dining room where breakfast would be served. But then, instead, it was served in a much more shabby room. Also, the included breakfast was quite skimpy. Extra charge for a real breakfast. (Also, I may be wrong, but I don’t think the word “potatoes” appears anywhere on the menu. Of course, you do serve potatoes - with a delicious omelette that I enjoyed, for example.)

Reviewed on Jun. 6, 2025

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.8/10 Exceptional! (1,018 reviews)
Location is perfect. A lots of places to see within walking distance and good restaurants nearby too. The service is great. Friendly and professional staff. The room is clear and spacious. The gym is very big with all the equipments and have personal training rooms too. We stayed 5 nights and were very lucky to get room on 16th floor with a balcony!

Reviewed on Jul. 14, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Aug 22 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.6/10 Exceptional! (122 reviews)
Excellent, elegant, great service in every way possible. Friendly, helpful and responsive staff too.

Reviewed on Jul. 14, 2025

Holiday Inn Express & Suites Boston - Cambridge by IHG

Holiday Inn Express & Suites Boston - Cambridge by IHG

2.5 out of 5
East Cambridge
Save 100% on your flight
per person
Sep 27 - Sep 30
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Boston (BOS)
8.4/10 Very Good! (1,006 reviews)
So accommodating when we arrived early from our flight!!

Reviewed on Jul. 14, 2025

The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
per person
Oct 3 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Boston (BOS)
9.6/10 Exceptional! (1,003 reviews)
Beautiful, spacious, kind and attentive staff. Great location. Room was lovely.

Reviewed on Jul. 12, 2025

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
4 out of 5
450 Summer Street, Boston, MA
Fully refundableReserve now, pay when you stay
The price is CA $289 per night from Aug 10 to Aug 11
CA $289
CA $393 total
Aug 10 - Aug 11
includes taxes & fees
9/10 Wonderful! (3,667 reviews)
"The hotel was clean and staff was friendly."

Reviewed on Jul. 12, 2025

Omni Boston Hotel at the Seaport
citizenM Boston Back Bay
citizenM Boston Back Bay
4 out of 5
408 Newbury street, Boston, MA
The price is CA $252 per night from Jul 20 to Jul 21
CA $252
CA $294 total
Jul 20 - Jul 21
includes taxes & fees
9.2/10 Wonderful! (1,408 reviews)
"Always a great stay"

Reviewed on Jul. 11, 2025

citizenM Boston Back Bay
Harborside Inn Of Boston
Harborside Inn Of Boston
4 out of 5
185 State St, Boston, MA
The price is CA $282 per night from Jul 20 to Jul 21
CA $282
CA $329 total
Jul 20 - Jul 21
includes taxes & fees
9/10 Wonderful! (5,322 reviews)
"This is THE place to stay in Boston, the area is close to everything, the staff at the front desk and the restaurant Joia were beyond efficient and friendly, and although they didn't offer room service, they were more than accommodating to provide water, etc. for the room on the way up to to the ..."

Reviewed on Jul. 13, 2025

Harborside Inn Of Boston
See all 3,501 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

Discover the most popular places to visit in Randolph

Fenway Park featuring a sporting event and night scenes as well as a large group of people

Fenway Park

4.5/5(305 reviews)

Catch a game or take a tour at one of America’s most historic and beloved ballparks.

Fenway Park
Harvard University which includes a city and heritage architecture

Harvard University

4.5/5(279 reviews)

Walk in the footsteps of presidents and Nobel laureates at one of the oldest and most prestigious universities in the United States.

Harvard University
Boston Common which includes flowers, a garden and landscape views

Boston Common

4.5/5(518 reviews)

The oldest public park in the United States has been the stage for centuries of drama. These days it’s the perfect place to unwind.

Boston Common

What to do in Randolph

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $108
per adult
90% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Boston Harbor Sunset Cruise

Boston Harbor Sunset Cruise

CA $96
per adult
84% of travellers recommend
Boston Harbor Sunset Cruise
The top floor of View Boston - 360 degree indoor observation deck

View Boston Observation Deck Admission Tickets

CA $46
per adult
84% of travellers recommend
View Boston Observation Deck Admission Tickets
See all activities in Randolph

Frequently asked questions

How much does a Randolph vacation package cost?
Offering excellent value package deals from CA $817 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.