Prospect Hill Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

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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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Price found within the past 48 hours. Click for updated prices.
  • Breakfast meal
    Jul 31 - Aug 3

    By the Sea Guests Bed & Breakfast & Suites + Flight

    Dennis Port
    3 nights
    3.5 star property
    9.2/10 - Wonderful (185 reviews)
    "."
    Reviewed October 16, 2025
    Roundtrip • Toronto (YTZ) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YTZ • Nonstop
    CA $1,593
    CA $1,076
    per traveller
    found 1 day ago
    By the Sea Guests Bed & Breakfast & Suites
  • Standard Room, 1 Queen Bed
    Jul 25 - Jul 31

    Hotel Ivy Boston Common + Flight

    Bay Village
    6 nights
    2.5 star property
    8.4/10 - Very good (1,457 reviews)
    "For the money, can non go wrong with this choice"
    Reviewed May 23, 2026
    Roundtrip • Edmonton (YEG) - Boston (BOS)
    YEG - BOS • 1 stop BOS - YEG • 1 stop
    CA $2,580
    CA $1,535
    per traveller
    found 1 day ago
    Hotel Ivy Boston Common
  • Lobby
    Jul 11 - Jul 18

    Nantucket Inn + Flight

    Nantucket
    7 nights
    3.5 star property
    9.2/10 - Wonderful (690 reviews)
    "The shuttle goes downtown so often and the staff is amazing"
    Reviewed May 22, 2026
    Roundtrip • Toronto (YTZ) - Boston (BOS)
    YTZ - BOS • Nonstop BOS - YYZ • Nonstop
    CA $6,842
    CA $4,395
    per traveller
    found 1 day ago
    Nantucket Inn
  • Breakfast, lunch and brunch served
    Jun 30 - Jul 3

    The Langham, Boston + Flight

    Downtown Boston
    3 nights
    5.0 star property
    9.8/10 - Exceptional (1,001 reviews)
    "Very good"
    Reviewed May 23, 2026
    Roundtrip • Edmonton (YEG) - Boston (BOS)
    YEG - BOS • 1 stop BOS - YEG • 1 stop
    CA $2,498
    CA $1,664
    per traveller
    found 4 hours ago
    The Langham, Boston
  • Lobby
    Jul 25 - Jul 31

    Fairmont Copley Plaza, Boston + Flight

    Back Bay
    6 nights
    4.5 star property
    9.0/10 - Wonderful (1,242 reviews)
    "The property was very tired and not worth the price."
    Reviewed May 23, 2026
    Roundtrip • Edmonton (YEG) - Boston (BOS)
    YEG - BOS • 1 stop BOS - YEG • 1 stop
    CA $2,883
    CA $1,944
    per traveller
    found 1 day ago
    Fairmont Copley Plaza, Boston

Where to stay in Prospect Hill

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

Downtown Boston

4.5/5(197 area reviews)

Densely packed with highrise buildings, this area boasts landmarks like Custom House Tower and is close to Quincy Market, Faneuil Hall, and the Old State House. Find headquarters of major banks, hotels, and investment firms here.

Find hotels in Downtown Boston

Prospect Hill Hotel Deals

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
The price is CA $238 per night from May 25 to May 26
CA $238
CA $324 total
May 25 - May 26
includes taxes & fees
9.6/10 Exceptional! (4,365 reviews)
"It was all good."

Reviewed on May 24, 2026

Seaport Hotel Boston
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 $227 per night from Jun 7 to Jun 8
CA $227
CA $264 total
Jun 7 - Jun 8
includes taxes & fees
9/10 Wonderful! (2,628 reviews)
"Everything is fantastic"

Reviewed on May 22, 2026

The Revolution Hotel
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 $248 per night from May 29 to May 30
CA $248
CA $345 total
May 29 - May 30
includes taxes & fees
9.2/10 Wonderful! (4,653 reviews)
"Clean room"

Reviewed on May 23, 2026

Omni Boston Hotel at the Seaport
See all 4,134 properties in Prospect Hill
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
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Frequently asked questions

How much does a Prospect Hill vacation package cost?
Go from wondering to wandering with our Prospect Hill vacation packages, which start from just . Choose the flights and hotels that suit your travel style. Then, add on some activities or tours for an unforgettable adventure.
How do I get a cheap travel package to Prospect Hill?
You'll save a ton of money if you bundle your car rentals, flights and hotels into a Prospect Hill travel package. Sometimes cheap packages mean fewer options. But not with Expedia. We offer over 550 airlines and 1,000,000 hotels across the globe, so you'll always have plenty of options to choose from. Want to save even more? Add some popular activities to your package deal to unlock even more discounts! After all, travel is about more than simply getting to your destination.
Where should I stay in Prospect Hill?
A getaway to Prospect Hill isn't complete without paying a visit to Assembly Row, LEGOLAND® Discovery Center and Somerville Theatre. Stay close to these popular attractions and make sightseeing a breeze.
How far in advance should I book my Prospect Hill vacation?
While not all air carriers advertise ticket prices early, customers are usually able to compare international airfares on Expedia up to a year in advance. This is the time you'll nab some incredible deals. If you're purchasing tickets last minute, you could still be in luck. Low prices occasionally emerge a few weeks prior to departure.
What does an Expedia Prospect Hill travel package include?
You can select from a combination of hotels, rental cars and flights. Once you've made your booking, you can also add on experiences and activities. Want to pick your fare class? That's also possible. The choice is all yours when it comes to creating your perfect Prospect Hill getaway.
What should I know before booking a Prospect Hill travel package?
A package can be easier on the bank balance than individually booking everything you need for your escape. For example, combine your flights, hotels and rental cars and land a great deal. Whatever your vacation goals are, you're sure to find a package that suits your budget.
Can I choose my airline with a Prospect Hill Expedia vacation package?
You can. We offer more than 550 airline partners across the globe, so select the carrier that suits your budget and travel needs.
If I'm not able to travel, can I cancel my Prospect Hill vacation package?
We totally understand that unexpected stuff happens. If you've booked a Prospect Hill vacation package and need to cancel or change it, we can help. We suggest visiting our Customer Service Portal first for information. But generally speaking, if you've taken out your package within 24 hours, you may be able to amend or cancel your itinerary for free. If it's been longer than 24 hours, your hotel, airline or car rental company may impose a charge.

Discover the most popular places to visit in Prospect Hill

Roger Williams Statue - Rhode Island

Prospect Hill Park

Prospect Hill Park is just one of the places to see in Somerville, so why not enjoy the other things to explore during your travels? Experience the fascinating museums or attend a sporting event in this vibrant area.

Prospect Hill Park

Things to do

Boston Hop-On Hop-Off Trolley Tour

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

CA $79
per adult
90% of travellers recommend
Boston Old Town Trolley Hop-on Hop-Off City Tour
View Boston Observation Deck Admission Tickets

View Boston Observation Deck Admission Tickets

CA $47
per adult
88% of travellers recommend
View Boston Observation Deck Admission Tickets
Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

CA $115
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
See all activities in Boston
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.