A storefront with a sign reading "PARISIAN STYLE" and a car parked in front.
Photo by Pablo Funes
Open Photo by Pablo Funes

Prospect Hill Vacations from $482

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Your Prospect Hill Vacation

Make planning your travels simpler by reserving a vacation package to Prospect Hill. We'll look after the specifics, so you can concentrate on appreciating everything this neighborhood has to offer. When it's time to sightsee, you'll find lots of awesome attractions nearby including Assembly Row, LEGOLAND® Discovery Center and Somerville Theatre. Tick off one or all during your trip to Prospect Hill. Expedia can put your plans into action. Book your perfect Prospect Hill vacation today.

The Latest Prospect Hill Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A glass-fronted fireplace with visible logs and flames, set on a wooden floor.
    Jan 6 - Jan 11

    Boston Lodge and Suites + Flight

    Dorchester
    5 nights
    4.0 star property
    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..."
    Reviewed October 17, 2026
    Roundtrip • Los Angeles (LAX) - Boston (BOS)
    LAX - BOS • Nonstop BOS - LAX • 1 stop
    $1,473
    $482
    per traveler
    found 23 hours ago
    Boston Lodge and Suites
  • A spacious hotel lobby with a dining area, seating, large windows, and a chandelier.
    Jan 15 - Jan 18

    Boston Harbor Hotel + Flight

    North End
    3 nights
    5.0 star property
    9.8/10 - Exceptional (1,008 reviews)
    "!"
    Reviewed November 10, 2026
    Roundtrip • Los Angeles (LAX) - Boston (BOS)
    LAX - BOS • Nonstop BOS - LAX • Nonstop
    $1,483
    $900
    per traveler
    found 1 day ago
    Boston Harbor Hotel
  • A brick building with arched windows and a black door, surrounded by greenery and a metal fence.
    Dec 13 - Dec 19

    Four Seasons Hotel Boston + Flight

    Bay Village
    6 nights
    5.0 star property
    9.4/10 - Exceptional (497 reviews)
    "The best location and the beat service! The best swimming pool"
    Reviewed November 9, 2026
    Roundtrip • Miami (MIA) - Boston (BOS)
    MIA - BOS • Nonstop BOS - MIA • 1 stop
    Save 100% on your flight
    $3,474
    $2,192
    per traveler
    found 10 hours ago
    Four Seasons Hotel Boston
  • A room with a wooden floor, a white dresser, a bean bag, and a bench.
    Jan 27 - Jan 31

    The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat + Flight

    East Wareham
    4 nights
    3.0 star property
    10/10 - Exceptional (11 reviews)
    "We had a great experience staying in the crab house. The cottage was well maintained and had everything we needed to enjoy our stay. The staff was friendly, helpful, and genuinely care. Ken was fantastic, you can really tell he cares about ensuring guests have a great experience. 10/10 experience, would recommend this spot to anyone looking for a great stay on the cape."
    Reviewed July 27, 2026
    Roundtrip • Chicago (ORD) - Boston (BOS)
    ORD - BOS • Nonstop BOS - ORD • Nonstop
    $1,431
    $1,014
    per traveler
    found 6 hours ago
    The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
  • A large, classical building with multiple windows and a prominent entrance.
    Jan 15 - Jan 18

    The Langham, Boston + Flight

    Downtown Boston
    3 nights
    5.0 star property
    9.6/10 - Exceptional (1,005 reviews)
    Roundtrip • Los Angeles (LAX) - Boston (BOS)
    LAX - BOS • Nonstop BOS - LAX • Nonstop
    $1,068
    $763
    per traveler
    found 1 day ago
    The Langham, 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
Learn more about Prospect Hill
Quincy Market with an American flag, historic buildings, and a clock tower in the background.

Downtown Boston

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.

A historic church with a large central tower and multiple spires, surrounded by modern buildings and a public square with people and greenery.

Back Bay

Victorian brownstone homes and cultural institutions like the Boston Public Library define this area. Shop at Newbury Street, Prudential Center, and Copley Place, or explore sights like Trinity Church and the John Hancock Tower.

A city skyline at dusk with illuminated buildings reflecting on the water, a prominent bridge, and a large chain barrier along the waterfront.

Seaport District

Experience a transformed industrial area with office towers, innovation labs, and 78 restaurants. Visit the Institute of Contemporary Art and easily access Downtown Boston via the Evelyn Moakley Bridge.

A large brick building with a golden dome, a flagpole with the American flag, and a statue in front.

Beacon Hill

Historic Federal-style rowhouses, gaslit streets, and brick sidewalks create a charming atmosphere. Explore the Boston African American National Historic Site, shop on Charles Street, and easily access MBTA stations.

A statue of a man on horseback in a park with trees, a clock tower, and brick buildings in the background.

North End

Indulge in Italian cuisine at numerous restaurants and bakeries, explore historic sites like Old North Church and Paul Revere House, and enjoy performances at NEMPAC and Improv Asylum Theater. Easily accessible via MBTA lines, buses, and ferries.

Discover the most popular places to visit in Prospect Hill

Prospect Hill Park

8.2/10 (60 reviews)
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.
See properties

What to do near Prospect Hill

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

$84
per adult
92% of travelers recommend
Boston CityPASS®: Admission to Top 4 Attractions
See all activities near Prospect Hill

Prospect Hill Hotel Deals

A modern living room with a sofa, a dining table, and a kitchen area with appliances.

Luxury 2BR near Cambridge

Luxury 2BR near Cambridge
3.0 star property
Prospect Hill
6.6 out of 10, (7 reviews)
"For a family with kids is not recommended because of the lack of parking around the property. If you have a vehicle with a at seat. Get ready to move the vehicle around or get tickets. I didn’t not receive instructions prior our arrival. I had to call to get them. And it was a longer process. The property was decent, just did not have enough trash bags and some of blinds were broken."
$215 nightly
The price is $240
Nov 12 - Nov 13
Total with taxes and fees
Luxury 2BR near Cambridge
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.
See all properties in Prospect Hill
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.