Medfield Vacations from $501

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Your Medfield Vacation

Get ready to experience Medfield on your terms with a custom Medfield vacation package! Discovering the charms of this captivating city is made simpler with a base in a neighborhood such as Metropolitan Hill - Beech Street, which is good for golfing, among many other things. You'll want to go sightseeing during your trip to Medfield. Make time for top attractions such as Broadmoor Wildlife Sanctuary, Medfield Meadow Lots and Museum of World War II. Check out Expedia's wide range of travel options and start planning your ideal vacation to Medfield today.

The Latest Medfield Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • A cozy living room with a stone fireplace, leather sofas, and a large window with blinds.
    Jan 15 - Jan 18

    Iris Hotel Cape Cod + Flight

    Falmouth
    3 nights
    3.0 star property
    8.4/10 - Very good (437 reviews)
    Roundtrip • Miami (MIA) - Boston (BOS)
    MIA - BOS • Nonstop BOS - MIA • Nonstop
    $847
    $501
    per traveler
    found 18 hours ago
    Iris Hotel Cape Cod
  • A glass-fronted fireplace with visible logs and flames, set on a wooden floor.
    Dec 21 - Dec 26

    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 • Dallas (DFW) - Boston (BOS)
    DFW - BOS • Nonstop BOS - DFW • Nonstop
    $1,565
    $769
    per traveler
    found 8 hours ago
    Boston Lodge and Suites
  • A spacious hotel lobby with a dining area, seating, large windows, and a chandelier.
    Jan 14 - Jan 16

    Boston Harbor Hotel + Flight

    North End
    2 nights
    5.0 star property
    9.8/10 - Exceptional (1,000 reviews)
    Roundtrip • Dallas (DFW) - Boston (BOS)
    DFW - BOS • Nonstop BOS - DFW • 1 stop
    $1,166
    $797
    per traveler
    found 1 day ago
    Boston Harbor Hotel
  • A hotel with a well-maintained garden, a central fire feature, and a sign reading "Sea Crest".
    Jan 15 - Jan 18

    Sea Crest Beach Resort + Flight

    North Falmouth
    3 nights
    3.5 star property
    7.6/10 - Good (549 reviews)
    Roundtrip • Miami (MIA) - Boston (BOS)
    MIA - BOS • Nonstop BOS - MIA • Nonstop
    $710
    $503
    per traveler
    found 18 hours ago
    Sea Crest Beach Resort
  • An indoor swimming pool with a wooden ceiling and tiled floor.
    Jan 15 - Jan 18

    Brewster Green Resort + Flight

    Brewster
    3 nights
    3.5 star property
    9.4/10 - Exceptional (153 reviews)
    Roundtrip • Miami (MIA) - Boston (BOS)
    MIA - BOS • Nonstop BOS - MIA • Nonstop
    $757
    $540
    per traveler
    found 18 hours ago
    Brewster Green Resort

Where to stay in Medfield

Discover the charm of Medfield, a delightful home in Massachusetts. Explore the scenic Medfield area and its inviting districts, perfect for outdoor adventures and family-friendly activities. Venture a bit further to Metrowest Massachusetts or the stunning Cape Cod for unforgettable experiences.
A street lined with historic buildings, including the Union Oyster House and Yankee Publishing Building.

Boston

Discover Boston, a vibrant city perfectly suited for travelers seeking rich cultural experiences and family-friendly activities. Visitors can explore iconic sites like Fenway Park, the historic sports stadium, or enjoy the expansive Boston Common urban park. With easy access to TD Garden, a premier event conference venue, Boston offers an array of entertainment options year-round. Medfield's location within Boston makes it an ideal base for exploring the city's attractions, making it a smart choice for your vacation.

An aerial view of a suburban neighborhood with houses, roads, and green spaces.

Millis

Plan your stay in Millis, a top-rated choice for travelers seeking a blend of outdoor and city experiences. With easy access to attractions like the historic Fenway Park and the renowned universities of Harvard and Boston College, Millis offers a vibrant atmosphere perfect for family getaways or business trips. Located about 3 miles by car from Medfield, it serves as an ideal base for exploring the surrounding area. Millis is a smart choice for your next vacation.

A town square with a prominent clock tower, surrounded by buildings and trees.

Walpole

Make the most of your visit by staying in Walpole, a haven for family travelers and weekend getaways thanks to its vibrant entertainment options and local attractions. Enjoy thrilling events at nearby Fenway Park, explore the engaging Hall at Patriot Place, or take a leisurely stroll on the beach. Located about 4 miles by car from Medfield, Walpole offers easy access to a variety of experiences, making it a smart choice for your accommodations.

A red brick building with a white clock tower.

Dover

Dover stands out as a prime spot for family travelers interested in exploring culture and outdoor experiences. Just a short drive away, you can discover the historic charm of Harvard University and the excitement of Fenway Park, alongside the modern facilities of Boston College. With a steady stream of visitors year-round, Dover offers convenient access to a variety of recreational areas and music concerts. Its proximity, about 4 miles by car from Medfield, makes it a smart choice for your vacation stay.

A sign for St. Margaret Mary Catholic Church with a mass schedule.

Westwood

Looking for the perfect spot? Westwood is an ideal base for family travelers and weekend getaways, offering easy access to vibrant entertainment and city experiences. Enjoy nearby attractions like Fenway Park for sports enthusiasts, the historic charm of Harvard University, and the relaxing atmosphere of Boston Common. Located about 5 miles by car from Medfield, Westwood provides a convenient escape, making it a smart choice for your vacation stay.

Discover the most popular places to visit in Medfield

Medfield Meadow Lots

Enjoy an outing to Medfield Meadow Lots during your stay in Medfield. Experience the area's great live music or attend a sporting event.
See properties

Medfield Hotel Deals

A covered outdoor seating area with stone walls, green sofas, and a central fire feature.

Hilton Garden Inn Boston Canton

Hilton Garden Inn Boston Canton
3.0 star property
9.3 mi from Medfield
9.4 out of 10, Exceptional, (962 reviews)
$118 nightly
The price is $132
Nov 22 - Nov 23
Total with taxes and fees
Hilton Garden Inn Boston Canton
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 Medfield

Frequently Asked Questions

How much does a Medfield vacation package cost?

You can grab a vacation package to this popular destination from $501 on Expedia. However, how much your vacation to Medfield costs will depend on your hotel choice, length of stay and season.

What are the cheapest months to go to Medfield?

You can typically find reduced prices and greater availability in November, December and January. Explore our cheap Medfield vacation packages and you could get some great off-season discounts.

How many days is enough for Medfield?

The ideal length of your Medfield vacation depends on what you'd like to do and see. Usually, a handful of days to a week will give you time to tick off all the leading attractions and explore some hidden gems along the way.

Is it worth booking a vacation package to Medfield?

Popular for its views, fishing and hiking, a Medfield vacation is a hit with all types of travelers. Be sure to check out main sights like Medfield Rhododendrons and Medfield Meadow Lots, and consider renting some wheels for day trips to experience even more.

How to find the best Medfield package deals?

Use Expedia's handy filters to find some terrific Medfield package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or look for Medfield package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.

Is it cheaper to book a Medfield vacation as a package?

Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and enjoy significant savings. You'll generally score a better deal than booking each component individually. And you'll still get the flexibility to create a personalized Medfield vacation by choosing your preferred accommodation type, airline and car class.

When to book a vacation package to Medfield?

If you have your Medfield vacation dates finalized, book as early as you can to grab some awesome deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are perfect for setting off on a whim.

Does Expedia offer Book Now, Pay Later Medfield vacation packages?

Set off on your ideal getaway to Medfield with help from our Book Now, Pay Later vacations. No need to save up or hold off until the next payday — we've joined forces with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no hidden or late payment fees, it's a breeze to budget for your trip and snag great deals while they last.

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