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Medford Square Vacation Packages

Medford Square Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Westin Waltham-Boston

The Westin Waltham-Boston

4 out of 5
per person
Dec 20 - Dec 25
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Book a stay at this business-friendly hotel in Waltham. Enjoy breakfast (surcharge), room service, and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Walden Pond and Louisa May Alcott's Orchard House are located nearby.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
per person
Dec 9 - Dec 14
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free breakfast, free WiFi, and a marina. Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Boston Common are located nearby.
Raffles Boston

Raffles Boston

5 out of 5
per person
Dec 9 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Hilton Boston Park Plaza

Hilton Boston Park Plaza

4 out of 5
per person
Dec 20 - Dec 25
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Book a stay at this historic hotel in Boston. Enjoy 2 restaurants, 3 bars/lounges, and breakfast (surcharge). Our guests praise the bar and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Holiday Inn Express Boston - Saugus

Holiday Inn Express Boston - Saugus

2.5 out of 5
per person
Dec 20 - Dec 25
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Book a stay at this business-friendly hotel in Saugus. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Encore Boston Harbor and Revere Beach are located nearby.
Doubletree By Hilton Boston Logan Airport Chelsea

Doubletree By Hilton Boston Logan Airport Chelsea

4 out of 5
per person
Dec 20 - Dec 25
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Stay at this 4-star hotel in Chelsea. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
Home2 Suites by Hilton Boston Franklin

Home2 Suites by Hilton Boston Franklin

3 out of 5
per person
Dec 13 - Dec 20
found 6 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Stay at this 3-star hotel in Franklin. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Wrentham Village Premium Outlets and Franklin Historical Museum are located nearby.
Sonesta Select Boston Milford

Sonesta Select Boston Milford

3 out of 5
per person
Dec 13 - Dec 20
found 6 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Stay at this 3-star business-friendly hotel in Milford. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Vietnam Mountain Biking Trail and The Tasting Room - An Italian Wine Shop are located nearby.
Comfort Inn Boston Milford

Comfort Inn Boston Milford

2.5 out of 5
per person
Dec 13 - Dec 20
found 6 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Book a stay at this business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Vietnam Mountain Biking Trail and The Tasting Room - An Italian Wine Shop are located nearby.
Holiday Inn Express Boston - Milford, an IHG Hotel

Holiday Inn Express Boston - Milford, an IHG Hotel

2.5 out of 5
per person
Dec 13 - Dec 20
found 6 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Book a stay at this business-friendly hotel in Milford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Vietnam Mountain Biking Trail and The Tasting Room - An Italian Wine Shop are located nearby.
Sonesta Select Boston Foxborough Mansfield

Sonesta Select Boston Foxborough Mansfield

3 out of 5
per person
Dec 13 - Dec 20
found 6 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Book a stay at this business-friendly hotel in Foxboro. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Gillette Stadium and Xfinity Center are located nearby.
Red Roof Inn PLUS+ Boston - Mansfield/ Foxboro

Red Roof Inn PLUS+ Boston - Mansfield/ Foxboro

2.5 out of 5
per person
Dec 13 - Dec 20
found 6 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Book a stay at this business-friendly hotel in Mansfield. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Gillette Stadium and Xfinity Center are located nearby.

3-4 Night Vacations in Medford Square

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Manchester Airport

Super 8 by Wyndham Manchester Airport

2 out of 5
per person
Dec 10 - Dec 13
found 17 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Boston (BOS)
Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
per person
Dec 10 - Dec 13
found 8 hours ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Comfort Inn Airport

Comfort Inn Airport

2.5 out of 5
per person
Dec 10 - Dec 13
found 17 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Boston (BOS)
Even Hotels Manchester Airport, an IHG Hotel

Even Hotels Manchester Airport, an IHG Hotel

3.5 out of 5
per person
Dec 10 - Dec 13
found 17 hours ago
Roundtrip non-stop flight included
Orlando (MCO) to Boston (BOS)

5-7 Night Vacations in Medford Square

Price found within the past 48 hours. Click for updated prices.
The Westin Waltham-Boston

The Westin Waltham-Boston

4 out of 5
per person
Dec 20 - Dec 25
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
per person
Dec 9 - Dec 14
found 5 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Homewood Suites by Hilton Boston/Cambridge-Arlington, MA

Homewood Suites by Hilton Boston/Cambridge-Arlington, MA

3 out of 5
per person
Dec 20 - Dec 25
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Dec 9 - Dec 14
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)

Medford Square Last Minute Hotel Deals

Hyatt Place Boston/Medford
Hyatt Place Boston/Medford
3 out of 5
116 Riverside Ave, Medford, MA
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and a free area shuttle. Our guests praise the breakfast and the helpful ...
Hyatt Place Boston/Medford
Encore Boston Harbor
Encore Boston Harbor
5 out of 5
1 Broadway, Everett, MA
Stay at this 5-star luxury hotel in Everett. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in ...
Encore Boston Harbor
La Quinta Inn & Suites by Wyndham Boston Somerville
La Quinta Inn & Suites by Wyndham Boston Somerville
3 out of 5
23 Cummings St, Somerville, MA
Stay at this 3-star business-friendly hotel in Somerville. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
La Quinta Inn & Suites by Wyndham Boston Somerville
Morrison House
Morrison House
3 out of 5
221 Morrison Avenue, Somerville, MA
Stay at this 3-star business-friendly B&B in Somerville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Harvard Square and Encore Boston ...
Morrison House
Davis Square Inn
Davis Square Inn
3 out of 5
204 Morrison Avenue, Somerville, MA
Stay at this 3-star business-friendly guesthouse in Somerville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Harvard Square and Encore ...
Davis Square Inn
Homewood Suites by Hilton Boston/Cambridge-Arlington, MA
Homewood Suites by Hilton Boston/Cambridge-Arlington, MA
3 out of 5
1 Massachusetts Ave, Arlington, MA
Stay at this 3-star business-friendly hotel in Arlington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Homewood Suites by Hilton Boston/Cambridge-Arlington, MA
Fairfield Inn & Suites by Marriott Boston Medford
Fairfield Inn & Suites by Marriott Boston Medford
2.5 out of 5
85 STATION LANDING, Medford, MA
Stay at this hotel in Medford. Enjoy free WiFi, a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
Fairfield Inn & Suites by Marriott Boston Medford
TownePlace Suites by Marriott Boston Medford
TownePlace Suites by Marriott Boston Medford
2.5 out of 5
85 Station Landing, Medford, MA
Book a stay at this business-friendly hotel in Medford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the helpful staff in ...
TownePlace Suites by Marriott Boston Medford
See all 2,623 properties in Medford Square
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.

Book the perfect getaway to Medford Square

With Hotwire, booking your next trip to Boston is a breeze. When it comes to planning a show-stopping vacay, you’re the reigning champion of doing it on a dime. You love to plan exciting destination adventures while saving money on a budget.

Hotwire is here to help you plan a smooth sailing trip to Medford Square while saving some major cash. Doubling up on vacation expenses like hotel and car rentals and fun-filled excursions can save you money—especially when you book one of Hotwire’s vacation packages.

If your trip to is spur-of-the-moment and you’re leaving soon, Hotwire can save you up to 60% off your rentals with Hotwire Hot Rate deals. Book with Hotwire to grab a stellar Medford Square flight and hotel package for as low as $284.

Living it up in Boston means getting there in style and staying in a hotel that matches your mood. Book one of Hotwire’s Medford Square, Boston vacation packages to enjoy the best of both worlds. Flight and hotel packages typically include roundtrip non-stop flights and multi-day hotel stays. Packages are priced per person and are perfect for flying solo or traveling with a group of friends or family. Conveniently choose from Hotwire’s inventory of hotels in Medford Square for some of the best accommodations and flight deals.

FAQs about cheap Medford Square packages:

How to get cheap vacation deals to Medford Square?

Save up to 60% off vacation deals with Hotwire Hot Rates. Just plug in your general preferences and let Hotwire choose matching hotels for as low as $117.

How much are Medford Square packages?

Vacation packages to Medford Square vary in price. They are priced per person and include discounted hotel and flight costs. With Hotwire, you can score a vacation package for as low as $284.

How to find cheap car rentals near Medford Square?

Hotwire partners with some of the most reliable car rental companies in Boston to bring you the best car rental deals in Medford Square for as low as . Select a rental from Hotwire’s extensive inventory of cars for every travel style. If you plan on bringing friends or family along, opt for a spacious SUV. If you’re visiting on business but still plan to make time for off-the-clock adventures, Hotwire offers sleek luxury and convertible rentals.

Is it safe to travel to Medford Square now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to Medford Square right now?” When it’s time to book your vacation, check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.