Southeast Massachusetts Vacations from $533

For Southeast Massachusetts vacation package options, Braintree typically offers some of the most budget-friendly prices for a weekend trip, while Nantucket tends to be higher.


*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.

When you bundle, you can save up to 30%*. To save money on a Southeast Massachusetts package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

A Southeast Massachusetts vacation package lets you combine flights, hotel stays, and rental cars, based in one of the region's top destinations like Braintree, Quincy, or Nantucket. In Braintree, hotels such as the Hampton Inn Boston/Braintree offer a free airport shuttle to and from Boston Logan International Airport (BOS), and most properties provide free breakfast. Quincy also has hotels like Staybridge Suites Boston - Quincy by IHG that include airport shuttle service, and many properties offer free breakfast. On Nantucket, the Nantucket Inn provides a free airport shuttle, and numerous hotels feature complimentary breakfast.


Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

Seekonk, Braintree, Foxborough, and Quincy are some of the top destinations for cheap Southeast Massachusetts vacation package deals. For an affordable weekend getaway, Seekonk is often among the most budget-friendly options, with package prices starting around $440 per adult. For notable bundle savings, Braintree is often among the best options, with flight-and-hotel bundles saving around $60 per adult for week-long trips.


Browse cheap vacation packages in Southeast Massachusetts on Expedia to compare current deals.


*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.

The best time for a Southeast Massachusetts vacation package depends on which destination you choose.


Nantucket is busiest from June through August, when high temperatures are around 71°F to 72°F. If you'd prefer fewer crowds, January is quieter, with highs around 41°F.


Braintree sees the most visitors in September and October, with high temperatures around 72°F in September and 61°F in October. For a quieter trip, January is typically less busy, with highs around 35°F.


Foxboro is busiest in June and July, when high temperatures reach around 76°F to 83°F, and also sees high demand in January. Major events like the Pittsburgh Steelers vs New England Patriots game in September, Las Vegas Raiders vs New England Patriots in October, and Buffalo Bills vs New England Patriots in December also draw crowds. If you'd prefer fewer crowds, March is quieter, with highs around 45°F.

Southeast Massachusetts vacation packages offer a variety of travel styles across its diverse towns and cities:

• Budget: In Seekonk, the Ramada by Wyndham Seekonk Providence Area is rated 7.7 out of 10 by travelers and offers great value with spacious rooms and excellent facilities.
• Family: Nantucket features options like the Nantucket Inn, rated 8.5 out of 10 by travelers, which provides both indoor and outdoor pools, with travelers often praising the great staff and convenient overall experience.
• Pet-friendly: Braintree has the Hyatt Place Boston/Braintree, rated 8.4 out of 10 by travelers, which is pet-friendly and offers super comfy rooms, with guests highlighting the super helpful staff.
• Couples: Provincetown offers romantic stays such as the Crowne Pointe Historic Inn & Spa - Adults Only, a 4-star property rated 8.5 out of 10 by travelers, known for its hot tub and outdoor pool, and praised for its perfect location and great breakfast.
• Beach: In Dennis Port, the Bluebird Dennisport, rated 7.7 out of 10 by travelers, provides indoor and outdoor pools, with guests often noting the great staff and fun pool.

When planning a Southeast Massachusetts vacation, consider these destinations based on your preferred travel style:

• Nantucket: This island is a popular package base, primarily known for its beaches, scenic views, and family-friendly attractions, making it ideal for a relaxing coastal getaway.
• Provincetown: For travelers seeking beaches, outdoor activities, and adventure, Provincetown offers a vibrant setting with plenty of lodging choices.
• Braintree: If you're looking for city and urban attractions, business travel amenities, or family-friendly entertainment, Braintree is a well-established package base.
• Foxborough: This town is primarily known for family-friendly attractions, entertainment options, and sports activities, making it a great choice for active families.
• Brewster: A good lodging base for those who enjoy beaches, outdoor activities, and scenic views, with a focus on sports activities.

A Southeast Massachusetts vacation offers a blend of experiences, primarily known for outdoor activities and beaches, but also featuring significant city and urban attractions, as well as cultural elements.


Coastal towns like Nantucket, Provincetown, Dennis Port, and Brewster are primarily beach destinations, offering scenic views and outdoor activities around places like Madaket Beach. Meanwhile, cities such as Braintree and Quincy lean towards city and urban attractions, with Quincy also known for cultural attractions near Boston Common.


This means Southeast Massachusetts can cater to both beach lovers and those seeking cultural exploration, depending on which specific city you choose for your vacation package.

For a Southeast Massachusetts vacation, several airports provide convenient access to the region. Boston Logan International Airport (BOS) is the primary gateway, serving the greater Boston area, which includes cities like Braintree and Quincy within Southeast Massachusetts. Additionally, Bradley International Airport (BDL) in Hartford, CT, and T.F. Green Airport (PVD) in Providence, RI, serve as important regional hubs, offering further options for travelers heading to various parts of Southeast Massachusetts.

A Southeast Massachusetts vacation offers a diverse range of activities, with each area providing its own unique attractions:


Browse and book things to do in Southeast Massachusetts on Expedia.

Family vacation packages in Southeast Massachusetts offer a range of kid-friendly amenities across its charming towns:

• In Foxborough, the Hampton Inn & Suites Foxborough/Mansfield, rated 8.8 out of 10 by travelers, provides spacious family rooms, an indoor pool, and kitchens, with guests often praising the great breakfast and easy-going staff.
• Nantucket features the Nantucket Resort Collection, a 4-star property rated 9.2 out of 10 by travelers, which includes a game room and free breakfast, and is noted for its clean rooms and fantastic location.
• Braintree offers the Hyatt Place Boston/Braintree, rated 8.4 out of 10 by travelers, with family rooms and pet-friendly options, where travelers highlight the super helpful staff and super comfy rooms.
• In Dennis Port, the Bluebird Dennisport, rated 7.7 out of 10 by travelers, boasts both indoor and outdoor pools, along with kitchenettes, and is often praised for its great staff and fun pool.
• Provincetown has the Harbor Hotel Provincetown, rated 8.6 out of 10 by travelers, which features family rooms and an outdoor pool, with many travelers highly recommending it overall and noting its amazing rooms.

Luxury Southeast Massachusetts vacation packages can be found across several of its appealing destinations:


Most Southeast Massachusetts vacation packages pair the hotel with flights. Browse luxury vacation packages in Southeast Massachusetts on Expedia to compare options.

Provincetown is the primary destination in Southeast Massachusetts that offers adults-only resorts you can book as part of a Southeast Massachusetts vacation package:


Browse adults-only resorts in Southeast Massachusetts on Expedia to compare.

Booking times for Southeast Massachusetts vacation packages vary by destination, with most travelers booking around 3 to 7 weeks before departure.


Travelers tend to book trips to these destinations most often in January, from June to August, and from October to November. If you're planning a spontaneous getaway, Expedia also offers last-minute Southeast Massachusetts vacation packages.

Most Southeast Massachusetts vacation packages last around 2 to 3 days, but the ideal trip length depends on where you're going and what you'd like to experience.


Braintree, a destination known for its city and urban attractions, is often visited for around 3 days, with weekend trips being the most popular choice. This allows time to explore local entertainment options and places like South Shore Plaza.


For Foxborough, a hub for family-friendly attractions and sports activities, a trip of around 2 days is typical, with most travelers opting for weekend stays. This is ideal for catching an event at Gillette Stadium or exploring Patriot Place.


Nantucket, primarily a beach destination with scenic views and outdoor activities, also sees typical stays of around 3 days, with weekend trips being common. This provides ample opportunity to enjoy its beautiful beaches like Jetties Beach.

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Southeast Massachusetts vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

To find last-minute vacation packages to Southeast Massachusetts, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

Free cancellation on a Southeast Massachusetts vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

An Expedia vacation package could land you great savings when compared to arranging flights and hotels separately. Better still, you can tailor your Southeast Massachusetts getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.