Southeast Massachusetts Vacation Packages 2025/2026 from $338

Southeast Massachusetts flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

The Hotel Portsmouth

Downtown

Save 100% on your flight

$338

per person

Jan 17 - Jan 20

found 2 hours ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 4 onsite conference rooms. A snack bar/deli and concierge services are also provided.

Boston Lodge and Suites

Dorchester

$457

per person

Jan 8 - Jan 12

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to Boston (BOS)

Free WiFi in public areas, a terrace, and a garden are available at this hotel. Families will appreciate the playground, onsite laundry facilities, and in-room childcare. A hair salon, a picnic area, and express check-out are also on offer.

The Charles Hotel

West Cambridge

$813

per person

Dec 29 - Jan 3

found 1 day ago

Roundtrip non-stop flight included

Fort Lauderdale (FLL) to Boston (BOS)

A full-service spa, 3 restaurants, and a 24-hour gym are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. Self parking, limo/town car service, and a snack bar/deli are also offered.

Cambria Hotel Boston Somerville

Spring Hill

Save 100% on your flight

$431

per person

Jan 22 - Jan 27

found 23 hours ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Boston (BOS)

A restaurant and a 24-hour gym are featured at this hotel. WiFi in public areas is free. Valet parking and a safe deposit box are also offered on site.

Boston Harbor Hotel

North End

Save 100% on your flight

$917

per person

Dec 25 - Dec 28

found 1 day ago

Roundtrip flight included

Fort Lauderdale (FLL) to Boston (BOS)

A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.

Top Southeast Massachusetts hotels deals

Hyatt Place Boston/Braintree

50 Forbes Road Braintree MA

Free Cancellation

Reserve now, pay when you stay

$129 nightly

$144 total

Nov 23 - Nov 24

Total with taxes and fees

This smoke-free hotel features 2 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Breakfast included

Pet friendly

Motel 6 Brockton, MA

391 Westgate Dr Brockton MA

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$112 total

Nov 17 - Nov 18

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.

Pet friendly

Parking included

Best Western Adams Inn Quincy-Boston

29 Hancock St Quincy MA

Free Cancellation

Reserve now, pay when you stay

$116 nightly

$130 total

Nov 20 - Nov 21

Total with taxes and fees

This hotel features a restaurant, a gym, and a bar/lounge. Traveling for business? Take advantage of the free WiFi in public areas, express check-in, and conference space. Enjoy the free buffet breakfast each morning.

Cape Sands Inn

149 Main St - RT 28 West Yarmouth MA

Free Cancellation

Reserve now, pay when you stay

$75 nightly

$85 total

Nov 16 - Nov 17

Total with taxes and fees

This motel features an indoor pool and a seasonal outdoor pool. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the picnic area. Enjoy the hot tub and perks like free self parking and free WiFi.

Pool

Hot Tub

Falmouth Inn

824 Main Street, Route 28, Falmouth, MA

Free Cancellation

Reserve now, pay when you stay

$122 nightly

$137 total

Nov 16 - Nov 17

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like continental breakfast and free self parking.

Pool

Breakfast included

Nantucket Inn

1 Miller Lane Nantucket MA

$189 nightly

$211 total

Nov 16 - Nov 17

Total with taxes and fees

2 outdoor tennis courts, 2 hot tubs, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy a meal from the restaurant and perks like free self parking and a free beach shuttle.

Pool

Hot Tub

Don't see what you're looking for?

See all available properties in Southeast Massachusetts

View all properties

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.

Popular places to visit

Gillette Stadium

Catch an event at Gillette Stadium during your trip to Foxboro. Experience the area's acclaimed theater scene and great live music.

Plymouth Rock

No American historical tour is complete without a personal encounter with this symbol of national identity and origins.

Hyannis Harbor

See the Cape Cod peninsula from a different perspective by riding a boat out of this picturesque harbor or wandering along its docks and jetties.

Frequently asked questions

How much are vacation packages to Southeast Massachusetts?

You can land an awesome flight and hotel bundle for an affordable $338. With a Travelocity vacation package, a getaway in Southeast Massachusetts has never looked so good! Save both time and money and get an early start with packing your suitcases.

Where can I get the best vacation package deals for Southeast Massachusetts?

For an amazing Southeast Massachusetts package deal, nothing compares to Travelocity. Take your pick from as many as 400 airlines and 1,000,000 properties around the globe to create your ideal adventure — the choice is all yours!

Why should I book my Southeast Massachusetts vacation bundle with Travelocity?

We take the hassle out of travel planning. Whether you're seeking an amazing new place to wander around or want to ensure you get the best deal around, we're here to assist. Our 24/7 support, high-quality service and Price Match Guarantee mean you can book with confidence.

Can I save money on my Southeast Massachusetts car rental if I combine it with hotels and flights?

You certainly can with our Southeast Massachusetts vacation packages. With one of these, there are loads of ways to stretch your budget further. Combine any two or more car, flight, hotel and tour bookings and see the savings pile up. With your own set of wheels, all the key sights in and around Southeast Massachusetts are within reach.

Which airport is best for Southeast Massachusetts?

Most visitors head to Southeast Massachusetts through Logan Intl. Airport (BOS) or T.F. Green Airport (PVD). Martha's Vineyard Airport (MVY) is another popular choice.

What is there to do in Southeast Massachusetts?

A diverse and inspiring destination, Southeast Massachusetts offers some incredible things to see and do. Plymouth Rock and National Monument to the Forefathers are among the most popular.