Southeast Massachusetts Vacation Packages 2025/2026 from $259

Southeast Massachusetts flight + hotel vacation packages

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

Best Western Springfield West Inn

$259

per person

Nov 7 - Nov 9

found 8 hours ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. There's a 24-hour gym on site, and a 24-hour front desk and express check-out are also provided.

Boston Lodge and Suites

Dorchester

Save 100% on your flight

$382

per person

Nov 8 - Nov 10

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) 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.

Beacon Hill Hotel

Beacon Hill

Save 100% on your flight

$547

per person

Nov 18 - Nov 21

found 15 hours ago

Roundtrip flight included

Cleveland (CLE) to Boston (BOS)

This hotel features a restaurant, a rooftop terrace, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. Free continental breakfast is served.

Boston Harbor Hotel

North End

Save 100% on your flight

$1,053

per person

Dec 15 - Dec 18

found 15 hours ago

Roundtrip flight included

Dallas (DFW) 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.

Raffles Boston

Back Bay

Save 100% on your flight

$1,074

per person

Dec 11 - Dec 14

found 11 hours ago

Roundtrip non-stop flight included

Dallas (DAL) to Boston (BOS)

A full-service spa, 3 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and rooftop terrace.

Top Southeast Massachusetts hotels deals

Hyatt Place Boston/Braintree

50 Forbes Road, Braintree, MA

Free Cancellation

Reserve now, pay when you stay

$113 nightly

$126 total

Nov 2 - Nov 3

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

Best Western Adams Inn Quincy-Boston

29 Hancock St, Quincy, MA

Free Cancellation

Reserve now, pay when you stay

$125 nightly

$140 total

Nov 4 - Nov 5

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.

Breakfast included

Pet friendly

Margaritaville Resort Cape Cod

1225 Iyannough Rd, Hyannis, MA

Free Cancellation

Reserve now, pay when you stay

$177 nightly

$203 total

Oct 26 - Oct 27

Total with taxes and fees

This smoke-free resort features a full-service spa, a water park, and 2 restaurants. There's fun for all ages with a lazy river and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the outdoor pool and perks like free self parking and free WiFi.

Pool

Hot Tub

Cape Sands Inn

149 Main St - RT 28, West Yarmouth, MA

Free Cancellation

Reserve now, pay when you stay

$75 nightly

$85 total

Oct 7 - Oct 8

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

$134 nightly

$151 total

Oct 13 - Oct 14

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

Iris Hotel Cape Cod

291 Jones Rd, Falmouth, MA

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$106 total

Nov 6 - Nov 7

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Pool

Parking included

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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 great live music and acclaimed theater scene.

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.

Cape Cod National Seashore

Covering over miles of shoreline around Cape Cod, this national park offers endless things to see and do regardless of the season.

Frequently asked questions

How much are vacation packages to Southeast Massachusetts?

You can land an awesome flight and hotel bundle for an affordable $259. 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.