Southeast Massachusetts Vacation Packages 2025/2026 from $309

Southeast Massachusetts flight + hotel vacation packages

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

Fairfield Inn & Suites by Marriott Plymouth

Save 100% on your flight

per person

Oct 30 - Nov 2

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Relax with a drink at the bar/lounge and enjoy free perks like buffet breakfast and free self parking.

John Carver Inn & Spa

Plymouth Cultural District

Save 100% on your flight

per person

Nov 3 - Nov 7

found 1 hour ago

Roundtrip flight included

Nashville (BNA) to Boston (BOS)

A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Raffles Boston

Back Bay

Save 100% on your flight

per person

Oct 23 - Oct 27

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Castle Manor Inn

Save 100% on your flight

per person

Nov 3 - Nov 7

found 1 hour ago

Roundtrip flight included

Nashville (BNA) to Boston (BOS)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a picnic area are also on offer.

The Westin Boston Seaport District

Seaport District

Save 100% on your flight

per person

Oct 30 - Nov 2

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Boston (BOS)

The hotel's indoor pool, 24-hour gym, and 2 bars/lounges are among the featured amenities. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. You'll appreciate the restaurant, hot tub, and laundry facilities.

Top Southeast Massachusetts hotels deals

Margaritaville Resort Cape Cod

1225 Iyannough Rd, Hyannis, MA

Free Cancellation

Reserve now, pay when you stay

$233 nightly

$267 total

Aug 25 - Aug 26

Total includes 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

Hyannis Plaza Hotel

662 Main Street, Hyannis, MA

Free Cancellation

Reserve now, pay when you stay

$102 nightly

$117 total

Sep 14 - Sep 15

Total includes taxes and fees

An outdoor pool is featured at this hotel, along with free self parking. There's a garden and multilingual staff can provide around-the-clock assistance.

Pool

Parking included

Hotel 1620 Plymouth Harbor

180 Water St, Plymouth, MA

Free Cancellation

Reserve now, pay when you stay

$178 nightly

$199 total

Aug 17 - Aug 18

Total includes taxes and fees

Free water park access and an indoor pool are featured at this smoke-free hotel. Traveling on business? Take advantage of the conference center and conference space on site. Enjoy the 24-hour gym and perks like free self parking.

Pool

Hot Tub

Falmouth Inn

824 Main Street, Route 28, Falmouth, MA

Free Cancellation

Reserve now, pay when you stay

$158 nightly

$179 total

Sep 14 - Sep 15

Total includes 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

Bayside Resort Hotel

225 Route 28, West Yarmouth, MA

Free Cancellation

Reserve now, pay when you stay

$190 nightly

$217 total

Sep 1 - Sep 2

Total includes taxes and fees

This hotel features 2 poolside bars, 2 bars/lounges, and an indoor pool. Enjoy the gym and free perks like buffet breakfast and free self parking. There's a seasonal outdoor pool on site, and a 24-hour front desk and a terrace are also provided.

Pool

Hot Tub

The Beachside

30 North Beach Street, Nantucket, MA

$383 nightly

$428 total

Sep 1 - Sep 2

Total includes taxes and fees

This hotel features a gym and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a garden, and a picnic area are also on offer.

Pool

Pet friendly

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 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 $309. 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.