Southeast Massachusetts Vacations 2025 from CA $782

Southeast Massachusetts flight + hotel packages

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

Freepoint Hotel Cambridge, Tapestry Collection by Hilton

Save 100% on your flight

per person

Jun. 25 - Jun. 29

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

Stay at this 4-star business-friendly hotel in Cambridge. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.

Boston Harbor Hotel

North End

per person

Jul. 11 - Jul. 14

found 23 hours ago

Roundtrip flight included

Montreal (YUL) to Boston (BOS)

Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.

The Inn at Hastings Park, Relais & Chateaux - Boston

Save 100% on your flight

per person

Jun. 25 - Jun. 29

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

Stay at this 4-star luxury hotel in Lexington. Enjoy room service, free bicycles on site, and onsite spa services. Our guests praise the helpful staff in our reviews. Popular attractions Lexington Battle Green and Burlington Mall are located nearby.

The Langham, Boston

Downtown Boston

Save 100% on your flight

per person

Jul. 11 - Jul. 14

found 23 hours ago

Roundtrip flight included

Montreal (YUL) to Boston (BOS)

Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby.

The Boxer

West End

per person

Jul. 11 - Jul. 14

found 23 hours ago

Roundtrip flight included

Montreal (YUL) to Boston (BOS)

Stay at this 4-star boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Faneuil Hall Marketplace are located nearby.

Top Southeast Massachusetts hotels deals

Marriott Boston Quincy

1000 Marriot Dr, Quincy, MA

Free cancellation

Reserve now, pay when you stay

CA $177

CA $198 total

May 26 - May 27

includes taxes & fees

Stay at this 3.5-star business-friendly hotel in Quincy. Enjoy breakfast (surcharge), a 24-hour fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions South Shore Plaza and F1 Boston are located nearby.

Pool

Free WiFi

Bayside Resort Hotel

225 Route 28, West Yarmouth, MA

Free cancellation

Reserve now, pay when you stay

CA $178

CA $219 total

May 20 - May 21

includes taxes & fees

Stay at this 3-star beach hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Hyannis Harbor and Cape Cod Melody Tent are located nearby.

Pool

Hot tub

John Carver Inn & Spa

25 Summer Street, Plymouth, MA

Free cancellation

Reserve now, pay when you stay

CA $187

CA $224 total

May 13 - May 14

includes taxes & fees

Stay at this 3-star spa hotel in Plymouth. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. Popular attractions Plymouth Rock and Plymouth Harbor are located nearby.

Pool

Hot tub

Faraway Nantucket

29 Centre St., Nantucket, MA

CA $202

CA $237 total

May 11 - May 12

includes taxes & fees

Stay at this 3.5-star hotel in Nantucket. Enjoy free WiFi, a 24-hour front desk, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular attractions Nantucket United Methodist Church and Theatre Workshop of Nantucket are located nearby.

Pet-friendly

Free WiFi

The Provincetown Inn

1 Commercial Street, Provincetown, MA

Free cancellation

Reserve now, pay when you stay

CA $177

CA $251 total

May 12 - May 13

includes taxes & fees

Stay at this 3-star beach hotel in Provincetown. Enjoy an outdoor pool, 3 restaurants, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Commercial Street and Pilgrims' First Landing Park are located nearby.

Pool

Restaurant

Hotel 1620 Plymouth Harbor

180 Water St, Plymouth, MA

Free cancellation

Reserve now, pay when you stay

CA $221

CA $289 total

May 14 - May 15

includes taxes & fees

Book a stay at this business-friendly hotel in Plymouth. Enjoy free parking, free water park access, and a 24-hour fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Plymouth Harbor and Plymouth Rock are located nearby.

Pool

Hot tub

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See all available properties in Southeast Massachusetts

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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

4.5/5(27 reviews)

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

Hyannis Harbor

4.5/5(33 reviews)

Explore the waterfront in Hyannis with a trip to Hyannis Harbor. Stroll along the beautiful beaches in this family-friendly area, or check out its seafood restaurants.

Cape Cod National Seashore

5/5(19 reviews)

Explore the lovely green spaces of Cape Cod National Seashore and enjoy the hiking trails in Eastham. Wander the beautiful beaches and seaside in the area.

Frequently asked questions

How much are vacation packages to Southeast Massachusetts?

You can land an awesome flight and hotel bundle for an affordable CA $782. 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.