Southeast Massachusetts Vacations 2026 from CA $729

Southeast Massachusetts flight + hotel packages

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

The Charles Hotel

West Cambridge

CA $729

per person

Aug 14 - Aug 16

found 13 hours ago

Roundtrip flight included

Presque Isle (PQI) to Boston (BOS)

Book a stay at this luxury hotel in Cambridge. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.

Luxury Apartments by Hyatus at Boston Everett

CA $774

per person

Aug 14 - Aug 16

found 14 hours ago

Roundtrip flight included

Presque Isle (PQI) to Boston (BOS)

Book a stay at this luxury apartment in Everett. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Encore Boston Harbor and TD Garden are located nearby.

Boston Harbor Hotel

North End

CA $1,992

per person

Aug 22 - Aug 26

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Boston (BOS)

Book a stay at this 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 Boston Harbor are located nearby.

Meco Hotel - Hostel

West End

CA $1,262

per person

Aug 3 - Aug 7

found 14 hours ago

Roundtrip flight included

Presque Isle (PQI) to Boston (BOS)

Stay at this hostel in Boston. Enjoy free WiFi, a snack bar/deli, and housekeeping. Popular attractions TD Garden and Boston Harbor are located nearby.

Good Hotels Boston

South End

CA $1,101

per person

Aug 22 - Aug 26

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Boston (BOS)

Stay at this hotel in Boston. Enjoy free WiFi, laundry facilities, and bathrobes. Popular attractions Copley Square and Fenway Park 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 $169

CA $189 total

Jul 2 - Jul 3

includes taxes & fees

Book a stay at this 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 Blue Hills Reservation are located nearby.

Pool

Pet-friendly

Iris Hotel Cape Cod

291 Jones Rd Falmouth MA

Free cancellation

Reserve now, pay when you stay

CA $312

CA $358 total

Jul 1 - Jul 2

includes taxes & fees

Book a stay at this business-friendly hotel in Falmouth. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Woods Hole Ferry Terminal and Old Silver Beach are located nearby.

Pool

Parking included

Margaritaville Resort Cape Cod

1225 Iyannough Rd Hyannis MA

Free cancellation

Reserve now, pay when you stay

CA $382

CA $519 total

Jul 5 - Jul 6

includes taxes & fees

Book a stay at this spa resort in Hyannis. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the clean rooms in our reviews. Popular attractions Cape Cod Melody Tent and Main Street Hyannis are located nearby.

Pool

Hot tub

Riviera Beach Resort

327 South Shore Drive South Yarmouth MA

CA $452

CA $574 total

Jul 15 - Jul 16

includes taxes & fees

Book a stay at this beach hotel in South Yarmouth. Enjoy free WiFi, an outdoor pool, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hyannis Harbor and Main Street Hyannis are located nearby.

On private beach

Pool

Parker Beach Lodge

192 S Shore Dr South Yarmouth MA

Free cancellation

Reserve now, pay when you stay

CA $283

CA $324 total

Jul 27 - Jul 28

includes taxes & fees

Stay at this hotel in South Yarmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular attractions West Dennis Beach and Hyannis Harbor are located nearby.

Pool

Parking included

Dune Crest Hotel

535 Route 6 North Truro MA

CA $358

CA $409 total

Jul 6 - Jul 7

includes taxes & fees

Stay at this hotel in North Truro. Enjoy free breakfast, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Commercial Street and Head of the Meadow Trail are located nearby.

Pool

Breakfast 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

A soccer stadium with a crowd of spectators, a goalpost, and players in action.

Gillette Stadium

4.5/5(28 reviews)

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

A sunset over a snow-covered beach with dunes and grasses.

Mayflower Beach

5/5(3 reviews)

Why not spend a carefree afternoon at Mayflower Beach during your travels in Dennis? While you're in the area, stroll along the waterfront.

A marina with boats docked, a walkway, and people walking.

Hyannis Harbor

4.5/5(33 reviews)

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

Frequently asked questions

How much are vacation packages to Southeast Massachusetts?

You can land an awesome flight and hotel bundle for an affordable CA $729. 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.