Southeast Massachusetts Vacations 2025 from CA $456

Southeast Massachusetts flight + hotel packages

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

Lakeside Inn

Save 100% on your flight

per person

May 15 - May 19

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Boston (BOS)

Book a stay at this business-friendly hotel in Wakefield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attraction MarketStreet Lynnfield is located nearby.

The Revolution Hotel

South End

Save 100% on your flight

per person

May 15 - May 19

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Boston (BOS)

Stay at this 3.5-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Copley Square and Faneuil Hall Marketplace are located nearby.

The Inn at Hastings Park, Relais & Chateaux - Boston

Save 100% on your flight

per person

May 23 - May 26

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

Stay at this 4-star boutique 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.

Mandarin Oriental, Boston

Back Bay

Save 100% on your flight

per person

May 23 - May 26

found 1 day ago

Roundtrip non-stop flight included

Toronto (YTO) to Boston (BOS)

Stay at this 5-star luxury hotel in Boston. Enjoy a full-service spa, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff and the room service in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.

The Westin Boston Seaport District

Seaport District

Save 100% on your flight

per person

May 15 - May 19

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Boston (BOS)

Stay at this 4-star business-friendly hotel in Boston. Enjoy 2 bars/lounges, breakfast (surcharge), and room service. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.

Top Southeast Massachusetts hotels deals

Margaritaville Resort Cape Cod

1225 Iyannough Rd, Hyannis, MA

Free cancellation

Reserve now, pay when you stay

CA $228

CA $311 total

includes taxes & fees

23 Mar - 24 Mar

Stay at this 4-star family-friendly resort in Hyannis. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the clean rooms in our reviews. Popular attractions Cape Codder Water Park and Hyannis Harbor are located nearby.

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

867 Iyannough Road, Hyannis, MA

Free cancellation

Reserve now, pay when you stay

CA $147

CA $168 total

includes taxes & fees

30 Mar - 31 Mar

Book a stay at this business-friendly hotel in Hyannis. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Cape Codder Water Park and Hyannis Harbor are located nearby.

Best Western Adams Inn Quincy-Boston

29 Hancock St, Quincy, MA

Free cancellation

Reserve now, pay when you stay

CA $165

CA $184 total

includes taxes & fees

24 Mar - 25 Mar

Book a stay at this business-friendly hotel in Quincy. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Marriott Boston Quincy

1000 Marriot Dr, Quincy, MA

Free cancellation

Reserve now, pay when you stay

CA $194

CA $217 total

includes taxes & fees

28 Mar - 29 Mar

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.

Bayside Resort Hotel

225 Route 28, West Yarmouth, MA

Free cancellation

Reserve now, pay when you stay

CA $134

CA $170 total

includes taxes & fees

23 Mar - 24 Mar

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 Codder Water Park are located nearby.

John Carver Inn & Spa

25 Summer Street, Plymouth, MA

Free cancellation

Reserve now, pay when you stay

CA $137

CA $168 total

includes taxes & fees

25 Mar - 26 Mar

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.

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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 acclaimed theater scene and great live music.

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.

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 $456. 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.