Southeast Massachusetts Vacations 2026 from CA $1,363

Southeast Massachusetts flight + hotel packages

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

The Westin Waltham-Boston

CA $1,363

per person

Jun 13 - Jun 17

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

Book a stay at this business-friendly hotel in Waltham. Enjoy breakfast (surcharge), room service, and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attraction Walden Pond is located nearby.

The Inn at Hastings Park, Relais & Chateaux - Boston

CA $1,587

per person

Jun 13 - Jun 17

found 14 hours ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

Book a stay at this 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.

Eurostars The Boxer

West End

CA $1,892

per person

Jun 12 - Jun 16

found 7 hours ago

Roundtrip non-stop flight included

Halifax (YHZ) to Boston (BOS)

Book a stay at this boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Boston Common are located nearby.

Boston Harbor Hotel

North End

CA $1,448

per person

May 1 - May 3

found 20 hours ago

Roundtrip flight included

Halifax (YHZ) 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 Common are located nearby.

Raffles Boston

Back Bay

CA $2,345

per person

May 28 - May 31

found 1 hour ago

Roundtrip non-stop flight included

Ottawa (YOW) to Boston (BOS)

Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common 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 $211

CA $320 total

Mar 29 - Mar 30

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 Hyannis Harbor and Cape Codder Water Park are located nearby.

Pool

Hot tub

Sonesta Select Boston Foxborough Mansfield

35 Foxborough Boulevard Foxborough MA

Free cancellation

Reserve now, pay when you stay

CA $132

CA $147 total

Apr 19 - Apr 20

includes taxes & fees

Book a stay at this business-friendly hotel in Foxborough. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Gillette Stadium and Xfinity Center are located nearby.

Pool

Pet-friendly

Bayside Resort Hotel

225 Route 28 West Yarmouth MA

Free cancellation

Reserve now, pay when you stay

CA $157

CA $196 total

Apr 1 - Apr 2

includes taxes & fees

Book a stay at this 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 Mayflower Beach are located nearby.

Pool

Hot tub

Nantucket Inn

1 Miller Lane Nantucket MA

CA $243

CA $271 total

Apr 19 - Apr 20

includes taxes & fees

Book a stay at this business-friendly resort in Nantucket. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Nobadeer Beach and Madequecham Pond are located nearby.

Pool

Hot tub

Falmouth Inn

824 Main Street Falmouth MA

Free cancellation

Reserve now, pay when you stay

CA $130

CA $177 total

Apr 12 - Apr 13

includes taxes & fees

Book a stay at this business-friendly hotel in Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Island Queen Ferry and Downtown Library Park are located nearby.

Pool

Breakfast included

Best Western Adams Inn Quincy-Boston

29 Hancock St Quincy MA

Free cancellation

Reserve now, pay when you stay

CA $173

CA $194 total

Apr 1 - Apr 2

includes taxes & fees

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.

Breakfast included

Pet-friendly

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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 Foxborough. Experience the area's acclaimed theater scene and great live music.

Hyannis Harbor

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.

Inkwell Beach

If a restful vacation is part of your travel plans, Inkwell Beach might be the perfect place to seek out during your trip to Oak Bluffs. Stroll along this relaxing area's waterfront, or simply enjoy its wineries.

Frequently asked questions

How much are vacation packages to Southeast Massachusetts?

You can land an awesome flight and hotel bundle for an affordable CA $1,363. 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.