Southeast Massachusetts Vacations 2025/2026 from CA $1,066

Southeast Massachusetts flight + hotel packages

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

Boston Harbor Hotel

North End

per person

Aug 31 - Sep 3

found 1 day ago

Roundtrip flight included

Buffalo (BUF) 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.

Raffles Boston

Back Bay

per person

Oct 4 - Oct 8

found 19 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Boston (BOS)

Stay at this 5-star 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.

The Langham, Boston

Downtown Boston

per person

Aug 31 - Sep 3

found 1 day ago

Roundtrip flight included

Buffalo (BUF) 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.

Hotel AKA Back Bay

Back Bay

per person

Oct 4 - Oct 8

found 19 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Boston (BOS)

Stay at this 4.5-star luxury hotel in Boston. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

The Colonnade Hotel Back Bay

Back Bay

per person

Oct 4 - Oct 8

found 19 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Boston (BOS)

Stay at this 4-star luxury hotel in Boston. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.

Top Southeast Massachusetts hotels deals

Iris Hotel Cape Cod

291 Jones Rd, Falmouth, MA

Free cancellation

Reserve now, pay when you stay

CA $269

CA $308 total

Aug 4 - Aug 5

includes taxes & fees

Stay at this 3-star business-friendly hotel in Falmouth. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Woods Hole Ferry Terminal and Long Pond Trail are located nearby.

Pool

Parking included

Nantucket Inn

1 Miller Lane, Nantucket, MA

CA $1,076

CA $1,202 total

Aug 7 - Aug 8

includes taxes & fees

Stay at this 3.5-star 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

Bayside Resort Hotel

225 Route 28, West Yarmouth, MA

Free cancellation

Reserve now, pay when you stay

Get rates

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 Cape Cod Inflatable Park and Hyannis Harbor are located nearby.

Pool

Hot tub

Cape Sands Inn

149 Main St - RT 28, West Yarmouth, MA

Free cancellation

Reserve now, pay when you stay

CA $162

CA $185 total

Aug 3 - Aug 4

includes taxes & fees

Book a stay at this family-friendly motel in West Yarmouth. Enjoy free parking, an outdoor pool, and a sauna. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Hyannis Harbor and Cape Cod Inflatable Park are located nearby.

Pool

Hot tub

Margaritaville Resort Cape Cod

1225 Iyannough Rd, Hyannis, MA

Free cancellation

Reserve now, pay when you stay

CA $272

CA $389 total

Jul 29 - Jul 30

includes taxes & fees

Stay at this 4-star 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 Codder Water Park and Hyannis Harbor are located nearby.

Pool

Hot tub

The Beachside

30 North Beach Street, Nantucket, MA

Get rates

Stay at this 4-star hotel in Nantucket. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Jethro Coffin House and First Congregational Church are located nearby.

Pool

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

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.

Cape Cod National Seashore

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 $1,066. 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.