Southeast Massachusetts Vacation Packages 2026 from $887

Southeast Massachusetts flight + hotel vacation packages

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

The Godfrey Hotel Boston

Downtown Boston

Save 100% on your flight

$887

per person

May 26 - May 30

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Boston (BOS)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Valet parking, a business center, and a coffee shop are also offered.

By the Sea Guests Bed & Breakfast & Suites

Save 100% on your flight

$1,185

per person

Jun 26 - Jul 3

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Boston (BOS)

This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

$3,460

per person

Jul 1 - Jul 5

found 3 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to Boston (BOS)

A private beach and a hot tub are featured at this guesthouse. Enjoy a day at the beach kayaking, or relax with sun loungers. WiFi in public areas is free.

Lighthouse Inn

Save 100% on your flight

$1,170

per person

Jun 26 - Jul 3

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Boston (BOS)

A private beach and an outdoor tennis court are featured at this smoke-free hotel. Spend a day at the beach windsurfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with mini golf and a playground, and families will appreciate the onsite laundry facilities.

Life House, Nantucket

Nantucket Town

Save 100% on your flight

$2,352

per person

Jun 24 - Jun 30

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Boston (BOS)

Free WiFi in public areas, a terrace, and a garden are available at this hotel. A snack bar/deli, a communal living room, and a library are also on offer.

Top Southeast Massachusetts hotels deals

Margaritaville Resort Cape Cod

1225 Iyannough Rd Hyannis MA

Free Cancellation

Reserve now, pay when you stay

$177 nightly

$202 total

May 3 - May 4

Total with taxes and fees

This smoke-free resort features a full-service spa, a water park, and 2 restaurants. There's fun for all ages with a lazy river and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the outdoor pool and perks like free self parking and free WiFi.

Pool

Hot Tub

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

867 Iyannough Road Hyannis MA

Free Cancellation

Reserve now, pay when you stay

$120 nightly

$137 total

Apr 28 - Apr 29

Total with taxes and fees

This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the free continental breakfast each morning.

Pool

Breakfast included

Marriott Boston Quincy

1000 Marriot Dr Quincy MA

Free Cancellation

Reserve now, pay when you stay

$127 nightly

$142 total

May 3 - May 4

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. There's a 24-hour gym on site, and laundry facilities and concierge services are also offered.

Pool

Pet friendly

Nantucket Inn

1 Miller Lane Nantucket MA

$184 nightly

$205 total

May 6 - May 7

Total with taxes and fees

2 outdoor tennis courts, 2 hot tubs, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, free WiFi in public areas, and free airport shuttle. Enjoy a meal from the restaurant and perks like free self parking and a free beach shuttle.

Pool

Hot Tub

Motel 6 Brockton, MA

391 Westgate Dr Brockton MA

Free Cancellation

Reserve now, pay when you stay

$101 nightly

$112 total

Apr 23 - Apr 24

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. The front desk is staffed around-the-clock and laundry facilities are on offer.

Pet friendly

Parking included

Iris Hotel Cape Cod

291 Jones Rd Falmouth MA

Free Cancellation

Reserve now, pay when you stay

$121 nightly

$138 total

Apr 26 - Apr 27

Total with taxes and fees

This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Pool

Parking 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

Gillette Stadium

4.5/5(400 reviews)

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

Cape Cod National Seashore

4.5/5(624 reviews)

Covering over miles of shoreline around Cape Cod, this national park offers endless things to see and do regardless of the season.

Inkwell Beach

4.5/5(31 reviews)

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 $887. 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.