Deals on vacations and trips to Eastern Massachusetts

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Eastern Massachusetts flight + hotel vacation packages

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Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

4.5 out of 5
North End
Price was $743, price is now $495 per person
$495
per person
Dec 4 - Dec 6
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
A full-service spa, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, laundry service, and valet parking. There's a sauna on site, and laundry facilities and concierge services are also offered.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,513, price is now $855 per person
$855
per person
Dec 25 - Dec 28
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
A marina, a 24-hour gym, and a restaurant are all featured at this luxury hotel. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the indoor pool and perks like free WiFi.
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $1,819, price is now $1,250 per person
$1,250
per person
Dec 23 - Dec 28
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
A full-service spa, 3 restaurants, and an indoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the free WiFi in public areas, laundry service, and valet parking. You'll appreciate the 24-hour gym, bar/lounge, and rooftop terrace.
Mandarin Oriental, Boston

Mandarin Oriental, Boston

5 out of 5
Back Bay
Save 100% on your flight
Price was $3,470, price is now $2,387 per person
$2,387
per person
Dec 5 - Dec 11
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Boston (BOS)
A full-service spa, a gym, and a restaurant are all featured at this smoke-free hotel. Families will appreciate the onsite laundry facilities and babysitting. Enjoy the sauna and perks like free WiFi.
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was $1,117, price is now $780 per person
$780
per person
Dec 25 - Dec 28
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Families will appreciate the onsite laundry facilities, kid-friendly dining, and babysitting. Enjoy the 24-hour gym and perks like free WiFi.

Top Eastern Massachusetts hotels deals

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
$298 nightly
The price is $347 total per night
$347 total
Nov 11 - Nov 12
Total with taxes and fees
A full-service spa, 4 restaurants, and an outdoor pool are all featured at this luxury hotel. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.
Pool
Hot Tub
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Free Cancellation
Reserve now, pay when you stay
$156 nightly
The price is $182 total per night
$182 total
Nov 8 - Nov 9
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. A 24-hour business center, a coffee shop, and a terrace are also on offer.
Pet friendly
Free WiFi
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
$187 nightly
The price is $217 total per night
$217 total
Nov 8 - Nov 9
Total with taxes and fees
This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll appreciate the steam room, bar/lounge, and concierge services.
Pool
Pet friendly
The Dagny Boston

The Dagny Boston

4 out of 5
89 Broad Street Boston MA
$265 nightly
The price is $308 total per night
$308 total
Nov 15 - Nov 16
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. A coffee shop, a communal living room, and a library are also on offer.
Pet friendly
Free WiFi
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
1 Broadway Everett MA
Free Cancellation
Reserve now, pay when you stay
$279 nightly
The price is $312 total per night
$312 total
Nov 11 - Nov 12
Total with taxes and fees
This luxury hotel features a casino, a full-service spa, and a nightclub. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and valet parking. Free self parking is free for guests, and you can enjoy a meal in one of the 15 restaurants.
Spa
Parking included
The Westin Copley Place, Boston, a Marriott Hotel

The Westin Copley Place, Boston, a Marriott Hotel

4 out of 5
10 Huntington Ave Boston MA
$290 nightly
The price is $338 total per night
$338 total
Oct 30 - Oct 31
Total with taxes and fees
This smoke-free hotel features 5 restaurants, a bar/lounge, and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, limo/town car service, and a snack bar/deli are also on offer.
Spa
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.

Stay near popular Eastern Massachusetts attractions

A cityscape with a prominent stadium, a busy intersection, and a skyline with high-rise buildings.

Fenway Park

9.2/10 (11,009 reviews)
Catch a game or take a tour at one of America’s most historic and beloved ballparks.
See properties

Frequently asked questions

How much are vacation packages to Eastern Massachusetts?
You'll be surprised — you can find yourself in Eastern Massachusetts for a paltry $495. At Travelocity, we save you money and stress with our awesome vacation packages. With hotels, flights and tours all ready to be snapped up, why put it off?
Where can I get the best vacation package deals for Eastern Massachusetts?
It's simple — browse Travelocity. With no less than 400 partner airlines and 1,000,000 properties around the world, it's a breeze to put together an Eastern Massachusetts package deal that suits your travel style.
Why should I purchase my Eastern Massachusetts vacation package via Travelocity?
Because life is one incredible journey, and we have everything you need to help you along the way. With our excellent service and Price Match Guarantee, you can organize your trip with confidence. Plus, you can sleep easy on the road knowing we've got you covered with our round-the-clock support.
Will I save money on my Eastern Massachusetts car rental if I book it with a hotel or flight?
You sure can with our Eastern Massachusetts vacation packages. With one of these, there are tons of ways to stretch your budget further. Bundle any two or more car, hotel, flight and tour bookings and watch your savings grow. With a rental car, all the main sights around Eastern Massachusetts are a fun road trip away.
Which airport is best for Eastern Massachusetts?
Logan Intl. Airport (BOS) is often the first choice for visitors to Eastern Massachusetts. But depending on your schedule, T.F. Green Airport (PVD) or Martha's Vineyard Airport (MVY) could be more suitable options.
What is there to do in Eastern Massachusetts?
Eastern Massachusetts boasts hidden gems at every turn, however make sure you plan a visit to both Fenway Park and Boston Common while you're in town. These landmarks can't be missed.

Photos of local treasures

Browse Eastern Massachusetts vacation photos for more inspiration

A historic church with a large central tower and multiple spires, surrounded by modern buildings and a public square with people and greenery.
A pathway in a park with a sign indicating it is the Public Garden, founded in 1837.
An ornate courtyard with a central mosaic floor, surrounded by lush greenery and classical architecture.
An ornate church interior with stained glass windows, wooden pews, and a high vaulted ceiling.
A grand library with high ceilings, arched windows, and rows of tables and chairs.

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