Eastern Massachusetts Vacation Packages

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Battery Wharf Hotel, Boston Waterfront
4.5-star property

Battery Wharf Hotel, Boston Waterfront

North End
9/10 Wonderful! (2,041 reviews)

Dec 27 - Dec 30

3 night stay

Fort Lauderdale (FLL) to Boston (BOS)

Allegiant Air • Coach

Boston (BOS) to Fort Lauderdale (FLL)

Southwest Airlines • Coach
Price was $958, price is now $625 per person
$625
per person
found 1 day ago

Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

North End
9.8/10 Exceptional! (1,008 reviews)

Dec 10 - Dec 13

3 night stay

Fort Lauderdale (FLL) to Boston (BOS)

Allegiant Air • Roundtrip • Coach
Save 100% on your flight
Price was $1,436, price is now $795 per person
$795
per person
found 1 day ago
This hotel is one of, if not the, nicest hotels I have ever stayed at around the world. The level of service is second to none, and hotel itself, physically, is incredibly elegant. Being situated on Boston Harbor puts this hotel over the top and into a class of its own.

Reviewed on Oct 16, 2026

Boston Lodge and Suites
4.0-star property

Boston Lodge and Suites

Dorchester
8.4/10 Very Good! (190 reviews)

Dec 27 - Dec 30

3 night stay

Fort Lauderdale (FLL) to Boston (BOS)

Allegiant Air • Coach

Boston (BOS) to Fort Lauderdale (FLL)

Southwest Airlines • Coach
Save 100% on your flight
Price was $1,140, price is now $726 per person
$726
per person
found 1 day ago

Raffles Boston
5.0-star property

Raffles Boston

Back Bay
9.6/10 Exceptional! (332 reviews)

Dec 27 - Dec 30

3 night stay

Fort Lauderdale (FLL) to Boston (BOS)

Allegiant Air • Coach

Boston (BOS) to Fort Lauderdale (FLL)

Southwest Airlines • Coach
Save 100% on your flight
Price was $1,510, price is now $991 per person
$991
per person
found 1 day ago
A stunning hotel with super helpful staff. Would highly recommend the Raffles, from start to finish it was excellent and we’ll definitely be back.

Reviewed on Oct 14, 2026

Four Seasons Hotel Boston
5.0-star property

Four Seasons Hotel Boston

Bay Village
9.4/10 Exceptional! (487 reviews)

Dec 3 - Dec 6

3 night stay

Fort Lauderdale (FLL) to Boston (BOS)

Allegiant Air • Roundtrip • Coach
Save 100% on your flight
Price was $1,751, price is now $1,181 per person
$1,181
per person
found 1 day ago
Your staff is Five star! Hotel needs updating badly. My far the worst Four Seasons we have stayed in. On the day of check-in, our flight was delayed and we got in at 2:30 in the morning had room service and it was an edible. Your staff indicated they would remove the charges, but I see we were still charged for them as well.

Reviewed on Oct 6, 2026

Top rated hotels for your Eastern Massachusetts vacation package

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
28.17 mi from city center
$298 nightly
The price is $347 total per night
$347 total
Nov 11 - Nov 12
Total with taxes and fees
At Omni Boston Hotel at the Seaport, guests enjoy a full-service spa, an outdoor pool, and a 24-hour gym. Valet parking is offered for USD 70 per night. The front desk is staffed 24/7 to help with securing valuables, dry cleaning/laundry, and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this luxury hotel include free WiFi in public areas, a hot tub, and a business center.
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
28.93 mi from city center
$175 nightly
The price is $204 total per night
$204 total
Nov 8 - Nov 9
Total with taxes and fees
The Revolution Hotel features a 24-hour gym, free WiFi in public areas, and a 24-hour business center. Offsite parking is available for a fee. The 24-hour front desk has staff standing by to help with luggage storage, securing valuables, and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include a meeting room, express check-out, and a terrace.
Pet friendly
Free WiFi
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
28.24 mi from city center
$212 nightly
The price is $246 total per night
$246 total
Oct 30 - Oct 31
Total with taxes and fees
Guests of Seaport Hotel Boston have access to an indoor pool, a gym, and a steam room. Valet parking is available for USD 59 per night. Multilingual staff at the front desk are standing by 24/7 to help with tours or tickets, securing valuables, and luggage storage. Additional amenities include free WiFi in public areas, meeting rooms, and a conference center.
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.

Things to do

Gloucester: Scenic Cape Ann & Rockport Self-Driving Tour

Cape Ann Harbor: Self-Guided Driving Audio Tour

$17
per traveler
100% of travellers recommend
Cape Ann Harbor: Self-Guided Driving Audio Tour
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

Cape Ann Self-Guided Driving Tour in Gloucester and Rockport

$17
per traveler
80% of travellers recommend
Cape Ann Self-Guided Driving Tour in Gloucester and Rockport
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