Eastern Massachusetts Vacation Packages

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Top Eastern Massachusetts vacation package deals

Price found within the past 48 hours. Click for updated prices.
Raffles Boston
5.0-star property

Raffles Boston

Back Bay
9.6/10 Exceptional! (181 reviews)

Feb 13 - Feb 16

3 night stay

Charlotte (CLT) to Boston (BOS)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,234, price is now $913 per person
$913
per person
found 1 day ago
Excellent services.

Reviewed on Dec 29, 2024

Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

North End
9.8/10 Exceptional! (1,005 reviews)

Mar 22 - Mar 27

5 night stay

Charlotte (CLT) to Boston (BOS)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $2,871, price is now $1,681 per person
$1,681
per person
found 1 day ago
The staff is VERY attentive to all your needs. It just makes everything easy and more comfortable: room service to concierge to valet parking etc. etc.

Reviewed on Mar 24, 2024

The Whitney Hotel
4.0-star property

The Whitney Hotel

Beacon Hill
9.6/10 Exceptional! (482 reviews)

Mar 22 - Mar 27

5 night stay

Charlotte (CLT) to Boston (BOS)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $1,666, price is now $1,042 per person
$1,042
per person
found 1 day ago
What a gem in Boston! I've been to Boston many times and usually stay closer to the Downtown Crossing area. This time we stayed at the Whitney, choosing to try out that part of town. We loved it! Bigger than a boutique hotel, but small enough to feel intimate. Charles St is a great walking street, and we loved the location. The room was on the ground level (actually partly below ground) but was excellent! Well-appointed room, a good amount of space for Boston, and super professional staff. I'll be back when I come back to Boston

Reviewed on Jul 30, 2024

Fairmont Copley Plaza, Boston
4.5-star property

Fairmont Copley Plaza, Boston

Back Bay
9/10 Wonderful! (1,094 reviews)

Mar 22 - Mar 27

5 night stay

Charlotte (CLT) to Boston (BOS)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $1,370, price is now $949 per person
$949
per person
found 1 day ago
Yes, room was clean and well appointed/serviced. Staff was kind and helpful. Hotel is quite beautiful. Restaurant food was good.

Reviewed on Dec 3, 2025

The Colonnade Hotel Back Bay
4.0-star property

The Colonnade Hotel Back Bay

Back Bay
9.2/10 Wonderful! (2,268 reviews)

Mar 22 - Mar 27

5 night stay

Charlotte (CLT) to Boston (BOS)

Delta • Roundtrip • Coach
Save 100% on your flight
Price was $1,349, price is now $966 per person
$966
per person
found 1 day ago
I loved that it was walking distances to Fenway Park. Andrew was very helpful and kind. Clean hotel. Highly recommend.

Reviewed on Aug 1, 2025

Top rated hotels for your Eastern Massachusetts vacation package

Hilton Boston Back Bay

Hilton Boston Back Bay

4 out of 5
40 Dalton St Boston MA
Free Cancellation
Reserve now, pay when you stay
29.39 mi from city center
$167 nightly
The price is $195 total per night
$195 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests of Hilton Boston Back Bay enjoy a 24-hour gym, free WiFi in public areas, and conference space. Self parking is available for USD 65 per day. The front desk has multilingual staff on hand 24/7 to help with tours or tickets, securing valuables, and dry cleaning/laundry. Additional amenities include a business center, a computer station, and express check-in.
Free WiFi
Restaurant
Harborside Inn Of Boston

Harborside Inn Of Boston

4 out of 5
185 State St Boston MA
29.17 mi from city center
$119 nightly
The price is $139 total per night
$139 total
Dec 29 - Dec 30
Total with taxes and fees
Harborside Inn Of Boston features free WiFi in public areas, a business center, and microwave in a common area. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, tours or tickets, and luggage storage. Additional amenities include a refrigerator in a common area, a computer station, and express check-in.
Free WiFi
Restaurant
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Free Cancellation
Reserve now, pay when you stay
28.18 mi from city center
$178 nightly
The price is $208 total per night
$208 total
Jan 1 - Jan 2, 2026
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 65 per night. The front desk is staffed 24/7 to help with securing valuables, concierge services, and dry cleaning/laundry. 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
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