
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.

3.0-star property
Harbor Hotel Provincetown
8.2/10 Very Good! (1,000 reviews)
Jun 4 - Jun 9
5 night stay
Chicago (CHI) to Provincetown (PVC)
United • Roundtrip • Coach
Save 100% on your flight
Price was $747, price is now $451 per person
$451
per person
found 4 hours ago
Maurice was great at the front desk
Reviewed on Nov 9, 2025

5.0-star property
Boston Harbor Hotel
North End
9.8/10 Exceptional! (1,001 reviews)
May 7 - May 10
3 night stay
Chicago (CHI) to Boston (BOS)
JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $2,075, price is now $1,158 per person
$1,158
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

4.0-star property
Eurostars The Boxer
West End
8.6/10 Excellent! (1,395 reviews)
Jun 17 - Jun 24
7 night stay
Chicago (CHI) to Boston (BOS)
American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $3,608, price is now $2,276 per person
$2,276
per person
found 1 day ago
Third time staying here and it’s perfect for sports fans heading to games at TD Garden!
Reviewed on May 6, 2025

4.0-star property
Hilton Boston Park Plaza
Bay Village
8.4/10 Very Good! (3,136 reviews)
Jun 17 - Jun 24
7 night stay
Chicago (CHI) to Boston (BOS)
American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $2,484, price is now $1,650 per person
$1,650
per person
found 1 day ago
Keys didn’t work properly to my room even after being reprogrammed. Bathroom was small, cold and had an odd layout. Didn’t feel like a 4 star hotel.
Reviewed on Feb 2, 2026

3.5-star property
Arcadian Hotel
Coolidge Corner
8/10 Very Good! (3,937 reviews)
Apr 28 - May 5
7 night stay
Chicago (CHI) to Boston (BOS)
Delta • Roundtrip • Coach
Save 100% on your flight
Price was $1,129, price is now $755 per person
$755
per person
just found
The bed is the most uncomfortable bed I’ve slept in in so long. Otherwise I enjoyed it.
Reviewed on Mar 20, 2026
Top rated hotels for your Eastern Massachusetts vacation package

Omni Boston Hotel at the Seaport
450 Summer Street Boston MA
Free Cancellation
Reserve now, pay when you stay
28.17 mi from city center
$189 nightly
The price is $220 total per night
$220 total
Apr 5 - Apr 6
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 concierge services, luggage storage, and securing valuables. 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

Seaport Hotel Boston
1 Seaport Lane Boston MA
28.24 mi from city center
$157 nightly
The price is $182 total per night
$182 total
Apr 5 - Apr 6
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 luggage storage, dry cleaning/laundry, and securing valuables. Additional amenities include free WiFi in public areas, meeting rooms, and a conference center.
Pool
Pet friendly

Hilton Boston Park Plaza
50 Park Plaza Boston MA
Free Cancellation
Reserve now, pay when you stay
29.18 mi from city center
$190 nightly
The price is $221 total per night
$221 total
Apr 6 - Apr 7
Total with taxes and fees
Guests of Hilton Boston Park Plaza enjoy a gym, free WiFi in public areas, and meeting rooms. Valet parking is available for USD 70 per day. The front desk has multilingual staff on hand 24/7 to help with luggage storage, tours or tickets, and dry cleaning/laundry. Other amenities at this luxury hotel include conference space, a 24-hour business center, and a computer station.
Pet friendly
Free WiFi
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View all propertiesLowest 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.
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