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Top All inclusive vacation packages in Eastern Massachusetts

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

Seaport Hotel Boston

Seaport District

￥78,074

per person

Nov 20 - Nov 23

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

9.6/10 Exceptional! (3,432 reviews)

There was a wedding reception the night we were there. Our room was above. Spoke to front desk, the lady said they had a contract with the wedding party. I reminded them they had a contract with us too. Said we could move rooms. Very unacceptable since it was midnight and we didnt want to pack to move at that time! At check in was not informed and given option to get a room on different floor.

Reviewed on Sep 29, 2025

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3 Night All inclusive vacations in Eastern Massachusetts

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

Seaport Hotel Boston

Seaport District

￥78,074

per person

Nov 20 - Nov 23

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Boston (BOS)

9.6/10 Exceptional! (3,432 reviews)

There was a wedding reception the night we were there. Our room was above. Spoke to front desk, the lady said they had a contract with the wedding party. I reminded them they had a contract with us too. Said we could move rooms. Very unacceptable since it was midnight and we didnt want to pack to move at that time! At check in was not informed and given option to get a room on different floor.

Reviewed on Sep 29, 2025

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See all available trips from Chicago to Eastern Massachusetts

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Top All inclusive Eastern Massachusetts Hotels

Seaport Hotel Boston

1 Seaport Lane, Boston, MA

6 min walk from Fenway Park

Seaport Hotel Boston offers free in-room WiFi, 2 restaurants, an indoor pool, and free bike rentals.

9.6/10 Exceptional! (3,476 reviews)

"The staff is always so accommodating. The room was clean and comfortable. We love the pool and accessibility the hotel has to area attractions."

Reviewed on Sep 24, 2025

Embassy Suites Boston Logan Airport

207 Porter St, Boston, MA

4 min drive from Fenway Park

This hotel offers free breakfast, a restaurant, an indoor pool, and a free airport shuttle.

8.6/10 Excellent! (2,121 reviews)

"Great location to the airport and about a 10 to 15 minute uber ride to downtown/waterfront tourist area. Convenient airport shuttle. Great breakfast and an afternoon snack included. Large room, but bed was not the most comfortable."

Reviewed on Sep 24, 2025

Embassy Suites by Hilton Boston Waltham

550 Winter Street, Waltham, MA

8 min drive from Fenway Park

This hotel offers free breakfast, an indoor pool, a 24-hour fitness center, and WiFi.

7.8/10 Good! (2,487 reviews)

"Very spacious, friendly staff but the rooms were extremely dated - old furniture, creaking beds and peeling wallpaper. Also was charged $300 security deposit for a three night stay."

Reviewed on Sep 24, 2025

See all 15,626 properties in Eastern Massachusetts

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.