Castle Island Vacation Deals: Castle Island, South Boston Holidays

Castle Island vacation package deals

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

Boston Lodge and Suites

Dorchester

per person

Dec. 8 - Dec. 13

found 1 day ago

Roundtrip flight included

Toronto (YTZ) to Boston (BOS)

Stay at this 4-star family-friendly hotel in Boston. Enjoy free WiFi, a garden, and dry cleaning or laundry services. Our guests praise the property condition in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Raffles Boston

Back Bay

per person

Jan. 10 - Jan. 17

found 14 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Boston (BOS)

Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 3 restaurants. Our guests praise the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

Fairmont Copley Plaza, Boston

Back Bay

Save 100% on your flight

per person

Dec. 8 - Dec. 13

found 1 day ago

Roundtrip flight included

Toronto (YTZ) to Boston (BOS)

Book a stay at this eco-certified hotel in Boston. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

The Boxer

West End

Save 100% on your flight

per person

Jan. 10 - Jan. 17

found 14 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Boston (BOS)

Stay at this 4-star boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Faneuil Hall Marketplace are located nearby.

The Lenox Hotel Boston

Back Bay

Save 100% on your flight

per person

Jan. 10 - Jan. 17

found 14 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Boston (BOS)

Book a stay at this family-friendly hotel in Boston. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

The Colonnade Hotel Back Bay

Back Bay

Save 100% on your flight

per person

Jan. 10 - Jan. 17

found 14 hours ago

Roundtrip non-stop flight included

Buffalo (BUF) to Boston (BOS)

Book a stay at this boutique hotel in Boston. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.

Frequently asked questions

How much are vacation packages to Castle Island?

A fantastic CA $741 package deal can be booked for your upcoming trip to Castle Island. Why not let Travelocity take the hard work out of organizing your vacation? The great part about combining your hotel and flights is that it’ll save you a pretty penny. And there’s nothing better than extra cash in your pocket!

Where can I get the best vacation package deals for Castle Island?

Travelocity has countless ways to score a sensational Castle Island package deal. Choose from 400 partner airlines and 665,000 properties all over the globe and create a vacation package that’s suited to you. With so much choice, now’s the time to book your next big getaway.

Why should I purchase my Castle Island vacation package with Travelocity?

From incredible destinations to memorable experiences, we have everything you need to satisfy your travel desires. Our friendly 24/7 customer support will also make sure you’re being taken care of before, during and after your vacation. And don’t fret if you spot a lower price on your reservation, we’ll match it. That’s our Price Match Guarantee.

Can I go on vacation to Castle Island at this time?

Discover all the info you should know about quarantine policies and travel restrictions before you fly to Castle Island. Our Covid-19 Travel Advisor is full of useful advice to help make your vacation relaxed and hassle-free.

Top Castle Island hotel deals

Seaport Hotel Boston

1 Seaport Lane, Boston, MA

Free cancellation

Reserve now, pay when you stay

CA $236

CA $282 total

includes taxes & fees

24 Nov - 25 Nov

Stay at this 4-star eco-certified hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant in our reviews. Popular attractions New England Aquarium and Boston Common are located nearby.

Pool

Pet-friendly

Omni Boston Hotel at the Seaport

450 Summer Street, Boston, MA

Free cancellation

Reserve now, pay when you stay

CA $204

CA $286 total

includes taxes & fees

25 Nov - 26 Nov

Stay at this 4.5-star luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.

Pool

Spa

The Dagny Boston

89 Broad Street, Boston, MA

Free cancellation

Reserve now, pay when you stay

CA $187

CA $299 total

includes taxes & fees

28 Nov - 29 Nov

Stay at this 4-star historic hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby.

Pet-friendly

Free WiFi

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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.