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.

Freepoint Hotel Cambridge, Tapestry Collection by Hilton

Save 100% on your flight

per person

Jun. 25 - Jun. 29

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

Stay at this 4-star business-friendly hotel in Cambridge. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.

Boston Harbor Hotel

North End

per person

Jul. 11 - Jul. 14

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Boston (BOS)

Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, a marina, and breakfast (surcharge). Our guests praise the helpful staff and the room service in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.

The Inn at Hastings Park, Relais & Chateaux - Boston

Save 100% on your flight

per person

Jun. 25 - Jun. 29

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Boston (BOS)

Stay at this 4-star luxury hotel in Lexington. Enjoy room service, free bicycles on site, and onsite spa services. Our guests praise the helpful staff in our reviews. Popular attractions Lexington Battle Green and Burlington Mall are located nearby.

The Langham, Boston

Downtown Boston

Save 100% on your flight

per person

Jul. 11 - Jul. 14

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Boston (BOS)

Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Faneuil Hall Marketplace and New England Aquarium are located nearby.

The Boxer

West End

per person

Jul. 11 - Jul. 14

found 1 day ago

Roundtrip flight included

Montreal (YUL) 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 Whitney Hotel

Beacon Hill

Save 100% on your flight

per person

Jul. 5 - Jul. 10

found 14 hours ago

Roundtrip non-stop flight included

Montreal (YUL) to Boston (BOS)

Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and TD Garden are located nearby.

Frequently asked questions

How much are vacation packages to Castle Island?

A fantastic CA $782 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

Omni Boston Hotel at the Seaport

450 Summer Street, Boston, MA

Free cancellation

Reserve now, pay when you stay

CA $362

CA $478 total

May 26 - May 27

includes taxes & fees

Stay at this 4-star spa 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

YOTEL Boston

65 Seaport Blvd, Boston, MA

CA $264

CA $365 total

May 11 - May 12

includes taxes & fees

Stay at this 4-star hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and a rooftop terrace. Our guests praise the restaurant and the bar in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.

Free WiFi

Restaurant

Hampton Inn Boston Seaport District

670 Summer Street, Boston, MA

Free cancellation

Reserve now, pay when you stay

CA $239

CA $278 total

May 26 - May 27

includes taxes & fees

Stay at this 3-star business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.

Pool

Breakfast included

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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.