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.

Hilton Boston/Woburn

per person

Aug 29 - Sep 4

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Boston (BOS)

Stay at this 3.5-star business-friendly hotel in Woburn. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attraction Burlington Mall is located nearby.

The Langham, Boston

Downtown Boston

Save 100% on your flight

per person

Oct 4 - Oct 8

found 21 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) 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.

Global Luxury Suites East Boston

East Boston

Save 100% on your flight

per person

Oct 4 - Oct 8

found 21 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Boston (BOS)

Stay at this 4-star family-friendly aparthotel in Boston. Enjoy free WiFi, a fitness center, and parking (surcharge). Popular attractions Boston Harbor and New England Aquarium are located nearby.

Global Luxury Suites Downtown Boston

Chinatown

Save 100% on your flight

per person

Oct 4 - Oct 8

found 21 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Boston (BOS)

Stay at this 4-star business-friendly aparthotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a 24-hour business center. Our guests praise the helpful staff in our reviews. Popular attractions Boston Common and New England Aquarium are located nearby.

Fairfield Inn & Suites by Marriott Boston Logan Airport/Chelsea

Save 100% on your flight

per person

Oct 4 - Oct 8

found 21 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Boston (BOS)

Book a stay at this business-friendly hotel in Chelsea. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.

Battery Wharf Hotel, Boston Waterfront

North End

Save 100% on your flight

per person

Oct 4 - Oct 8

found 21 hours ago

Roundtrip non-stop flight included

Edmonton (YEG) to Boston (BOS)

Stay at this 4.5-star luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Harbor and Faneuil Hall Marketplace are located nearby.

Frequently asked questions

How much are vacation packages to Castle Island?

A fantastic CA $1,028 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 $289

CA $393 total

Aug 10 - Aug 11

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.

Hyatt Regency Boston Harbor

101 Harborside Drive, Boston, MA

Free cancellation

Reserve now, pay when you stay

CA $243

CA $317 total

Jul 27 - Jul 28

includes taxes & fees

Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions New England Aquarium and Boston Harbor are located nearby.

Hyatt Place Boston/Seaport District

295 NORTHERN AVENUE, Boston, MA

Free cancellation

Reserve now, pay when you stay

CA $314

CA $365 total

Jul 20 - Jul 21

includes taxes & fees

Stay at this 3-star business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions New England Aquarium and Boston Harbor are located nearby.

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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.