Search Deals on
Castle Island Vacation Packages

Castle Island Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

3.5 out of 5
Save 100% on your flight
per person
Sep 15 - Sep 19
found 21 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3.5-star beach hotel in Beverly. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Salem Witch Museum and Lynch Park are located nearby.
Sonesta Select Boston Danvers

Sonesta Select Boston Danvers

3 out of 5
Save 100% on your flight
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3-star business-friendly hotel in Danvers. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Salem Witch Museum and Rebecca Nurse Homestead are located nearby.
The Verb Hotel

The Verb Hotel

3.5 out of 5
Save 100% on your flight
per person
Sep 6 - Sep 13
found 23 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 3.5-star hotel in Boston. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. Popular attractions Fenway Park and Copley Square are located nearby.
Mari-Anne Motel

Mari-Anne Motel

2 out of 5
Save 100% on your flight
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this beach motel in Hampton. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Hampton Beach and Seabrook Beach are located nearby.
Falmouth Tides

Falmouth Tides

2.5 out of 5
Save 100% on your flight
per person
Aug 28 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this beach motel in Falmouth. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Woods Hole Ferry Terminal and Island Queen Ferry are located nearby.
Holiday Inn Express Fall River North by IHG

Holiday Inn Express Fall River North by IHG

2.5 out of 5
per person
Sep 9 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this business-friendly hotel in Fall River. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Pierce Beach & Playground and Chace Preserve are located nearby.
Ashworth by the Sea

Ashworth by the Sea

3 out of 5
Save 100% on your flight
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3-star beach hotel in Hampton. Enjoy 3 restaurants, a beach locale, and a rooftop terrace. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Hampton Beach and Seabrook Beach are located nearby.
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
Sep 9 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Stay at this 5-star luxury hotel in Everett. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
Raffles Boston

Raffles Boston

5 out of 5
Save 100% on your flight
per person
Sep 12 - Sep 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Westford Regency Inn & Conference Center

Westford Regency Inn & Conference Center

3 out of 5
Save 100% on your flight
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3-star hotel in Westford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Westford Museum and Historical Society and Westford Town Common are located nearby.
Ramada by Wyndham Boston

Ramada by Wyndham Boston

2.5 out of 5
Save 100% on your flight
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
Hampton Inn Boston Seaport District

Hampton Inn Boston Seaport District

3 out of 5
Save 100% on your flight
per person
Sep 2 - Sep 6
found 22 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
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.

3-4 Night Vacations in Castle Island

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

Sunbird ANNEX Resort

2 out of 5
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Chatham Tides

Chatham Tides

2.5 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Falmouth Tides

Falmouth Tides

2.5 out of 5
Falmouth Heights
Save 100% on your flight
per person
Aug 29 - Sep 1
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)

5-7 Night Vacations in Castle Island

Price found within the past 48 hours. Click for updated prices.
Sonesta Select Boston Danvers

Sonesta Select Boston Danvers

3 out of 5
Save 100% on your flight
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
YOTEL Boston

YOTEL Boston

4 out of 5
Seaport District
Save 100% on your flight
per person
Sep 9 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
per person
Sep 9 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)
Raffles Boston

Raffles Boston

5 out of 5
Back Bay
Save 100% on your flight
per person
Sep 13 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Boston (BOS)

Castle Island Last Minute Hotel Deals

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

4 out of 5
450 Summer Street, Boston, MA
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. ...
Omni Boston Hotel at the Seaport
Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

4 out of 5
101 Harborside Drive, Boston, MA
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 ...
Hyatt Regency Boston Harbor
Hyatt Place Boston/Seaport District

Hyatt Place Boston/Seaport District

3 out of 5
295 NORTHERN AVENUE, Boston, MA
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 ...
Hyatt Place Boston/Seaport District
The Westin Boston Seaport District

The Westin Boston Seaport District

4 out of 5
425 Summer St, Boston, MA
Stay at this 4-star business-friendly hotel in Boston. Enjoy 2 bars/lounges, breakfast (surcharge), and room service. Our guests praise the breakfast and the ...
The Westin Boston Seaport District
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane, Boston, MA
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 ...
Seaport Hotel Boston
Homewood Suites by Hilton Boston Seaport District

Homewood Suites by Hilton Boston Seaport District

3 out of 5
670 Summer Street, Boston, MA
Stay at this 3-star business-friendly hotel in Boston. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
Homewood Suites by Hilton Boston Seaport District
Hampton Inn Boston Seaport District

Hampton Inn Boston Seaport District

3 out of 5
670 Summer Street, Boston, MA
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 ...
Hampton Inn Boston Seaport District
Aloft by Marriott, Boston Seaport District

Aloft by Marriott, Boston Seaport District

3 out of 5
401-403 D Street, Boston, MA
Stay at this 3-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Aloft by Marriott, Boston Seaport District
See all 3,151 properties in Castle Island
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.