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
Price was $1,021, price is now $733 per person
$733
per person
Jun 22 - Jun 26
just found
Roundtrip flight included
St. Petersburg (PIE) to Boston (BOS)
Book a stay at this 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 Willows Beach and Cabot Theater are located nearby.
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Price was $1,591, price is now $1,217 per person
$1,217
per person
Jun 25 - Jun 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this beach guesthouse in Dennis Port. Enjoy free WiFi, free parking, and a private beach. Popular attractions Sea Street Beach and Pleasant Road Beach are located nearby.
Nantucket Inn

Nantucket Inn

3.5 out of 5
Save 100% on your flight
Price was $2,566, price is now $1,532 per person
$1,532
per person
Jul 1 - Jul 6
found 21 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Boston (BOS)
Book a stay at this business-friendly resort in Nantucket. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Nobadeer Beach and Madequecham Pond are located nearby.
Chatham Tides

Chatham Tides

2.5 out of 5
Save 100% on your flight
Price was $2,655, price is now $1,684 per person
$1,684
per person
Jul 1 - Jul 6
found 21 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Boston (BOS)
Book a stay at this beach motel in South Chatham. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Red River Beach and Forest Beach are located nearby.
Hotel Ivy Boston Common

Hotel Ivy Boston Common

2.5 out of 5
Save 100% on your flight
Price was $2,212, price is now $1,413 per person
$1,413
per person
Jun 22 - Jun 26
just found
Roundtrip flight included
St. Petersburg (PIE) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
Summer House Hotel

Summer House Hotel

2 out of 5
Save 100% on your flight
Price was $3,007, price is now $2,067 per person
$2,067
per person
Jul 1 - Jul 6
found 21 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Boston (BOS)
Book a stay at this beach hotel in Nantucket. Enjoy free breakfast, free WiFi, and an outdoor pool. Popular attractions Willfield and Siasconet Beach are located nearby.
The Hotel Salem

The Hotel Salem

3 out of 5
Save 100% on your flight
Price was $1,464, price is now $1,041 per person
$1,041
per person
Jun 22 - Jun 27
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this hotel in Salem. Enjoy free WiFi, a rooftop terrace, and a 24-hour front desk. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Witch History Museum and Salem Museum are located nearby.
Briar Barn Inn

Briar Barn Inn

3.5 out of 5
Save 100% on your flight
Price was $1,087, price is now $777 per person
$777
per person
Jun 22 - Jun 27
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this spa hotel in Rowley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Todd Farm Flea Market and Mill River Winery are located nearby.
Luxury Apartments by Hyatus at Boston Everett

Luxury Apartments by Hyatus at Boston Everett

5 out of 5
Save 100% on your flight
Price was $3,342, price is now $2,432 per person
$2,432
per person
Jun 12 - Jun 16
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this luxury apartment in Everett. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Encore Boston Harbor and TD Garden are located nearby.
The Langham, Boston

The Langham, Boston

5 out of 5
Save 100% on your flight
Price was $2,040, price is now $1,485 per person
$1,485
per person
Jul 2 - Jul 6
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Staypineapple, A Delightful Hotel, South End

Staypineapple, A Delightful Hotel, South End

3 out of 5
Save 100% on your flight
Price was $1,686, price is now $1,241 per person
$1,241
per person
Jun 22 - Jun 27
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy free bicycles on site, a 24-hour front desk, and concierge services. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
The Chester Hotel

The Chester Hotel

4 out of 5
Save 100% on your flight
Price was $1,941, price is now $1,436 per person
$1,436
per person
Jun 22 - Jun 27
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Stay at this aparthotel in Boston. Enjoy free WiFi, premium bedding, and an in-room coffeemaker. Popular attractions Copley Square and Fenway Park are located nearby.

3-4 Night Vacations in Castle Island

Price found within the past 48 hours. Click for updated prices.
By the Sea Guests Bed & Breakfast & Suites

By the Sea Guests Bed & Breakfast & Suites

3.5 out of 5
Save 100% on your flight
Price was $1,046, price is now $727 per person
$727
per person
Jun 24 - Jun 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
The Langham, Boston

The Langham, Boston

5 out of 5
Downtown Boston
Save 100% on your flight
Price was $2,154, price is now $1,324 per person
$1,324
per person
Jun 24 - Jun 27
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Chatham Tides

Chatham Tides

2.5 out of 5
Save 100% on your flight
Price was $1,327, price is now $919 per person
$919
per person
Jun 20 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Pittsburgh (PIT) to Boston (BOS)
Sea Crest Beach Resort

Sea Crest Beach Resort

3.5 out of 5
Save 100% on your flight
Price was $1,083, price is now $766 per person
$766
per person
Jul 5 - Jul 8
found 1 day ago
Roundtrip 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.
Nantucket Inn

Nantucket Inn

3.5 out of 5
Save 100% on your flight
Price was $2,566, price is now $1,532 per person
$1,532
per person
Jul 1 - Jul 6
found 21 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Boston (BOS)
The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was $3,492, price is now $2,364 per person
$2,364
per person
Jun 23 - Jun 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
The Newbury Boston

The Newbury Boston

5 out of 5
Back Bay
Price was $4,345, price is now $2,975 per person
$2,975
per person
Jun 23 - Jun 30
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Boston (BOS)
Chatham Tides

Chatham Tides

2.5 out of 5
Save 100% on your flight
Price was $2,655, price is now $1,684 per person
$1,684
per person
Jul 1 - Jul 6
found 21 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Boston (BOS)

Castle Island Last Minute Hotel Deals

Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the breakfast and the restaurant ...
Seaport Hotel Boston
Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

5 out of 5
450 Summer Street Boston MA
Book a stay at this 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. ...
Omni Boston Hotel at the Seaport
Hampton Inn Boston Seaport District

Hampton Inn Boston Seaport District

3 out of 5
670 Summer Street Boston MA
Book a stay at this 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
Hyatt Place Boston/Seaport District

Hyatt Place Boston/Seaport District

3 out of 5
295 NORTHERN AVENUE Boston MA
Book a stay at this 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
Book a stay at this 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
Homewood Suites by Hilton Boston Seaport District

Homewood Suites by Hilton Boston Seaport District

3 out of 5
670 Summer Street Boston MA
Book a stay at this 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
Hyatt Regency Boston Harbor

Hyatt Regency Boston Harbor

4 out of 5
101 Harborside Drive Boston MA
Stay at this hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the restaurant and the helpful staff in our ...
Hyatt Regency Boston Harbor
Hilton Boston Logan Airport

Hilton Boston Logan Airport

4 out of 5
One Hotel Drive Boston MA
Book a stay at this business-friendly hotel in Boston. Enjoy breakfast (surcharge), a free airport shuttle, and room service. Our guests praise the restaurant ...
Hilton Boston Logan Airport
See all 3,518 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.