Search Deals on
Schooner Adventure Vacation Packages

Schooner Adventure Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Best Western Plus Waltham Boston

Best Western Plus Waltham Boston

3 out of 5
per person
Jun 18 - Jun 22
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this business-friendly hotel in Waltham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Lexington Battle Green and Walden Pond are located nearby.
The Hotel Marblehead

The Hotel Marblehead

3.5 out of 5
per person
Jun 18 - Jun 22
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3.5-star boutique hotel in Marblehead. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Salem Witch Museum and Marblehead Museum & Historical Society are located nearby.
Sea Mist Resort

Sea Mist Resort

3 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 18
found 1 day ago
Roundtrip flight included
New York (LGA) to Boston (BOS)
Stay at this 3-star business-friendly aparthotel in Mashpee. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Mashpee Commons and Cape Cod Children's Museum are located nearby.
Courtyard by Marriott Boston Brookline

Courtyard by Marriott Boston Brookline

3 out of 5
per person
Jun 18 - Jun 22
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3-star business-friendly hotel in Brookline. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fenway Park and Harvard Square are located nearby.
XV Beacon

XV Beacon

5 out of 5
Save 100% on your flight
per person
Jun 18 - Jun 22
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 5-star luxury hotel in Boston. Enjoy free WiFi, 24-hour room service, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Boston Common and Faneuil Hall Marketplace are located nearby.
Hotel Veritas

Hotel Veritas

3.5 out of 5
per person
Jun 18 - Jun 22
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3.5-star boutique hotel in Cambridge. Enjoy free WiFi, room service, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Harvard Square and Fenway Park are located nearby.
Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 16
found 12 hours ago
Roundtrip non-stop flight included
Omaha (OMA) 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.
Centerboard

Centerboard

2 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 6
found 21 hours ago
Roundtrip flight included
New York (JFK) to Boston (BOS)
Stay at this hotel in Nantucket. Enjoy free WiFi, daily housekeeping, and cable TV channels. Popular attractions First Congregational Church and White Heron Theatre are located nearby.
Cambria Hotel Boston Somerville

Cambria Hotel Boston Somerville

3 out of 5
per person
Jun 18 - Jun 22
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3-star hotel in Somerville. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Harvard Square and Encore Boston Harbor are located nearby.
Davis Square Inn

Davis Square Inn

3 out of 5
per person
Jun 18 - Jun 22
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3-star business-friendly guesthouse in Somerville. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Harvard Square and Encore Boston Harbor are located nearby.
Residence Inn by Marriott Boston Woburn

Residence Inn by Marriott Boston Woburn

3 out of 5
per person
Jun 18 - Jun 22
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3-star business-friendly hotel in Woburn. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Burlington Mall and MarketStreet Lynnfield are located nearby.
Best Western Adams Inn Quincy-Boston

Best Western Adams Inn Quincy-Boston

2.5 out of 5
per person
Jun 18 - Jun 22
found 9 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this business-friendly hotel in Quincy. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Copley Square and Boston Common are located nearby.

3-4 Night Vacations in Schooner Adventure

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

Sunbird ANNEX Resort

2 out of 5
per person
Jun 20 - Jun 23
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Ginkgo House on Harvard

Ginkgo House on Harvard

3 out of 5
Mid-Cambridge
per person
Jun 27 - Jun 30
found 12 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)
Skaket Beach Motel

Skaket Beach Motel

2 out of 5
per person
Jun 20 - Jun 23
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
per person
Jun 27 - Jun 30
found 12 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Boston (BOS)

5-7 Night Vacations in Schooner Adventure

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

Centerboard

2 out of 5
Nantucket Town
Save 100% on your flight
per person
Jun 1 - Jun 6
found 21 hours ago
Roundtrip flight included
New York (JFK) to Boston (BOS)
Sea Mist Resort

Sea Mist Resort

3 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 18
found 1 day ago
Roundtrip flight included
New York (LGA) to Boston (BOS)
Encore Boston Harbor

Encore Boston Harbor

5 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 17
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Nantucket Inn

Nantucket Inn

3.5 out of 5
Save 100% on your flight
per person
Jun 1 - Jun 6
found 21 hours ago
Roundtrip flight included
New York (JFK) to Boston (BOS)

Schooner Adventure Last Minute Hotel Deals

Beauport Hotel Gloucester
Beauport Hotel Gloucester
3.5 out of 5
55 Commercial Street, Gloucester, MA
Stay at this 3.5-star beach hotel in Gloucester. Enjoy free WiFi, a beach locale, and a rooftop terrace. Our guests praise the helpful staff and the property ...
Beauport Hotel Gloucester
The Vista
The Vista
2.5 out of 5
22 Thatcher Rd., Gloucester, MA
Book a stay at this business-friendly hotel in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
The Vista
Harborview Inn
Harborview Inn
3.5 out of 5
71 Western Avenue, Gloucester, MA
Stay at this 3.5-star B&B in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
Harborview Inn
Massachusetts Abode w/ Deck & Grill: Near Beaches!
Massachusetts Abode w/ Deck & Grill: Near Beaches!
3 out of 5
Gloucester
Stay at this 3-star cottage in Gloucester. Enjoy free parking, patios, and air conditioning. Popular attractions Good Harbor Beach and Schooner Adventure are ...
Massachusetts Abode w/ Deck & Grill: Near Beaches!
Sea Lion Motel and Cottages
Sea Lion Motel and Cottages
2.5 out of 5
138 Eastern Avenue, Gloucester, MA
Book a stay at this business-friendly motel in Gloucester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Sea Lion Motel and Cottages
Ocean House Hotel at Bass Rocks
Ocean House Hotel at Bass Rocks
4 out of 5
107 Atlantic Rd, Gloucester, MA
Stay at this 4-star golf hotel in Gloucester. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
Ocean House Hotel at Bass Rocks
See all 521 properties in Schooner Adventure
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.