
Gill Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Photo by Jessica Bishop
Gill Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

The Revolution Hotel
South End
Save 100% on your flight
Price was $548, price is now $362 per person
$362
per person
Feb 18 - Feb 23
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Stay at this hotel in Boston. 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 Copley Square and Boston Common are located nearby.

The Whitney Hotel
Beacon Hill
Save 100% on your flight
Price was $1,254, price is now $752 per person
$752
per person
Feb 18 - Feb 23
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Stay at this 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.

Boston Harbor Hotel
North End
Save 100% on your flight
Price was $2,207, price is now $1,403 per person
$1,403
per person
Feb 19 - Feb 24
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Book a stay at this 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 Boston Common are located nearby.

The Ritz-Carlton, Boston
Downtown Boston
Save 100% on your flight
Price was $1,365, price is now $876 per person
$876
per person
Feb 18 - Feb 23
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy breakfast (surcharge), 24-hour room service, and a health club. Our guests praise the helpful staff and the room service in our reviews. Popular attractions Boston Common and Copley Square are located nearby.

Comfort Inn & Suites Logan International Airport
Save 100% on your flight
Price was $570, price is now $380 per person
$380
per person
Feb 18 - Feb 23
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Stay at this hotel in Revere. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the restaurant in our reviews. Popular attractions New England Aquarium and TD Garden are located nearby.

Raffles Boston
Back Bay
Save 100% on your flight
Price was $1,705, price is now $1,137 per person
$1,137
per person
Feb 19 - Feb 24
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Boston (BOS)
Book a stay at this 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.
Top Hotel Deals

Comfort Inn & Suites
400 Russell St Hadley MA
31.29 km from city center
Book a stay at this business-friendly hotel in Hadley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...

Red Roof Inn PLUS+ South Deerfield – Amherst
9 Greenfield Rd South Deerfield MA
20.98 km from city center
Stay at this hotel in South Deerfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our ...

Hotel UMass
1 Campus Center Way Amherst MA
27.83 km from city center
Stay at this hotel in Amherst. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Mullins ...

Inn on Boltwood
30 Boltwood Ave. Amherst MA
29.62 km from city center
Book a stay at this business-friendly hotel in Amherst. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff in our reviews. ...

The Covered Bridge Inn
1043 Putney Road Brattleboro VT
27.29 km from city center
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...

Homewood Suites by Hilton Hadley Amherst
340 Russell Street Hadley MA
31.85 km from city center
Book a stay at this business-friendly hotel in Hadley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...

Comfort Inn & Suites Brattleboro I-91
1186 Putney Road Brattleboro VT
27.71 km from city center
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...

Hampton Inn & Suites Greenfield
184 Shelburne Rd Greenfield MA
11.71 km from city center
Book a stay at this business-friendly hotel in Greenfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...

Latchis Hotel
50 Main Street Brattleboro VT
23.88 km from city center
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and conference space. Our guests praise the helpful staff and the clean rooms in our reviews. ...

Courtyard by Marriott Hadley Amherst
423 Russell St Hadley MA
31.13 km from city center
Book a stay at this business-friendly hotel in Hadley. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...

Hampton Inn Hadley-Amherst Area
24 Bay Rd Hadley MA
34.75 km from city center
Book a stay at this business-friendly hotel in Hadley. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...

Hampton Inn Brattleboro
1378 Putney Road Brattleboro VT
28.16 km from city center
Book a stay at this business-friendly hotel in Brattleboro. Enjoy free breakfast, free parking, and a fitness center. Our guests praise the breakfast and the ...

Econo Lodge Brattleboro
515 Canal St Brattleboro VT
22.6 km from city center
Stay at this motel in Brattleboro. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Vermont Marketplace and Estey Organ Museum are located ...
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.

