Leyden Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
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Leyden Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
The Bostonian Boston
Government Center
Price was $1,029, price is now $817 per person
$817
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4-star boutique hotel in Boston. Enjoy free WiFi, room service, and a health club. 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.
The Whitney Hotel
Beacon Hill
Save 100% on your flight
Price was $1,763, price is now $1,250 per person
$1,250
per person
Nov 23 - Nov 29
found 14 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4-star 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.
Porter Square Hotel
Porter Square
Price was $1,142, price is now $843 per person
$843
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 3-star business-friendly hotel in Cambridge. Enjoy free WiFi, valet parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Harvard Square and Encore Boston Harbor are located nearby.
Revere Hotel Boston Common
Bay Village
Price was $1,131, price is now $880 per person
$880
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the breakfast and the bar in our reviews. Popular attractions Boston Common and Copley Square are located nearby.
Hotel AKA Back Bay
Back Bay
Price was $1,248, price is now $985 per person
$985
per person
Nov 23 - Nov 29
found 14 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4.5-star luxury hotel in Boston. Enjoy free WiFi, room service, 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.
Hotel Commonwealth
Fenway–Kenmore
Price was $1,145, price is now $915 per person
$915
per person
Nov 23 - Nov 29
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this 4.5-star luxury hotel in Boston. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Fenway Park and Copley Square are located nearby.
Top Hotel Deals
Hotel UMass
1 Campus Center Way, Amherst, MA
35.29 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 ...
Red Roof Inn PLUS+ South Deerfield – Amherst
9 Greenfield Rd, South Deerfield, MA
25.33 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 ...
Econo Lodge Brattleboro
515 Canal St, Brattleboro, VT
16.24 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 ...
Colonial Motel And Spa
889 Putney Rd, Brattleboro, VT
20.68 km from city center
Stay at this 3-star spa motel in Brattleboro. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff and the clean rooms in our ...
Comfort Inn & Suites Brattleboro I-91
1186 Putney Road, Brattleboro, VT
21.57 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. ...
Latchis Hotel
50 Main Street, Brattleboro, VT
17.82 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. ...
Travelodge by Wyndham Brattleboro VT
1254 Putney Rd, Brattleboro, VT
21.79 km from city center
Stay at this motel in Brattleboro. Enjoy free WiFi, free parking, and room service. Popular attractions United States Navy Seabee Bridge and Brattleboro Bowl ...
The White House Inn
178 Route 9 East, Wilmington, VT
25.83 km from city center
Stay at this 3.5-star hotel in Wilmington. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff and the property condition in our ...
Hampton Inn & Suites Greenfield
184 Shelburne Rd, Greenfield, MA
12.62 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. ...
The Covered Bridge Inn
1043 Putney Road, Brattleboro, VT
21.14 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 ...
Hampton Inn Brattleboro
1378 Putney Road, Brattleboro, VT
22.16 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 ...
Riverside Hotel, an Ascend Collection Hotel
20 Riverside Drive, West Chesterfield, NH
21.41 km from city center
Book a stay at this business-friendly hotel in West Chesterfield. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful ...
Valley Craft Ales
18 N Main St, Wilmington, VT
27.14 km from city center
Stay at this lodge in Wilmington. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions South Main Street and Jim McGrath Gallery ...
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.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Fri, Dec 5 - Mon, Dec 8
MCO
Orlando Intl.
BDL
Bradley Intl.
$68 Roundtrip, found 5 days ago
$68
Roundtrip
found 5 days ago
Thu, Dec 4 - Sun, Dec 7
MCO
Orlando Intl.
BDL
Bradley Intl.
$109 Roundtrip, found 5 days ago
$109
Roundtrip
found 5 days ago
Wed, Feb 4 - Sun, Feb 8
TPA
Tampa Intl.
BDL
Bradley Intl.
$137 Roundtrip, found 4 days ago
$137
Roundtrip
found 4 days ago
Thu, Dec 4 - Sun, Dec 7
MCO
Orlando Intl.
BDL
Bradley Intl.
$187 Roundtrip, found 5 days ago
$187
Roundtrip
found 5 days ago
Wed, Dec 24 - Thu, Dec 25
ORD
O'Hare Intl.
BDL
Bradley Intl.
$237 Roundtrip, found 3 days ago
$237
Roundtrip
found 3 days ago