Buckland Vacations

Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*

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Buckland Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Omni Parker House

Omni Parker House

Downtown Boston
Save 100% on your flight
$1,016
per person
Oct 29 - Nov 3
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Faneuil Hall Marketplace and Boston Common are located nearby.
Boston Harbor Hotel

Boston Harbor Hotel

North End
$1,463
per person
Oct 29 - Nov 3
found 13 hours ago
Roundtrip flight included
Chicago (ORD) 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 Faneuil Hall Marketplace are located nearby.
Good Hotels Boston

Good Hotels Boston

South End
Save 100% on your flight
$1,351
per person
Sep 24 - Sep 28
found 12 hours ago
Roundtrip non-stop flight included
Cincinnati (CVG) to Boston (BOS)
Stay at this hotel in Boston. Enjoy free WiFi, laundry facilities, and bathrobes. Popular attractions Copley Square and Fenway Park are located nearby.
Very nice people and had excellent help!

Reviewed on Aug 7, 2026

Hotel AKA Boston Common

Hotel AKA Boston Common

Downtown Boston
Save 100% on your flight
$1,080
per person
Oct 29 - Nov 3
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Common and Faneuil Hall Marketplace are located nearby.
Great staff, Saheed was pleasant and courteous. Lovely room, clean and nice modern furniture. The staff in the restaurant are very attentive and friendly, the bartender Kathleen made excellent mixed drinks and was pleasant to talk to.

Reviewed on Aug 14, 2026

Eurostars The Boxer

Eurostars The Boxer

West End
Save 100% on your flight
$1,062
per person
Oct 29 - Nov 3
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions TD Garden and Faneuil Hall Marketplace are located nearby.
Fairmont Copley Plaza, Boston

Fairmont Copley Plaza, Boston

Back Bay
Save 100% on your flight
$1,253
per person
Oct 29 - Nov 3
found 13 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy a rooftop terrace, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Copley Square and Boston Common are located nearby.
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Top Hotel Deals

Hotel Northampton

Hotel Northampton

36 King Street Northampton MA
33.01 km from city center
Book a stay at this historic hotel in Northampton. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
Hotel UMass

Hotel UMass

1 Campus Center Way Amherst MA
31 km from city center
Stay at this hotel in Amherst. Enjoy free breakfast, free WiFi, and 5 coffee shops/cafes. Our guests praise the helpful staff in our reviews. Popular attractions ...
Inn on Boltwood

Inn on Boltwood

30 Boltwood Ave. Amherst MA
32.97 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. ...
Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

117 Conz St Northampton MA
34.07 km from city center
Book a stay at this business-friendly hotel in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Comfort Inn & Suites Hadley - Amherst

Comfort Inn & Suites Hadley - Amherst

400 Russell St Hadley MA
32.64 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

Red Roof Inn PLUS+ South Deerfield – Amherst

9 Greenfield Rd South Deerfield MA
19.64 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 ...
The Ellery

The Ellery

259 Elm Street Northampton MA
32.19 km from city center
Book a stay at this business-friendly hotel in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

40 Main St North Adams MA
28.84 km from city center
Book a stay at this business-friendly hotel in North Adams. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Latchis Hotel

Latchis Hotel

50 Main Street Brattleboro VT
34.57 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

Courtyard by Marriott Hadley Amherst

423 Russell St Hadley MA
32.87 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. ...
Fairfield Inn & Suites Springfield Northampton/Amherst

Fairfield Inn & Suites Springfield Northampton/Amherst

115A Conz Street Northampton MA
33.98 km from city center
Book a stay at this business-friendly hotel in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
River Valley Inn

River Valley Inn

20 West St West Hatfield MA
27.94 km from city center
Stay at this motel in West Hatfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Pioneer Valley Indoor Karting and Connecticut ...
Vikings Villages Resort

Vikings Villages Resort

360 Viking Village Drive Guilford VT
24.35 km from city center
Stay at this hotel in Brattleboro. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff in our reviews. Popular attractions ...
Windmill Motel Restaurant

Windmill Motel Restaurant

497 Northfield Rd Bernardston MA
25.47 km from city center
Stay at this hotel in Bernardston. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Bennett Meadows Wildlife Management Area and ...
Hampton Inn & Suites Greenfield

Hampton Inn & Suites Greenfield

184 Shelburne Rd Greenfield MA
13.88 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. ...
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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.

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Breeze Airways
Frontier Airlines
American Airlines
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