Buckland Vacations

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Buckland Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
The Westin Boston Seaport District

The Westin Boston Seaport District

Seaport District
$674
per person
Nov 23 - Nov 28
found 10 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
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 helpful staff in our reviews. Popular attractions New England Aquarium and Faneuil Hall Marketplace are located nearby.
Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

North End
Save 100% on your flight
$771
per person
Nov 23 - Nov 28
found 10 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Boston Harbor and Faneuil Hall Marketplace are located nearby.
The Godfrey Hotel Boston

The Godfrey Hotel Boston

Downtown Boston
$779
per person
Nov 23 - Nov 28
found 10 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Book a stay at this boutique hotel in Boston. Enjoy breakfast (surcharge), room service, and a 24-hour fitness center. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Boston Common and Faneuil Hall Marketplace are located nearby.
Arcadian Hotel

Arcadian Hotel

Coolidge Corner
$739
per person
Nov 23 - Nov 28
found 10 hours ago
Roundtrip flight included
Chicago (ORD) to Boston (BOS)
Stay at this hotel in Brookline. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Fenway Park and Harvard Square are located nearby.
Eurostars The Boxer

Eurostars The Boxer

West End
$812
per person
Nov 23 - Nov 28
found 10 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.
Rooms are small but that’s expected in Boston. Great location near North Station and the Garden, and front desk staff was helpful and friendly.

Reviewed on Sep 12, 2026

The Revolution Hotel

The Revolution Hotel

South End
$721
per person
Nov 23 - Nov 28
found 10 hours ago
Roundtrip flight included
Chicago (ORD) 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.
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Top Hotel Deals

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 ...
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 ...
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 ...
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. ...
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 ...
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. ...
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 ...
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 ...
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 ...
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. ...
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 ...
Homewood Suites by Hilton Hadley Amherst

Homewood Suites by Hilton Hadley Amherst

340 Russell Street Hadley MA
32.7 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 ...
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. ...
The Porches Inn at Mass MoCA

The Porches Inn at Mass MoCA

231 River Street North Adams MA
29.22 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 breakfast and the helpful ...
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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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