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

Arcadian Hotel
Coolidge Corner
$664
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) 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.
Checkin took 1 hour, make sure you leave plenty of time before an event to accommodate for this.
Reviewed on Aug 18, 2026

Boston Harbor Hotel
North End
$1,193
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) 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.

The Langham, Boston
Downtown Boston
$1,296
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Boston (BOS)
Book a stay at this luxury 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 Faneuil Hall Marketplace and New England Aquarium are located nearby.
Great attention to detail. In every aspect. Helpful staff. Useful toiletries. Beautiful scenery.
Reviewed on Aug 18, 2026

The Colonnade Hotel Back Bay
Back Bay
$1,325
per person
Oct 15 - Oct 19
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Boston (BOS)
Book a stay at this luxury hotel in Boston. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular attractions Copley Square and Fenway Park are located nearby.

Eurostars The Boxer
West End
$937
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) 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.

Club Quarters Hotel Faneuil Hall, Boston
Downtown Boston
$989
per person
Oct 29 - Nov 2
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Boston (BOS)
Book a stay at this business-friendly 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.
Top Hotel Deals

D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
Book a stay at this spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants, and room service. Our guests praise the breakfast and the pool in our reviews. ...

Hotel Northampton
36 King Street Northampton MA
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
1 Campus Center Way Amherst MA
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
30 Boltwood Ave. Amherst MA
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
117 Conz St Northampton MA
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
400 Russell St Hadley MA
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 ...

Tru by Hilton Chicopee Springfield
440 Memorial Dr Chicopee MA
Stay at this hotel in Chicopee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...

Red Roof Inn PLUS+ South Deerfield – Amherst
9 Greenfield Rd South Deerfield MA
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
259 Elm Street Northampton MA
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 ...

Riverdale Inn
1500 Riverdale Street West Springfield MA
Stay at this motel in West Springfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Big E and MGM Springfield are located ...

Motel 6 Chicopee, MA - Springfield
36 Johnny Cake Hollow Rd Chicopee MA
Stay at this motel in Chicopee. Enjoy free WiFi, a 24-hour front desk, and laundry facilities. Our guests praise the helpful staff and the clean rooms in our ...

Courtyard by Marriott Hadley Amherst
423 Russell St Hadley MA
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. ...

River Valley Inn
20 West St West Hatfield MA
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 ...

Fairfield Inn & Suites Springfield Northampton/Amherst
115A Conz Street Northampton MA
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. ...

Quality Inn Westfield - Springfield
2 Southampton Rd Westfield MA
Book a stay at this business-friendly hotel in Westfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
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.

Tue, Oct 20 - Sat, Oct 24
LAX
Los Angeles Intl.
BOS
Logan Intl.
$218
Roundtrip
found 1 hour ago

Sat, Oct 17 - Sat, Oct 24
LAX
Los Angeles Intl.
BDL
Bradley Intl.
$257
Roundtrip
found 4 days ago

Tue, Oct 6 - Mon, Oct 26
PDX
Portland Intl.
BDL
Bradley Intl.
$264
Roundtrip
found 5 days ago

Wed, Sep 23 - Thu, Oct 22
PDX
Portland Intl.
BOS
Logan Intl.
$279
Roundtrip
found 6 days ago

Mon, Oct 19 - Wed, Oct 28
LAX
Los Angeles Intl.
BOS
Logan Intl.
$287
Roundtrip
found 1 hour ago
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