Westfield Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Westfield Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Candlewood Suites Windsor Locks Bradley Arpt by IHG
$600
per person
Dec 23 - Dec 27
found 3 hours ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
Book a stay at this family-friendly hotel in Windsor Locks. Enjoy free WiFi, free parking, and a free airport shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Connecticut Fallen Firefighters Memorial and New England Air Museum are located nearby.
NA
Reviewed on Oct 10, 2026
Simsbury 1820 House
Simsbury Center
$860
per person
Dec 23 - Dec 27
found 3 hours ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
Book a stay at this business-friendly B&B in Simsbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Performing Arts Center at Simsbury Meadows and Rosedale Farms & Vineyards are located nearby.
Lovely comfortable place!!
Reviewed on Oct 6, 2026
Sheraton Hartford Hotel at Bradley Airport
$941
per person
Dec 23 - Dec 27
found 3 hours ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
Book a stay at this business-friendly hotel in Windsor Locks. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Connecticut Fallen Firefighters Memorial and New England Air Museum are located nearby.
Convience
Reviewed on Oct 8, 2026
Holiday Inn Express Vernon - Manchester by IHG
$674
per person
Dec 23 - Dec 27
found 3 hours ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
Book a stay at this business-friendly hotel in Vernon. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Shoppes at Buckland Hills and Cinemark Buckland Hills 18 are located nearby.
Courtyard by Marriott Hartford Cromwell
$713
per person
Dec 23 - Dec 27
found 3 hours ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
Book a stay at this business-friendly hotel in Cromwell. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Cromwell Commons Shopping Center and Connecticut River State Wildlife Area are located nearby.
They charge you $6 for a bottle of water,where all other places it's Free! They do not give you free coffee,is it really hard for the price you charge to do this for your guests? Need to update and clean better 😕
Reviewed on Oct 3, 2026
Residence Inn by Marriott Hartford Downtown
Downtown Hartford
$828
per person
Dec 23 - Dec 27
found 3 hours ago
Roundtrip flight included
Orlando (MCO) to Hartford (BDL)
Book a stay at this business-friendly hotel in Hartford. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular attractions PeoplesBank Arena and Hartford Stage are located nearby.
Top Hotel Deals
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 ...
Hampton Inn Westfield
39 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 breakfast and the helpful ...
Candlewood Suites Windsor Locks Bradley Arpt by IHG
149 Ella Grasso Turnpike Windsor Locks CT
Book a stay at this family-friendly hotel in Windsor Locks. Enjoy free WiFi, free parking, and a free airport shuttle. Our guests praise the helpful staff and ...
Motel 6 Enfield, CT - Hartford
11 Hazard Ave Enfield CT
Stay at this motel in Enfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Six Flags New England and Enfield Square are located ...
MGM Springfield
One MGM Way Springfield MA
Stay at this hotel in Springfield. Enjoy free parking, an outdoor pool, and 8 restaurants. Our guests praise the helpful staff and the convenient parking in ...
Quality Inn West Springfield
1150 Riverdale St West Springfield MA
Book a stay at this golf hotel in West Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
D. Hotel Suites & Spa
1 Country Club Rd Holyoke MA
Book a stay at this spa hotel in Holyoke. Enjoy free breakfast, a full-service spa, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
Motel 6 Windsor Locks, CT - Hartford
3 National Dr Windsor Locks CT
Stay at this motel in Windsor Locks. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms in our reviews. Popular attractions ...
La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport
64 Ella Grasso Turnpike Windsor Locks CT
Book a stay at this business-friendly hotel in Windsor Locks. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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 ...
Blue A Modern Hotel, an Ascend Collection Hotel
1080 Riverdale St West Springfield MA
Book a stay at this business-friendly hotel in West Springfield. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions MGM Springfield ...
Hampton Inn West Springfield
1011 Riverdale St West Springfield MA
Book a stay at this business-friendly hotel in West Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
Holiday Inn Express Springfield Downtown by IHG
145 State Street Springfield MA
Book a stay at this business-friendly hotel in Springfield. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
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 ...
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport
185 Ella Grasso Turnpike Windsor Locks CT
Book a stay at this business-friendly hotel in Windsor Locks. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
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, Nov 6 - Mon, Nov 16
MCO
Orlando Intl.
BDL
Bradley Intl.
$182
Roundtrip
found 1 day ago
Wed, Nov 4 - Tue, Nov 17
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$217
Roundtrip
found 1 day ago
Wed, Jan 20 - Tue, Jan 26
TPA
Tampa Intl.
BDL
Bradley Intl.
$234
Roundtrip
found 3 days ago
Wed, Jan 20 - Tue, Jan 26
TPA
Tampa Intl.
BDL
Bradley Intl.
$239
Roundtrip
found 3 days ago
Wed, Jan 20 - Tue, Jan 26
TPA
Tampa Intl.
BDL
Bradley Intl.
$239
Roundtrip
found 3 days ago
More AARP Member Vacation Packages
- Las Vegas Vacations
- New York Vacations
- Orlando Vacations
- Los Angeles Vacations
- Miami Vacations
- San Francisco Vacations
- New Orleans Vacations
- Chicago Vacations
- Fort Lauderdale Vacations
- Boston Vacations
- Honolulu Vacations
- San Diego Vacations
- Washington Vacations
- Toronto Vacations
- Anaheim Vacations
- Atlanta Vacations
- Nashville Vacations
- Seattle Vacations
- Phoenix Vacations
- Myrtle Beach Vacations
- Vancouver Vacations
- Palm Springs Vacations
- Denver Vacations
- Tampa Vacations
- Niagara Falls Vacations
- San Antonio Vacations
- Atlantic City Vacations
- Philadelphia Vacations
- Austin Vacations
- Dallas Vacations
All accommodation types in Westfield
More Types of Hotels
- Hotels with WiFi in Westfield
- Cheap Hotels in Westfield
- Hotel with wifi in Westfield
- Hotels with Air Conditioning in Westfield
- Family Hotels in Westfield
- Hotels with a Pool in Westfield
- Hotels with Complimentary Breakfast in Westfield
- Smoke Free Hotels in Westfield
- Luxury Hotels in Westfield
- Hotels with Balconies in Westfield
- Hotels with Bars in Westfield
- Resorts & Hotels with Spas in Westfield
- Hotels with smoking rooms in Westfield
- Hotels with an Indoor Pool in Westfield
- Pet-friendly Hotels in Westfield