Southampton Vacations

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

Choose two or more items and save on your trip:

Top Hotel Deals

Quality Inn West Springfield

Quality Inn West Springfield

2.5 out of 5
1150 Riverdale St West Springfield MA
13.47 km from city center
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 ...
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way Springfield MA
18.62 km from city center
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 ...
La Quinta Inn & Suites by Wyndham Springfield MA

La Quinta Inn & Suites by Wyndham Springfield MA

3 out of 5
100 Congress Street Springfield MA
17.39 km from city center
Book a stay at this family-friendly hotel in Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
Motel 6 Enfield, CT - Hartford

Motel 6 Enfield, CT - Hartford

2 out of 5
11 Hazard Ave Enfield CT
29.09 km from city center
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 ...
La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

La Quinta Inn & Suites by Wyndham Hartford - Bradley Airport

3 out of 5
64 Ella Grasso Turnpike Windsor Locks CT
34.8 km from city center
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 ...
D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd Holyoke MA
11.41 km from city center
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. ...
Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

Days Inn by Wyndham Windsor Locks / Bradley Intl Airport

2 out of 5
185 Ella Grasso Turnpike Windsor Locks CT
33.96 km from city center
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 ...
Holiday Inn Express Springfield Downtown by IHG

Holiday Inn Express Springfield Downtown by IHG

2.5 out of 5
145 State Street Springfield MA
18.52 km from city center
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 ...
Motel 6 Windsor Locks, CT - Hartford

Motel 6 Windsor Locks, CT - Hartford

2 out of 5
3 National Dr Windsor Locks CT
34.23 km from city center
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 ...
Hotel Northampton

Hotel Northampton

3.5 out of 5
36 King Street Northampton MA
13.02 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 ...
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

2.5 out of 5
149 Ella Grasso Turnpike Windsor Locks CT
34.04 km from city center
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 ...
Quality Inn & Suites Northampton - Amherst

Quality Inn & Suites Northampton - Amherst

2.5 out of 5
117 Conz St Northampton MA
12.6 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 ...
Riverdale Inn

Riverdale Inn

2 out of 5
1500 Riverdale Street West Springfield MA
12.59 km from city center
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 ...
Hampton Inn West Springfield

Hampton Inn West Springfield

2.5 out of 5
1011 Riverdale St West Springfield MA
13.91 km from city center
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 ...
Blue – A Modern Hotel, an Ascend Collection Hotel

Blue – A Modern Hotel, an Ascend Collection Hotel

2.5 out of 5
1080 Riverdale St West Springfield MA
13.61 km from city center
Book a stay at this business-friendly hotel in West Springfield. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Big E and MGM ...
Don't see what you're looking for?
See all available properties in Southampton
View all properties
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.

Breeze Airways
Wed, Aug 12 - Mon, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$130 Roundtrip, found 5 days ago
$130
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Aug 12 from Orlando Intl. to Bradley Intl., returning Mon, Aug 31, priced at $130 found 5 days ago
Frontier Airlines
Wed, Aug 12 - Mon, Aug 31
MCO
Orlando Intl.
BDL
Bradley Intl.
$133 Roundtrip, found 5 days ago
$133
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Wed, Aug 12 from Orlando Intl. to Bradley Intl., returning Mon, Aug 31, priced at $133 found 5 days ago
Delta
Sat, Oct 17 - Tue, Oct 20
DCA
Ronald Reagan Washington National
BDL
Bradley Intl.
$197 Roundtrip, found 2 days ago
$197
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Oct 17 from Ronald Reagan Washington National to Bradley Intl., returning Tue, Oct 20, priced at $197 found 2 days ago
American Airlines
Thu, Aug 6 - Tue, Aug 11
TPA
Tampa Intl.
BDL
Bradley Intl.
$217 Roundtrip, found 19 hours ago
$217
Roundtrip
found 19 hours ago
Select American Airlines flight, departing Thu, Aug 6 from Tampa Intl. to Bradley Intl., returning Tue, Aug 11, priced at $217 found 19 hours ago
United
Thu, Aug 6 - Tue, Aug 11
TPA
Tampa Intl.
BDL
Bradley Intl.
$227 Roundtrip, found 19 hours ago
$227
Roundtrip
found 19 hours ago
Select United flight, departing Thu, Aug 6 from Tampa Intl. to Bradley Intl., returning Tue, Aug 11, priced at $227 found 19 hours ago