Deals on vacations and trips to Hampshire County

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Amherst Farm Winery is a small family owned winery offering an impressive list of fruity wines. We found this impressive old man on the grounds!

Amherst

Vacations
Amherst
Main Street Stroll

Northampton

Vacations
Northampton

Hampshire County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Trainmasters Inn

Trainmasters Inn

3 out of 5
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Worcester (ORH)
This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free on-the-go breakfast each morning. A library is also provided.
The Colonial Hotel

The Colonial Hotel

3 out of 5
Save 100% on your flight
per person
Sep 11 - Sep 15
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Worcester (ORH)
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Top Hampshire County hotels deals

The Ellery

The Ellery

3.5 out of 5
259 Elm Street, Northampton, MA
Free Cancellation
Reserve now, pay when you stay
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This bed & breakfast features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning. A garden, a lobby fireplace, and a picnic area are also on offer.
Breakfast included
Pet friendly
Comfort Inn & Suites

Comfort Inn & Suites

2.5 out of 5
400 Russell St, Hadley, MA
Free Cancellation
Reserve now, pay when you stay
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This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like full breakfast and free self parking.
Pool
Breakfast included
Wellsworth Hotel

Wellsworth Hotel

3 out of 5
14 Mechanic St, Southbridge, MA
Free Cancellation
Reserve now, pay when you stay
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This smoke-free hotel includes 2 restaurants, an indoor pool, and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and perks like free self parking.
Pool
Hot Tub
MGM Springfield

MGM Springfield

4 out of 5
One MGM Way, Springfield, MA
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This hotel features a casino and 8 restaurants. Relax with a drink at one of the 5 bars/lounges and enjoy perks like free self parking. There's a seasonal outdoor pool on site, and a 24-hour front desk and a coffee shop are also provided.
Pool
Pet friendly
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
Free Cancellation
Reserve now, pay when you stay
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This hotel doesn't skimp on freebies - guests receive free on-the-go breakfast, free self parking, and a free airport shuttle. Traveling on business? Take advantage of the business center and free WiFi in public areas. You'll appreciate the free area shuttle, free grocery shopping service, and express check-in.
Breakfast included
Free airport shuttle
Fairfield Inn & Suites Hartford Airport

Fairfield Inn & Suites Hartford Airport

2.5 out of 5
2 Loten Dr, Windsor Locks, CT
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
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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.

Photos of local treasures

Browse Hampshire County vacation photos for more inspiration

Hampshire County
Hampshire County
Photo by Nick DeCondio
Photo by Nick DeCondio
Photo by Diana Boccio
Photo by Diana Boccio
Photo by Elizabeth Massa Peroulakis
Photo by Elizabeth Massa Peroulakis

Frequently asked questions

How much are vacation packages to Hampshire County?
$398 is all you'll need for a fantastic break in Hampshire County. Bundle your flights and hotel into a vacation package with Travelocity and watch the savings start to add up. With such good prices, traveling has never been so accessible.
Where can I get the best vacation package deals for Hampshire County?
Travelocity can help you get an unbeatable Hampshire County package deal. With 400 airlines and 1,000,000 properties around the world, you're bound to find the perfect mix.
Why should I purchase my Hampshire County vacation bundle via Travelocity?
Nothing beats the feeling of knowing you've bagged the best price available --- that's our Price Match Guarantee. Add to that our incredibly broad range of destinations and 24/7 team of customer service professionals and you've got the formula for a stress-free vacation.
Can I save money on my Hampshire County car rental if I book it with my hotel or flight?
You most certainly can --- and booking one of our Hampshire County vacation packages is the ideal way to do this. Bundle any combination of a hotel, flight, car and tour and score serious discounts. The more you bundle, the more you'll save. There are plenty of exciting sights around Hampshire County to add to your itinerary, including Fenway Park (80 mi from Hampshire County). Nothing tops exploring amazing places like this with the freedom of your own wheels.
What is there to do in Hampshire County?
As you're ambling around Hampshire County, remember to check out Amherst College and Mount Holyoke College. Don't worry, you won't be bored here!