Jaffrey Vacation Packages 2026 from $588

Jaffrey flight + hotel vacation packages

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

Attitash Mountain Village

$588

per person

Jun 17 - Jun 21

found 7 hours ago

Roundtrip non-stop flight included

Tampa (TPA) to Manchester (MHT)

2 outdoor pools, 4 outdoor tennis courts, and an indoor pool are all featured at this smoke-free aparthotel. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Enjoy the sauna and perks like free self parking and free WiFi.

The Lake Estate on Winnisquam

Save 100% on your flight

$1,232

per person

Jun 17 - Jun 21

found 7 hours ago

Roundtrip non-stop flight included

Tampa (TPA) to Manchester (MHT)

This luxury hotel features a private beach, a full-service spa, and 2 restaurants. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and concierge services.

The Centennial

Save 100% on your flight

$717

per person

Jun 17 - Jun 21

found 7 hours ago

Roundtrip non-stop flight included

Tampa (TPA) to Manchester (MHT)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 4 conference rooms, free WiFi in public areas, and express check-out. Guests will appreciate freebies like continental breakfast and free self parking.

Cottage Place on Squam Lake

Save 100% on your flight

$991

per person

Jun 17 - Jun 21

found 7 hours ago

Roundtrip non-stop flight included

Tampa (TPA) to Manchester (MHT)

This lodge doesn't skimp on freebies - guests receive free WiFi and free self parking. Spend a day at the beach kayaking, or relax with sun loungers and beach umbrellas. A garden, a picnic area, and luggage storage are also on offer.

Kearsarge Inn

North Conway Village

$608

per person

Jun 17 - Jun 21

found 7 hours ago

Roundtrip non-stop flight included

Tampa (TPA) to Manchester (MHT)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A fireplace in the lobby and a picnic area are also provided.

Top Jaffrey hotels deals

Monadnock Inn

379 Main Street Jaffrey NH

Free Cancellation

Reserve now, pay when you stay

$183 nightly

$198 total

May 14 - May 15

Total with taxes and fees

This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. Wedding services are provided for your convenience.

Parking included

Free WiFi

The Rail Trail Retreat-Mins away from Monadnock & the lake! Adventure awaits!

Jaffrey NH

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A gym is featured at this vacation home, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.

Kitchen

Washer

Willow Falls Home ~ Hot Tub & Waterfront

Jaffrey NH

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A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.

Hot Tub

Kitchen

Great Wolf Lodge Boston / Fitchburg, MA

150 Great Wolf Dr Fitchburg MA

Free Cancellation

Reserve now, pay when you stay

$219 nightly

$245 total

May 14 - May 15

Total with taxes and fees

This smoke-free resort features free water park access, 4 indoor pools, and a restaurant. Bring the family and enjoy the lazy river, bowling alley, and mini golf. Enjoy the seasonal outdoor pool and unwind at the bar/lounge and poolside bar.

Pool

Restaurant

The Colonial Hotel

625 Betty Spring Road Gardner MA

Free Cancellation

Reserve now, pay when you stay

$160 nightly

$179 total

May 17 - May 18

Total with taxes and fees

This hotel features a gym and a sauna. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking, laundry facilities, and concierge services are also on offer.

Pool

Hot Tub

Best Western Plus Keene Hotel

401 Winchester St Keene NH

Free Cancellation

Reserve now, pay when you stay

$154 nightly

$167 total

May 14 - May 15

Total with taxes and fees

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 24-hour gym and free perks like buffet 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.

Popular places to visit

Scenic view of colorful autumn foliage, old stone wall, and rocky summit of Mount Monadnock from country road in Jaffrey, New Hampshire.

Monadnock State Park

4.5/5(20 reviews)

You can take time to visit Monadnock State Park during your travels to Jaffrey. Discover the coffeehouses and its festivals while you're in the area.

Shattuck Golf Course

Enjoy a round of golf in Jaffrey at Shattuck Golf Course. Take in the musical theater and mountain views in the area.

Contoocook Beach

Why not spend a lazy afternoon at Contoocook Beach during your trip to Jaffrey? You can enjoy the restaurants while in the area.

Frequently asked questions

How much are vacation packages to Jaffrey?

You might be surprised — you could find yourself in Jaffrey for only $588. Allow Travelocity to save you money and stress with our amazing vacation packages. With experiences, hotels and flights all ready to go at our one-stop shop, why wait any longer?

How long should my Jaffrey vacation be?

The majority of travelers secure their hotel for 2 nights in Jaffrey. But that doesn't mean you have to follow suit. How long you spend here all depends on what you hope to do during your vacation. If you intend to discover every inch of this amazing place, book another night or two (or even an extra week!).

Where can I get the best vacation package deals for Jaffrey?

Travelocity can help you get an awesome Jaffrey package deal. With 400 partner airlines and 1,000,000 properties across the globe, you're bound to find the perfect combination.

Why should I purchase my Jaffrey vacation bundle via Travelocity?

Incredible savings, countless exciting destinations and a team of customer service experts available 24/7 — that's why. And with our Price Match Guarantee, you can rest assured knowing that you'll always get the best possible deal with Travelocity.

Will I save money on my Jaffrey car rental if I book it with my hotel or flight?

With a Jaffrey vacation package, you can bundle your flight, hotel and car bookings and save some serious money. When you're ready to uncover the best of this impressive city, why not make tracks to Fenway Park? This top attraction is 55 mi from Jaffrey. With your own set of wheels, you'll be there in a jiffy.

Which airport is best for Jaffrey?

Logan Intl. Airport (BOS), around 60 mi southeast of inner Jaffrey, is probably where you'll fly into. Your other choices are Manchester-Boston Regional Airport (MHT) (30 mi away from central Jaffrey) and Lebanon Municipal Airport (LEB) (60 mi away from central Jaffrey).

What is there to do in Jaffrey?

Snap up the great photo-ops at Contoocook Beach, one of the most well-known attractions in Jaffrey. There's a lot more to discover around this exciting city, so make sure you have enough time to see some of its off-the-beaten-path gems.

Where should I stay when visiting Jaffrey?

If you're after someplace comfortable to lay your head, check out the Monadnock Inn. It's the top choice for many travelers.