Jaffrey Vacation Packages 2026 from $1,175

Jaffrey flight + hotel vacation packages

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

Stonybrook Motel & Lodge

$1,175

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Pensacola (PNS) to Manchester (MHT)

This motel features free WiFi in public areas, barbecue grills, and free self parking. Enjoy the free on-the-go breakfast each morning. A garden, a lobby fireplace, and a picnic area are also on offer.

The Glen House Hotel

$1,273

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Pensacola (PNS) to Manchester (MHT)

Ski-in/ski-out access and an indoor pool are featured at this traditional hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the gym and perks like free self parking.

Eastern Slope Inn Resort

North Conway Village

$1,249

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Pensacola (PNS) to Manchester (MHT)

This smoke-free hotel features 2 outdoor tennis courts, an indoor pool, and a restaurant. Enjoy the gym and perks like free self parking and free WiFi. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.

North Conway Grand Hotel

Settlers Green

$1,246

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Pensacola (PNS) to Manchester (MHT)

This hotel features an outdoor pool and an indoor pool. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the gym and perks like free self parking and free WiFi.

The Chandler Inn Bethlehem - Littleton, an Ascend Collection Hotel

$1,183

per person

Dec 4 - Dec 7

found 1 day ago

Roundtrip non-stop flight included

Pensacola (PNS) to Manchester (MHT)

This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the sauna and perks like free self parking.

Top Jaffrey hotels deals

Monadnock Inn

379 Main Street Jaffrey NH

Free Cancellation

Reserve now, pay when you stay

$183 nightly

$198 total

Sep 23 - Sep 24

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

Secluded 4-bedroom Log Cabin with Mt. Monadnock views. with AC

Jaffrey NH

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This cabin features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Deck & Fire Pit: Cottage Near Monadnock State Park

Jaffrey NH

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This cottage featured laundry facilities and barbecue grills.

Kitchen

Washer

Great Wolf Lodge Boston / Fitchburg, MA

150 Great Wolf Dr Fitchburg MA

$187 nightly

$209 total

Sep 20 - Sep 21

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

$170 nightly

$190 total

Sep 20 - Sep 21

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 gym and perks like free self parking.

Pool

Hot Tub

Keene Elm City Hotel, an Ascend Collection Hotel

175 Key Rd Keene NH

Free Cancellation

Reserve now, pay when you stay

$134 nightly

$145 total

Sep 20 - Sep 21

Total with taxes and fees

This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies 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.

Stay near popular Jaffrey attractions

Monadnock State Park

9.6/10 (45 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.

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Frequently asked questions

How much are vacation packages to Jaffrey?

You might be surprised — you could find yourself in Jaffrey for only $1,175. 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.