Jaffrey Vacations from $281

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Your Jaffrey Vacation

When you book a Jaffrey vacation package, it's all about letting go and enjoying your adventure to the fullest. Discover the best things about this lively city knowing that everything has been organized in advance. If your trip to Jaffrey includes a little sightseeing, hit up popular attractions like Monadnock State Park, Shattuck Golf Course and Cathedral of the Pines. Browse Expedia's extensive range of travel options and book your perfect vacation to Jaffrey today.

The Latest Jaffrey vacation packages

Price found within the past 48 hours. Click for updated prices.
The Sunny G B&B

The Sunny G B&B

2.5 out of 5
Price was $430, price is now $281 per person
$281
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Manchester (MHT)
9.4/10 Exceptional! (718 reviews)
We LOVED our stay here. Troy was so welcoming and friendly and caring to make sure we had everything we needed. The check in was very easy. We stayed in room 3, with the bathroom across the hall. We had no problems with our stay. There is a main road right next to our room window so the cars passing by seemed loud, but it didn’t keep us awake, but keep in mind if you are a light sleeper. There was a plug in heater in the room. Troy also had the pellet heater going in the living room, which was cozy and the tv had apple airplay, which was nice. We didn’t get a chance to try the breakfast, but it sounded delicious! We would definitely stay here again!!

Reviewed on Oct 28, 2026

Stonybrook Motel & Lodge

Stonybrook Motel & Lodge

2 out of 5
Price was $758, price is now $553 per person
$553
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Manchester (MHT)
7.6/10 Good! (1,001 reviews)

Coppertoppe Inn and Retreat Center

Coppertoppe Inn and Retreat Center

3.5 out of 5
Price was $594, price is now $433 per person
$433
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Manchester (MHT)
9.4/10 Exceptional! (214 reviews)
Excellent breakfast! The hosts are very helpful and friendly!

Reviewed on Oct 13, 2026

The Village of Loon Mountain

The Village of Loon Mountain

3 out of 5
Price was $539, price is now $406 per person
$406
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Manchester (MHT)
8.6/10 Excellent! (623 reviews)
...

Reviewed on Oct 30, 2026

Bluegreen Vacations South Mountain, an Ascend Collection Resort

Bluegreen Vacations South Mountain, an Ascend Collection Resort

3 out of 5
Price was $413, price is now $318 per person
$318
per person
Dec 10 - Dec 13
found 1 day ago
Roundtrip flight included
Orlando (MCO) to Manchester (MHT)
9.2/10 Wonderful! (714 reviews)
The location and room were fantastic.

Reviewed on Oct 30, 2026

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Stay near popular Jaffrey attractions

Monadnock State Park

9.6/10 (45 reviews)
Mount Monadnock's bare rock summit rewards hikers with panoramic views spanning multiple states. Tackle its well-maintained trails through forests and rocky terrain for a memorable New England adventure.
See properties

Jaffrey Hotel Deals

Monadnock Inn

Monadnock Inn

2.5 out of 5
379 Main Street Jaffrey NH
Fully refundableReserve now, pay when you stay
$148 nightly
The price is $161 total per night from Nov 1 to Nov 2
$161 total
Nov 1 - Nov 2
Total with taxes and fees
7.8/10 Good! (296 reviews)
"We were the only guest we saw the staff at check-in. Only the place is very old and years of dirt are embedded in the windowsills and bathroom corners. There were no other patrons to chat with which we had hoped for. I don’t recommend it."

Reviewed on Oct 23, 2026

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

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

Jaffrey NH
10/10 Exceptional! (12 reviews)
"Beautiful location! Outstanding view! House had everything we needed for a relaxing weekend. Highly recommend!"

Reviewed on Oct 10, 2026

Get rates
Secluded 4-bedroom Log Cabin with Mt. Monadnock views. with AC
Great Wolf Lodge Boston / Fitchburg, MA

Great Wolf Lodge Boston / Fitchburg, MA

3.5 out of 5
150 Great Wolf Dr Fitchburg MA
$187 nightly
The price is $209 total per night from Nov 1 to Nov 2
$209 total
Nov 1 - Nov 2
Total with taxes and fees
Great Wolf Lodge Boston / Fitchburg, MA
See all 299 properties in Jaffrey
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.

Find the Best Jaffrey Vacation Packages

Jaffrey Essential Information

Language
English
Currency
U.S dollars
Population
2,800
Max Temp Winter
30ºF
Max Temp Summer
75ºF
Top Sights
Monadnock State Park, Contoocook Beach and Cathedral of the Pines

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Frequently asked questions

How much does a Jaffrey vacation package cost?
You can grab a vacation package to this popular destination from $281 on Expedia. But how much your vacation to Jaffrey costs will depend on the length of stay, hotel choice and season.
What are the cheapest months to go to Jaffrey?
You can generally find reduced prices and better availability in August, November and December. Check out our cheap Jaffrey vacation packages and you could score some great off-season deals.
How many days is enough for Jaffrey?
With a well-planned itinerary, you can easily visit the most popular Jaffrey sights in a handful of days. But if you want to discover hidden gems or take day trips, consider booking your Jaffrey vacation for longer.
Is it worth booking a vacation package to Jaffrey?
Jaffrey is a good vacation destination with attractions like Shattuck Golf Course among the many things to keep you entertained. Whether you're traveling with the family or planning a trip with friends, a Jaffrey vacation promises a good time for everyone.
How to find the best Jaffrey package deals?
Begin your search for a Jaffrey package deal by entering your travel dates and destination under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to fine-tune the results to your exact needs. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Jaffrey package deal straight away, simply tweak your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Jaffrey escape underway.
Is it cheaper to book a Jaffrey vacation as a package?
You can enjoy significant savings on your next Jaffrey retreat by booking a personalized vacation package. Click on the "Package" heading, then select your destination and travel dates to see some great airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Jaffrey?
If you're planning a spontaneous Jaffrey trip, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score sensational deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Jaffrey vacation packages?
If you're anything like us, you love traveling but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Jaffrey trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.