Jaffrey Vacations from $416
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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.
Cranmore Mountain Lodge Bed & Breakfast
Kearsarge
$511
per person
Oct 17 - Oct 19
found 11 hours ago
Roundtrip flight included
Orlando (MCO) to Manchester (MHT)
8.8/10 Excellent! (259 reviews)
Krista was an excellent host! The breakfast was delicious. We loved dipping into the creek in back and enjoying the jacuzzi after a long couple days hiking. Close to downtown but felt removed from the chaos. Will definitely stay again!
Reviewed on Aug 2, 2026
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.
Shattuck Golf Course
9.0/10 (4 reviews)
Carved into New Hampshire wilderness, The Shattuck Golf Club challenges with narrow fairways and natural granite hazards. Enjoy Mount Monadnock views while navigating this strategic Brian Silva design.
Jaffrey Civic Center
9.0/10 (2 reviews)
This cultural hub showcases over 30 art exhibits annually from local and regional artists. Explore the three diverse galleries and attend creative workshops in this community cornerstone of the Monadnock region.
Monadnock Memorial Forest
This iconic New Hampshire peak offers a challenging hike through diverse terrain to panoramic summit views. Reserve early for parking, and bring layers for the 4-5 hour round-trip adventure.
Contoocook Beach
9.0/10 (2 reviews)
Contoocook Beach features a sandy shoreline and buoyed swimming areas on New Hampshire's picturesque lake. Enjoy sunbathing and picnicking with bathhouse and concession facilities nearby.
Peabody Hill
Commune with nature and explore the great outdoors at Peabody Hill during your travels in Jaffrey. You can enjoy the restaurants while in the area.
Jaffrey Hotel Deals
Monadnock Inn
379 Main Street Jaffrey NH
Fully refundableReserve now, pay when you stay
$180 nightly
$195 total
Sep 1 - Sep 2
Total with taxes and fees
7.8/10 Good! (292 reviews)
"Very nice, clean, and a good vibe. An older building but very charming. Would certainly stay again."
Reviewed on Aug 29, 2026
Secluded 4-bedroom Log Cabin with Mt. Monadnock views. with AC
Jaffrey NH
10/10 Exceptional! (7 reviews)
"This is lovely, private home. It is very clean and well stocked. The view of the mountain is beautiful! This home is just as described and was great for what we needed. Would 100% recommend."
Reviewed on Jul 27, 2026
Great Wolf Lodge Boston / Fitchburg, MA
150 Great Wolf Dr Fitchburg MA
$184 nightly
$205 total
Sep 11 - Sep 12
Total with taxes and fees
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 $416 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.
