Jaffrey Vacations from $306

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Photo by Stephen Leonardi

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.
Perry's Motel and Cottages

Perry's Motel and Cottages

2.5 out of 5
Price was $367, price is now $306 per person
$306
per person
Oct 19 - Oct 22
found 7 hours ago
Roundtrip flight included
Tampa (TPA) to Manchester (MHT)
8.4/10 Very Good! (351 reviews)
Everything was nice! All the staff were friendly. They offer coffee and some to go items for breakfast. Very laid back environment. Lots of toys for the kids. Not in pictures were basketball hoop, volleyball net, bean bag toss, and so much more. Perfect location….close to everything but nice and quiet.

Reviewed on Aug 31, 2025

Cold Spring Plymouth Resort

Cold Spring Plymouth Resort

3.5 out of 5
Price was $538, price is now $403 per person
$403
per person
Oct 19 - Oct 22
found 7 hours ago
Roundtrip flight included
Tampa (TPA) to Manchester (MHT)
9.2/10 Wonderful! (141 reviews)
Nice clean property, help desk was super friendly and welcoming, would definitely stay again..

Reviewed on Sep 2, 2025

The Centennial

The Centennial

4 out of 5
Price was $775, price is now $639 per person
$639
per person
Oct 17 - Oct 19
found 19 hours ago
Roundtrip non-stop flight included
Atlanta (ATL) to Manchester (MHT)
8.8/10 Excellent! (1,001 reviews)
It was fine, it just looks a little….tired. The TV situation is VERY weird. And breakfast was bad, just some stale pastries. However, it was quiet and I enjoyed the atmosphere of the building.

Reviewed on Sep 9, 2025

Black Bear Lodge

Black Bear Lodge

3.5 out of 5
Price was $583, price is now $495 per person
$495
per person
Oct 19 - Oct 22
found 7 hours ago
Roundtrip flight included
Tampa (TPA) to Manchester (MHT)
8.4/10 Very Good! (97 reviews)
Moultonborough Inn

Moultonborough Inn

3 out of 5
Price was $810, price is now $698 per person
$698
per person
Nov 27 - Nov 30
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Manchester (MHT)
9/10 Wonderful! (173 reviews)
This places rooms are clean and great, we came for a concert with our ESA Dog and the staff was so friendly to him and thats important considering hes a pitbull mix and theres the stigma. The rooms are solid and cozy and the place is very accommodating.

Reviewed on Sep 15, 2025

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Discover the most popular places to visit in Jaffrey

#hiking.. i love hiking being out doors following a trail or just making my own fresh air and the out doors is amazing. i hike every chance i can close to home or travel to find new locations, I'm from akron Ohio but i love to travel this photo was from..one the best hikes i ever done

Monadnock State Park

Commune with nature and explore the great outdoors at Monadnock State Park during your travels in Jaffrey. Discover the coffeehouses and its festivals while you're in the area.

Monadnock State Park

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.

Shattuck Golf Course

Jaffrey Civic Center

You can spend an afternoon exploring the galleries in Jaffrey Civic Center during your trip to Jaffrey. Discover the area's mountain views and waterfalls.

Jaffrey Civic Center

Jaffrey Hotel Deals

Monadnock Inn

Monadnock Inn

2.5 out of 5
379 Main Street, Jaffrey, NH
Fully refundableReserve now, pay when you stay
$176 nightly
The price is $191 total per night from Sep 17 to Sep 18
$191 total
Sep 17 - Sep 18
Total with taxes and fees
7.4/10 Good! (212 reviews)
"The owners are the best. Wonderful place, made with love."

Reviewed on Aug 28, 2025

Monadnock Inn
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road, Gardner, MA
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $161 total per night from Sep 17 to Sep 18
$161 total
Sep 17 - Sep 18
Total with taxes and fees
8.8/10 Excellent! (1,008 reviews)
"Very convenient location. Facility is clean and attractive. Very comfortable."

Reviewed on Sep 16, 2025

The Colonial Hotel
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 out of 5
175 Key Rd, Keene, NH
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $126 total per night from Sep 23 to Sep 24
$126 total
Sep 23 - Sep 24
Total with taxes and fees
8.4/10 Very Good! (898 reviews)
Not A 4 Star Hotel But 4 Stars For Value
"One of the more affordable options in Keene, it was much better than we expected"

Reviewed on Sep 7, 2025

Keene Elm City Hotel, an Ascend Collection Hotel
See all 274 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.

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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 $306 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.