Jaffrey Vacations from $581

Book a Hotel + Flight or Car together to unlock savings

Photo by Stephen Leonardi

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

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 Chandler Inn Bethlehem - Littleton, an Ascend Collection Hotel

The Chandler Inn Bethlehem - Littleton, an Ascend Collection Hotel

3 out of 5
Save 100% on your flight
Price was $789, price is now $581 per person
$581
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Manchester (MHT)
8.6/10 Excellent! (806 reviews)
.

Reviewed on Jun 29, 2026

Mountain View Grand Resort & Spa

Mountain View Grand Resort & Spa

4 out of 5
Save 100% on your flight
Price was $1,127, price is now $679 per person
$679
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Manchester (MHT)
8.8/10 Excellent! (1,004 reviews)
Gorgeous property, attentive staff, and very comfortable bed.

Reviewed on Jun 27, 2026

The Centennial

The Centennial

4 out of 5
Save 100% on your flight
Price was $1,278, price is now $798 per person
$798
per person
Sep 17 - Sep 24
found 1 day ago
Roundtrip non-stop flight included
Orlando (MCO) to Manchester (MHT)
8.8/10 Excellent! (1,001 reviews)
My room was really dusty the bathroom was moderately clean. The staff was great and the breakfast spread was nice for a continental breakfast. It was affordable and quaint wasn't bad for a one night stay,

Reviewed on Jun 24, 2026

The Village of Loon Mountain

The Village of Loon Mountain

3 out of 5
Save 100% on your flight
Price was $886, price is now $619 per person
$619
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Manchester (MHT)
8.6/10 Excellent! (580 reviews)
Clean room great kitchen, staff and as nice too.

Reviewed on Jun 30, 2026

Attitash Mountain Village

Attitash Mountain Village

3 out of 5
Save 100% on your flight
Price was $871, price is now $620 per person
$620
per person
Aug 23 - Aug 29
found 1 day ago
Roundtrip flight included
New York (NYC) to Manchester (MHT)
8.6/10 Excellent! (563 reviews)

Don't see what you're looking for?
See all available trips from Columbus to Jaffrey
View all trips

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
$183 nightly
The price is $198 total per night from Jul 4 to Jul 5
$198 total
Jul 4 - Jul 5
Total with taxes and fees
7.8/10 Good! (287 reviews)
"Castine is a great host, and the inn has a lot of New England charm. Great place to stay!"

Reviewed on Jun 25, 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! (3 reviews)
"We stayed here as a group for a wedding weekend at Cobb Hill, it was perfect! About a 20 minute drive to the venue. Grocery and restaurants were close by. The property and house are beautiful. Stunning view of the mountains from the front porch. Very responsive and nice host. We also appreciated ..."

Reviewed on Jun 21, 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
$149 nightly
The price is $166 total per night from Jul 5 to Jul 6
$166 total
Jul 5 - Jul 6
Total with taxes and fees
8.6/10 Excellent! (1,014 reviews)
"How the keep the kids busy with their activities"

Reviewed on Jun 30, 2026

Great Wolf Lodge Boston / Fitchburg, MA
See all 290 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Jaffrey vacation package cost?
You can grab a vacation package to this popular destination from $581 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.

Explore a world of travel with Expedia

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