Jaffrey Trips (flight + hotel)

Photo by Stephen Leonardi

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to P 3,118 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

Top hotels in Jaffrey

Monadnock Inn

Monadnock Inn

2.5 out of 5
379 Main Street, Jaffrey, NH
Fully refundableReserve now, pay when you stay
7.4/10 Good! (209 reviews)
Excellent experience!!!
"Very friendly staff, charming accommodations. Clean and well tended to."

Reviewed on Aug 9, 2025

Get rates
Monadnock Inn
Charming Jaffrey Cottage w/ Deck & Grill!

Charming Jaffrey Cottage w/ Deck & Grill!

3 out of 5
Jaffrey
Get rates
Charming Jaffrey Cottage w/ Deck & Grill!
The Colonial Hotel

The Colonial Hotel

3 out of 5
625 Betty Spring Road, Gardner, MA
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (1,002 reviews)
"Staff is extremely friendly"

Reviewed on Aug 10, 2025

Get rates
The Colonial Hotel
See all 268 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.

Frequently asked questions

How much does a Jaffrey vacation package cost?
You can grab a vacation package to this popular destination 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 usually find reduced prices and better availability in January, April and December. Take a look at our cheap Jaffrey vacation packages and you could land some great off-season discounts.
How many days is enough for Jaffrey?
The ideal duration for your Jaffrey vacation depends on what you'd like to do and see. Usually, a few days to a week will give you time to tick off all the top attractions and explore some hidden treasures along the way.
Is it worth booking a vacation package to Jaffrey?
Jaffrey is a good vacation destination with attractions like Contoocook Beach among the many things to keep you entertained. Whether you're heading away 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.
How to plan a trip to Jaffrey?

  1. Choose when to travel: Check your calendar and pack your bags. Your favorite season and the available activities will also help you decide when to escape to Jaffrey.
  2. Calculate your budget: Make sure you have enough money to pay for everything from food and transportation to airfares and activities. Your accommodations will likely be the largest expense during your trip to Jaffrey.
  3. Work out your trip length: Consider how much time you'd like to spend discovering Jaffrey. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Combine your airfare and accommodations: After you've settled on your travel dates and duration, lock in the ideal Jaffrey vacation package for you.

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