Monadnock Region Vacation Packages

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Your Monadnock Region Vacation

From beginning to end, everything is taken care of when you book a Monadnock Region vacation package. So whether you're coming to experience its festivals, or any of its other highlights, planning your getaway is easy. With so many things to explore on a trip to Monadnock Region, it can be tricky to know where to start. Kick off your travels in Keene at Spofford Lake and Stonewall Farm — two much-loved attractions here. Another city worth adding to your itinerary is Francestown. Don't miss Greenfield State Park and Horace Lake. Whether you're planning to travel for a few days or a few weeks, Expedia are here to help you tailor-make your next Monadnock Region vacation.

Top Monadnock Region Vacation Deals

Price found within the past 48 hours. Click for updated prices.
DoubleTree Suites by Hilton Hotel Boston - Cambridge

DoubleTree Suites by Hilton Hotel Boston - Cambridge

4 out of 5
Allston
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Boston (BOS)
8.8/10 Excellent! (1,006 reviews)
Location was great, property was very clean. The shower pressure however was very low similar to a very light sprinkle even after reporting. Front desk staff was nice for the most part other than the male worker who seemed bothered with questions. The shuttle drover absolutely knowledgeable of the area, extremely funny and nice.

Reviewed on Aug. 3, 2025

Four Seasons Hotel Boston

Four Seasons Hotel Boston

5 out of 5
Bay Village
per person
Sep 6 - Sep 9
found 1 day ago
Roundtrip flight included
Toronto (YTZ) to Boston (BOS)
9.4/10 Exceptional! (435 reviews)
Not my favorite Four Seasons. I requested that they remove any alcohol from my room and they didn’t accommodate that simple request. They seemed hurried. B-

Reviewed on Jun. 22, 2025

Raffles Boston

Raffles Boston

5 out of 5
Back Bay
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (132 reviews)
I had high expectations since we have been to Raffles Singapore before and after the recent renovations and it is one of our favorite hotels in the world! Glad to say that Raffles Boston did not disappoint. The hotel decor is gorgeous, thoughtfully luxurious in every detail. Location is great. Service is professional but friendly. The room butler is a convenience that cannot be overstated. Also, the first hotel that actually kept the room temperature at 66 F during the whole night. Adios, Four Seasons! Raffles is my new home in Boston.

Reviewed on Aug. 5, 2025

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
per person
Oct 11 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Boston (BOS)
9.6/10 Exceptional! (428 reviews)
Had an amazing time at the Whitney. Front desk service was impeccable, friendly and was ‘just’ the added touch I would expect of a property of this caliber. I really do look forward to my next time in Boston and hope to stay at the Whitney.

Reviewed on Jul. 25, 2025

DoubleTree by Hilton Boston North Shore

DoubleTree by Hilton Boston North Shore

4 out of 5
per person
Oct 26 - Oct 31
found 24 hours ago
Roundtrip flight included
Toronto (YYZ) to Boston (BOS)
8/10 Very Good! (2,052 reviews)
I stay at this property every August; one of the reasons I chose it was access to a pool. When I arrived, there was a sign saying the pool was being “renovated”. Had I known, I would have chosen a different hotel. BTW: Their website still lists a pool as one of their amenities. Very dishonest.

Reviewed on Aug. 5, 2025

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Monadnock Region Hotel Deals

Hampton Inn Brattleboro

Hampton Inn Brattleboro

2.5 out of 5
1378 Putney Road, Brattleboro, VT
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from Sep 4 to Sep 5
CA $167
CA $184 total
Sep 4 - Sep 5
includes taxes & fees
8/10 Very Good! (858 reviews)
"this is a very nice hotel, and we have stayed before and will stay again, but we will never stay in 212 again, they play music in the lobby and halls 24/7 which is fine, but 212 is right over the lobby and you can hear the drumming all night, it is very irritating, but like I said we have stayed ..."

Reviewed on Aug. 4, 2025

Hampton Inn Brattleboro
Keene Elm City Hotel, Ascend Hotel Collection

Keene Elm City Hotel, Ascend Hotel Collection

2.5 out of 5
175 Key Rd, Keene, NH
Fully refundableReserve now, pay when you stay
The price is CA $172 per night from Aug 13 to Aug 14
CA $172
CA $187 total
Aug 13 - Aug 14
includes taxes & fees
8.4/10 Very Good! (871 reviews)
"Is a very well cared for hotel and I enjoyed my stay and I’ve stayed there several times."

Reviewed on Aug. 5, 2025

Keene Elm City Hotel, Ascend Hotel Collection
The Putney Inn

The Putney Inn

2.5 out of 5
57 Putney Landing Rd, Putney, VT
Fully refundableReserve now, pay when you stay
The price is CA $155 per night from Aug 25 to Aug 26
CA $155
CA $171 total
Aug 25 - Aug 26
includes taxes & fees
8.4/10 Very Good! (1,008 reviews)
Convenient, clean Inn
"Very convenient location, clean. Easy check in and out. Very basic breakfast could be upgraded to have nicer products. Quiet and reasonable Inn. Would stay again."

Reviewed on Aug. 3, 2025

The Putney Inn
See all 2,121 properties in Monadnock Region
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.
All Inclusive Vacations
All Inclusive Vacations
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Discover the most popular places to visit in Monadnock Region

Monadnock State Park

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

Landmark College

Enjoy the collegiate vibe when you visit Landmark College, during your travels in Putney. Amble around the area's riverfront, or seek out its ski slopes.

Landmark College

Brentwood Golf Course

Enjoy a round of golf in Keene at Brentwood Golf Course. Discover the coffeehouses and festivals in this family-friendly area.

Brentwood Golf Course

Frequently asked questions

How much does a Monadnock Region vacation package cost?
Create unforgettable memories with our Monadnock Region vacation packages, which start from just CA $899. Choose the hotels and flights that match your travel style. Then, add on a few enriching experiences to round off your unique getaway.
How do I get a cheap travel package to Monadnock Region?
Track down flights that suit your schedule, add a hotel room to your booking and watch the savings rack up with a Monadnock Region vacation package. It's as easy as that! From hotels and flights to rental cars and tours, Expedia makes traveling cheaply a cinch. And with more than 550 air carriers and 1,000,000 hotels throughout the world to select from, you'll never be short of choice.
What are the top hotels in Monadnock Region?
For hotels in Francestown with friendly service and comfy beds, check out Green Granite Inn, Ascend Hotel Collection and Woodwards White Mountain Resort, BW Signature Collection. If you plan to visit Keene as well, you can look forward to a wonderful night's sleep at Hampton Inn & Suites Portsmouth Downtown or Best Western Plus Executive Court Inn & Conference Center.
How far in advance should I book my Monadnock Region vacation?
It's always wise to book early. Air carriers usually advertise flights nearly 12 months ahead of departure, and this is a perfect opportunity to pick up some of the cheapest prices. Boss just told you to take your vacation time in a few weeks? That's alright! Expedia are never short of fantastic deals to whisk you away on the getaway of your dreams, at a price you can afford.
What does an Expedia Monadnock Region travel package include?
Hotels, car rentals and flights — we bring you all the best deals. All you have to do is pick your ideal combination. After you've made your booking, you can add on the fun stuff like day tours and sightseeing activities. Our travel packages make it easy to put together an exciting Monadnock Region trip.
What should I know before booking a Monadnock Region travel package?
You can save big by bundling your airfares, hotels and rental cars. Once you've created your package, you can add on things like tours and activities. Your next awesome vacation is only a few clicks away.
Can I choose my airline with a Monadnock Region Expedia vacation package?
Yes, definitely. Expedia has more than 550 partner airlines to pick from globally. With such a big range of choice, finding the right carrier to fly you to Monadnock Region will be a breeze.
If I'm not able to travel, can I cancel my Monadnock Region vacation package?
Don't stress if you're rethinking your Monadnock Region vacation package — it's possible to change or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your hotel, airline or car rental company. We know life can sometimes throw a spanner in the works, so look up our Customer Service Portal if that happens. When you're ready to make changes, we're here to help.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.