Walpole Vacations from $378

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Your Walpole Vacation

Get ready to experience Walpole on your own terms with a custom Walpole vacation package! Discovering the best parts of this fascinating city is simple with a base in a neighborhood such as Metropolitan Hill - Beech Street, which is great for golfing, among plenty of other things. If your trip to Walpole includes a little sightseeing, don't miss renowned attractions like Gillette Stadium, Patriot Place and Hall at Patriot Place. Check out Expedia's extensive range of travel options and book your perfect vacation to Walpole today.

The Latest Walpole vacation packages

Price found within the past 48 hours. Click for updated prices.
The Wylie Inn and Conference Center at Endicott College

The Wylie Inn and Conference Center at Endicott College

3.5 out of 5
Save 100% on your flight
Price was $585, price is now $378 per person
$378
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.2/10 Wonderful! (1,169 reviews)
The location was off the beaten path and so nice. A beautiful fountain, tennis courts, and a quick connection to a private beach.

Reviewed on Jul 5, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Save 100% on your flight
Price was $1,492, price is now $869 per person
$869
per person
Aug 7 - Aug 10
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.8/10 Exceptional! (1,002 reviews)
Location

Reviewed on Jul 5, 2026

Good Hotels Boston

Good Hotels Boston

2 out of 5
South End
Save 100% on your flight
Price was $859, price is now $534 per person
$534
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
8/10 Very Good! (55 reviews)
This was a very clean and well-looked after property, and the staff went out of their way to check everything was in order.

Reviewed on May 23, 2026

Boston Lodge and Suites

Boston Lodge and Suites

4 out of 5
Dorchester
Save 100% on your flight
Price was $1,429, price is now $899 per person
$899
per person
Sep 24 - Sep 28
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
8.4/10 Very Good! (190 reviews)
Parking was not easy. It was advertised as free parming and the explanation made it seem simple enough but finding free street parking in the area is not easy and you co stantly have to move your vehicles.

Reviewed on May 19, 2026

The Atlas Hotel

The Atlas Hotel

4.5 out of 5
Allston
Save 100% on your flight
Price was $742, price is now $469 per person
$469
per person
Sep 5 - Sep 8
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Boston (BOS)
9.4/10 Exceptional! (158 reviews)
The hotel and staff was a very nice place to stay. Expedia needs to let people know that there is an everyday “service fee” per night when staying in Boston. This equates to a local tax of $35.00 per night. That should be included in the online price to make travelers informed of extra expenditures.

Reviewed on Jul 5, 2026

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Stay near popular Walpole attractions

Walpole Town Forest

Commune with nature and explore the great outdoors at Walpole Town Forest during your travels in Walpole. Discover the area's festivals and shops.
See properties

What to do in Walpole

Boston CityPASS: Admission to Top 4 Boston Attractions

Boston CityPASS®: Admission to Top 4 Attractions

$84
per adult
92% of travellers recommend
Boston CityPASS®: Admission to Top 4 Attractions
Tour of Historic Fenway Park, America's Most Beloved Ballpark

Tour of Historic Fenway Park, America's Most Beloved Ballpark

$45
per adult
98% of travellers recommend
Tour of Historic Fenway Park, America's Most Beloved Ballpark
Ghosts and Gravestones Tour guides in costume in Boston

Boston Haunted Tour : Ghosts & Gravestones

$47
per adult
80% of travellers recommend
Boston Haunted Tour : Ghosts & Gravestones
See all activities in Walpole

Walpole Hotel Deals

Hyatt Regency Boston/Cambridge

Hyatt Regency Boston/Cambridge

4 out of 5
575 Memorial Drive Cambridge MA
$168 nightly
The price is $195 total per night from Jul 26 to Jul 27
$195 total
Jul 26 - Jul 27
Total with taxes and fees
9/10 Wonderful! (2,414 reviews)
"Everyone was amazing I wish I could remember the young lady that helped me from the front desk ! She was amazing"

Reviewed on Jul 6, 2026

Hyatt Regency Boston/Cambridge
Seaport Hotel Boston

Seaport Hotel Boston

4 out of 5
1 Seaport Lane Boston MA
Fully refundableReserve now, pay when you stay
$219 nightly
The price is $254 total per night from Jul 26 to Jul 27
$254 total
Jul 26 - Jul 27
Total with taxes and fees
9.6/10 Exceptional! (4,524 reviews)
"Great hotel!"

Reviewed on Jul 6, 2026

Seaport Hotel Boston
The Revolution Hotel

The Revolution Hotel

3.5 out of 5
40 Berkeley Street Boston MA
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $185 total per night from Aug 2 to Aug 3
$185 total
Aug 2 - Aug 3
Total with taxes and fees
9/10 Wonderful! (2,715 reviews)
"We stayed in Boston for one night and it was hard to find somewhere cost effective. Therefore, we opted for this hotel on a whim, never using a shared bathroom before so we were a bit apprehensive. We were so pleasantly surprised at the room, it was very well thought out on the design and layout. ..."

Reviewed on Jul 5, 2026

The Revolution Hotel
See all 3,793 properties in Walpole
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 Walpole Vacation Packages

Walpole Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Logan Intl. Airport (BOS)
Population
5,900
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Legacy Place, Blue Hills Ski Area and Blue Hills Reservation

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Frequently asked questions

How much does a Walpole vacation package cost?
Offering excellent value package deals from $378 on Expedia, you'll be pleasantly surprised at how much a vacation to Walpole costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Walpole?
If you're looking to book a cheap Walpole vacation package, consider planning a trip in January, March and December. You'll typically find better rates on accommodations and flights during these months — ideal for a budget-friendly break.
How many days is enough for Walpole?
With a well-organized travel plan, you can easily tick off the top Walpole attractions in a handful of days. But if you prefer to discover hidden spots or take day trips, think about booking your Walpole vacation for longer.
How to find the best Walpole package deals?
Begin your search for a Walpole package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select some filters, like "Popular locations" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with irresistible savings. If you don't find the perfect Walpole package deal right away, simply switch up your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Walpole escape underway.
Is it cheaper to book a Walpole vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component individually. And you'll still get the flexibility to create a personalized Walpole vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Walpole?
If you've got your Walpole travel dates confirmed, book early to bag some incredible deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are great for setting off on a whim.
Does Expedia offer Book Now, Pay Later Walpole vacation packages?
Your Walpole break should be a relaxing escape from your daily routine, not a reason for money worries. So to allow you that extra flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

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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.