Canalside Rail Trail Vacation Packages

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Top Canalside Rail Trail vacation package deals

Price found within the past 48 hours. Click for updated prices.
Boston Lodge and Suites
4.0-star property

Boston Lodge and Suites

Dorchester
8.4/10 Very Good! (190 reviews)

Oct 2 - Oct 4

2 night stay

Dallas (DFW) to Boston (BOS)

JetBlue Airways • Non-stop • Coach

Boston (BOS) to Dallas (DFW)

Frontier Airlines • Non-stop • Coach
Price was $889, price is now $555 per person
$555
per person
found 1 day ago
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

Boston Harbor Hotel
5.0-star property

Boston Harbor Hotel

North End
9.8/10 Exceptional! (1,015 reviews)

Sep 23 - Sep 27

4 night stay

Dallas (DAL) to Boston (BOS)

Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $3,427, price is now $2,280 per person
$2,280
per person
found 1 day ago
I loved to view from our room. The room smelled fresh and pretty. Everything was impeccable. The amenities were fantastic. I love that there was a golf simulator in the Health Club. Staff were amazing and everyone was friendly. The location was great. I didn’t want to leave! Jose, the bellhop was very helpful and informative when he brought our luggage to our room. Housekeeping was amazing as well. We had a wonderful stay in Boston!

Reviewed on Jul 23, 2026

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat
3.0-star property

The Onset Beach Compound-Cape Cod Beach Resort & Oceanic Habitat

10/10 Exceptional! (10 reviews)

Aug 26 - Sep 1

6 night stay

Dallas (DFW) to Boston (BOS)

Southwest Airlines • Non-stop • Coach

Boston (BOS) to Dallas (DFW)

Frontier Airlines • Non-stop • Coach
Save 100% on your flight
Price was $6,342, price is now $4,297 per person
$4,297
per person
found 1 hour ago
It was an amazing relaxing place. Very family friendly

Reviewed on Jul 12, 2026

The Cove at Yarmouth by Westgate Resorts
3.0-star property

The Cove at Yarmouth by Westgate Resorts

9.2/10 Wonderful! (268 reviews)

Oct 11 - Oct 16

5 night stay

Dallas (DAL) to Boston (BOS)

Southwest Airlines • Roundtrip • Coach
Price was $1,496, price is now $1,068 per person
$1,068
per person
found 3 hours ago
P Indoor pool and hot tub loved and the outdoor Shack was great

Reviewed on Jun 8, 2026

The Charles Hotel
5.0-star property

The Charles Hotel

West Cambridge
9.4/10 Exceptional! (1,011 reviews)

Sep 23 - Sep 27

4 night stay

Dallas (DAL) to Boston (BOS)

Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
Price was $1,715, price is now $1,225 per person
$1,225
per person
found 1 day ago
Very attentive and helpful. Classic hotel. Great location.

Reviewed on Jul 23, 2026

Top rated hotels for your Canalside Rail Trail vacation package

D. Hotel Suites & Spa

D. Hotel Suites & Spa

3 out of 5
1 Country Club Rd Holyoke MA
Free Cancellation
18.4 mi from city center
$142 nightly
The price is $158 total per night
$158 total
Jul 27 - Jul 28
Total with taxes and fees
D. Hotel Suites & Spa features a full-service spa, an indoor pool, and a gym. The front desk has multilingual staff that can help with dry cleaning/laundry and securing valuables. Other amenities at this spa hotel include a sauna, a hot tub, and a 24-hour business center.
Pool
Hot Tub
Hotel Northampton

Hotel Northampton

3.5 out of 5
36 King Street Northampton MA
Free Cancellation
Reserve now, pay when you stay
15.63 mi from city center
$165 nightly
The price is $184 total per night
$184 total
Jul 27 - Jul 28
Total with taxes and fees
Guests of Hotel Northampton enjoy a 24-hour gym, free WiFi in public areas, and meeting rooms. There's free parking if you drive. Multilingual staff at the front desk are standing by 24/7 to help with dry cleaning/laundry, luggage storage, and concierge services. Other amenities at this historic hotel include conference space, a 24-hour business center, and coffee/tea in a common area.
Parking included
Free WiFi
Hotel UMass

Hotel UMass

2.5 out of 5
1 Campus Center Way Amherst MA
Free Cancellation
9.95 mi from city center
$144 nightly
The price is $161 total per night
$161 total
Aug 9 - Aug 10
Total with taxes and fees
Hotel UMass features free WiFi in public areas, coffee in a common area, and a library. Self parking is available for USD 6.00 per night. Multilingual staff at the 24-hour front desk can assist with luggage storage, securing valuables, and dry cleaning/laundry. Additional amenities include free newspapers, a vending machine, and a TV in a common area.
Breakfast included
Free WiFi
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