Cape Cod Rail Trail Tours and Activities

Plan a trip to see Cape Cod Rail Trail

Price found within the past 48 hours. Click for updated prices.
The Colonnade Hotel Back Bay

The Colonnade Hotel Back Bay

4 out of 5
Back Bay
Price was CA $1,424, price is now CA $942 per person
CA $942
per person
Mar 21 - Mar 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.2/10 Wonderful! (2,268 reviews)
Easy check in, courteous staff, clean rm and great view. Prudential mall across Huntington Ave..

Reviewed on Feb 2, 2026

Boston Harbor Hotel

Boston Harbor Hotel

5 out of 5
North End
Price was CA $4,157, price is now CA $2,327 per person
CA $2,327
per person
Apr 27 - May 1
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Boston (BOS)
9.8/10 Exceptional! (1,005 reviews)
Outstanding. Definitely the best hotel I have ever stayed at and I've been all over the world. The hotel room was perfect but what shined was the impeccable service. The Boston Harbor Hotel had an amazing staff who were personable, always available and willing to assist in any way. Truly a gem.

Reviewed on Jan 25, 2026

The Whitney Hotel

The Whitney Hotel

4 out of 5
Beacon Hill
Price was CA $1,818, price is now CA $1,254 per person
CA $1,254
per person
Mar 21 - Mar 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Boston (BOS)
9.6/10 Exceptional! (482 reviews)
Excellent property conveniently located in Beacon Hill. Rooms are a tad on the small side but well appointed and clean.

Reviewed on Feb 7, 2026

Popular places to visit

Mute Swan at the Cape Cod National Seashore in Eastham

Swan Pond River

Commune with nature and explore the great outdoors at Swan Pond River during your travels in Dennis Port. Stroll along the seaside or attend a sporting event in this family-friendly area.

Swan Pond River
Bass River Lighthouse featuring a house and a lighthouse

Bass River Lighthouse

Many people visit this historical lighthouse for its lore. It is also a wonderful place to enjoy a walk.

Bass River Lighthouse
Dane Street Beach at Mackerel Cove aerial view panorama in city of Beverly, Massachusetts MA, USA.

Sea Street Beach

If a restful vacation is part of your travel plans, Sea Street Beach might be the perfect place to seek out during your trip to Dennis Port. Wander the area's seaside or simply enjoy one of its top-notch restaurants.

Sea Street Beach
West Dennis Beach which includes a beach as well as a small group of people

West Dennis Beach

One of the most popular beaches in Dennis, this part of Cape Cod is vast and has the perfect weather for a range of land-based and offshore activities.

West Dennis Beach

Wilbur Park

Explore the lovely green spaces of Wilbur Park and enjoy the golf courses in South Yarmouth. Amble around this family-friendly area's beautiful beaches or attend a sporting event.

Wilbur Park

Jericho House and Barn Museum

You can spend an afternoon studying the exhibits at Jericho House and Barn Museum in West Dennis. Stroll along the beautiful beaches or attend a sporting event in this family-friendly area.

Jericho House and Barn Museum

Best Lodging Options Near Cape Cod Rail Trail

Grand home with historic charm, game room & spacious outdoor living spaces

Grand home with historic charm, game room & spacious outdoor living spaces

South Dennis MA
Grand home with historic charm, game room & spacious outdoor living spaces
Big House in Heart of Cape. Close to Everything!

Big House in Heart of Cape. Close to Everything!

South Dennis MA
Big House in Heart of Cape. Close to Everything!
Cape Cod's "Beach Rose"

Cape Cod's "Beach Rose"

Dennis MA
Cape Cod's "Beach Rose"
THE BOAT HOUSE LOFT~CAPE COD'S MOST AFFORDABLE WATERFRONT ~NOW BOOKING FOR 2026

THE BOAT HOUSE LOFT~CAPE COD'S MOST AFFORDABLE WATERFRONT ~NOW BOOKING FOR 2026

Dennis MA
THE BOAT HOUSE LOFT~CAPE COD'S MOST AFFORDABLE WATERFRONT ~NOW BOOKING FOR 2026
Blue Rock Resort

Blue Rock Resort

3 out of 5
39 Todd Rd South Yarmouth MA
Blue Rock Resort
Steps to private Beach, Golf Course, AC, tandem Kayak for Guests

Steps to private Beach, Golf Course, AC, tandem Kayak for Guests

South Yarmouth MA
Steps to private Beach, Golf Course, AC, tandem Kayak for Guests
Off season rate of $209/nite for Oct-May

Off season rate of $209/nite for Oct-May

South Yarmouth MA
Off season rate of $209/nite for Oct-May
Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

2 out of 5
352 Main Street Dennis Port MA
Holiday Hill Inn & Suites
Pelham on Main

Pelham on Main

2.5 out of 5
829 Main Street West Dennis MA
Pelham on Main
See all 4,005 properties in Cape Cod Rail Trail
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.