Main Street Tours and Activities

Falmouth featuring a bay or harbour
Falmouth showing kayaking or canoeing and a marina
Falmouth featuring boating, kayaking or canoeing and a bay or harbour
Falmouth which includes boating
Falmouth showing boating and a house

Plan a trip to see Main Street

Price found within the past 48 hours. Click for updated prices.
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

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

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

Tours & day trips

See all 16 activities
Best 3-Hour Martha's Vineyard shared Island Tour from Oak Bluffs

Best 3-Hour Martha's Vineyard shared Island Tour from Oak Bluffs

Activity duration is 3 hours
8.8 out of 10 with 13 reviews
Free cancellation available
Price is CA $90 per adult
Best 3-Hour Martha's Vineyard shared Island Tour from Oak BluffsOpens in new tab

Food, drink & nightlife

See all 4 activities
Hyannis: Hyannis Harbour Sunset Cruise

Hyannis: Hyannis Harbour Sunset Cruise

Activity duration is 1 hour and 30 minutes
Free cancellation available
Price is CA $44 per adult
Hyannis: Hyannis Harbour Sunset CruiseOpens in new tab

Water activities

See all 3 activities
Cape Cod Explorer Tour

Cape Cod Explorer Tour

Activity duration is 2 hours
Free cancellation available
Price is CA $110 per adult
Cape Cod Explorer TourOpens in new tab

Popular places to visit

Craigville Beach

Craigville Beach

If a restful vacation is part of your travel plans, Craigville Beach might be the perfect place to seek out during your trip to Centerville. Stroll along the area's seaside or simply enjoy its seafood restaurants.

Craigville Beach

Public Beach

Why not spend a lazy afternoon at Public Beach during your trip to Osterville?

Public Beach

Dowses Beach

Why not spend a lazy afternoon at Dowses Beach during your trip to Osterville?

Dowses Beach

Stand Up & Paddle Cape Cod

Take the family on an outing to Stand Up & Paddle Cape Cod during your trip to Osterville. Attend a sporting event or simply enjoy the seafood restaurants while you're in the area.

Stand Up & Paddle Cape Cod

Ropes Beach

Why not spend a lazy afternoon at Ropes Beach during your trip to Cotuit? Experience the area's art scene and museums.

Ropes Beach

Centerville Historical Museum

You can spend an afternoon studying the exhibits at Centerville Historical Museum during your travels in Centerville. Amble around this family-friendly area's beautiful beaches or attend a sporting event.

Centerville Historical Museum

Best Lodging Options Near Main Street

Hyannis Plaza Hotel

Hyannis Plaza Hotel

2.5 out of 5
662 Main Street, Hyannis, MA
Hyannis Plaza Hotel
Craigville Beach Inn

Craigville Beach Inn

2 out of 5
1338 Craigville Beach Rd, Centerville, MA
Craigville Beach Inn
Long Dell Inn

Long Dell Inn

3.5 out of 5
436 S Main St, Centerville, MA
Long Dell Inn
The Ocean View

The Ocean View

2.5 out of 5
966 Craigville Beach Road, Centerville, MA
The Ocean View
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people

Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people

Barnstable
Oceanside Cottage condo next to beach 2bedroom 1bath for 4-6 people
Center Of It All: 454-Cv Sea Captain's Estate with Heated Pool and Pickle Ball Court

Center Of It All: 454-Cv Sea Captain's Estate with Heated Pool and Pickle Ball Court

Centerville
Center Of It All: 454-Cv Sea Captain's Estate with Heated Pool and Pickle Ball Court
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd, Hyannis, MA
Margaritaville Resort Cape Cod
Unique oceanfront windmill with breathtaking views of Nantucket Sound.

Unique oceanfront windmill with breathtaking views of Nantucket Sound.

West Hyannisport
Unique oceanfront windmill with breathtaking views of Nantucket Sound.
Holiday Inn Hyannis by IHG

Holiday Inn Hyannis by IHG

3 out of 5
1127 Iyannough Rd, Hyannis, MA
Holiday Inn Hyannis by IHG
See all 5,888 properties in Main Street
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.