Main Street Vacation Deals: Main Street, Castine Vacations

Main Street vacation package deals

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

Harborline Hotel

$269

per person

Nov 6 - Nov 9

found 16 hours ago

Roundtrip flight included

Chicago (ORD) to Rockland (RKD)

This hotel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free continental breakfast each morning. Express check-out and luggage storage are also provided.

The Craignair Inn & Restaurant

$378

per person

Nov 21 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

Chicago (ORD) to Rockland (RKD)

A restaurant and a bar/lounge are featured at this inn. There's no skimping on freebies - guests receive free breakfast, free WiFi, and free self parking. A terrace, a garden, and a snack bar/deli are also on offer.

Trade Winds on the Bay

$381

per person

Nov 4 - Nov 9

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Rockland (RKD)

This aparthotel features an indoor pool and a gym. Guests will appreciate free perks like free self parking and WiFi in public areas. A coffee shop and laundry facilities are also provided.

Homeport Inn and Tavern

$610

per person

Oct 27 - Oct 29

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Rockland (RKD)

A restaurant and a bar/lounge are featured at this inn. A terrace, a garden, and a library are also on offer.

The Country Inn at Camden Rockport

$698

per person

Nov 10 - Nov 17

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to Rockland (RKD)

This hotel features an indoor pool and a gym. Business travelers can take advantage of the free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.

Frequently asked questions

How much are vacation packages to Main Street?

Exciting adventures await you in Main Street, with Travelocity vacation packages from as low as $269. Including both flights and hotels, these incredible deals make it simple to explore more of our beautiful planet.

Where can I get the best vacation package deals for Main Street?

With around 400 air carriers and 1,000,000 hotels across the world, it's tough to beat Travelocity. Look through our impressive range and create the perfect Main Street package deal. Isn't it great when planning a trip is that easy?

Why should I book my Main Street vacation package with Travelocity?

Travel is all about making fantastic new memories and forgetting all your worries — which is why we provide you with a team of customer service experts on hand around-the-clock should you need them. On top of that, our Price Match Guarantee ensures you'll always get the best price available on our huge range of vacation destinations. So what are you waiting for? There's no time like the present to lock in the vacation of a lifetime.

Top Main Street hotel deals

Pentagoet Inn

26 Main St, Castine, ME

A restaurant and a bar/lounge are featured at this bed & breakfast. There's no skimping on freebies - guests receive free cooked-to-order breakfast, free WiFi, and free self parking. A terrace, a garden, and a computer station are also on offer.

Breakfast included

Pet friendly

Downtown Studio w/ Full Kitchen & Shared Porch - Walk Everywhere in Town

This apartment features free WiFi in public areas, laundry facilities, and barbecue grills.

Kitchen

Washer

Comfy Downtown Getaway w/ Full Kitchen - Close to the Beach

This condo features a garden, laundry facilities, and barbecue grills.

Kitchen

Washer

Don't see what you're looking for?

See all available properties in Main Street

View all properties

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.