Deals on vacations and trips to Woolwich

Save when you book Woolwich package deals

Choose two or more items and save on your trip:

Woolwich flight + hotel vacation packages

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

Chebeague Island Inn

4 out of 5
Save 100% on your flight
per person
Sep 15 - Sep 18
found 15 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Portland (PWM)
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate perks like free WiFi and a free ferry terminal shuttle. A garden, a lobby fireplace, and a picnic area are also on offer.
The Docent's Collection

The Docent's Collection

3.5 out of 5
Downtown Portland
Save 100% on your flight
per person
Sep 18 - Sep 22
found 14 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Portland (PWM)
This hotel features free WiFi in public areas, a virtual front desk, and self parking. Express check-out and dry cleaning are also provided.
Greenleaf Inn

Greenleaf Inn

2 out of 5
Save 100% on your flight
per person
Jul 29 - Aug 3
found 18 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Augusta (AUG)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A 24-hour business center, a lobby fireplace, and a communal living room are also on offer.
Portland Harbor Hotel

Portland Harbor Hotel

4 out of 5
Downtown Portland
Save 100% on your flight
per person
Sep 18 - Sep 22
found 14 hours ago
Roundtrip non-stop flight included
Charlotte (CLT) to Portland (PWM)
This hotel features 3 coffee shops/cafes and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. You'll find a restaurant and a bar/lounge onsite for dining and drinks, along with a 24-hour front desk.
Cliff House Maine

Cliff House Maine

4.5 out of 5
Save 100% on your flight
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip flight included
Minneapolis (MSP) to Portland (PWM)
A full-service spa, 2 restaurants, and an indoor pool are all featured at this smoke-free resort. Traveling on business? Take advantage of the business center, laundry service, and valet parking. Relax with a drink at one of the 2 poolside bars and enjoy perks like free self parking.

Top Woolwich hotels deals

Casco Bay Inn

Casco Bay Inn

2 out of 5
107 US Route 1, Freeport, ME
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel features free self parking and free WiFi in public areas. Enjoy the free continental breakfast each morning. A terrace is also provided.
Breakfast included
Parking included
Best Western Freeport Inn

Best Western Freeport Inn

3 out of 5
31 US Route 1, Freeport, ME
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including an off-leash area. There's a seasonal outdoor pool on site, and a 24-hour front desk and express check-out are also provided.
Pool
Pet friendly
Travelers Inn

Travelers Inn

2 out of 5
130 Pleasant St, Brunswick, ME
Free Cancellation
Reserve now, pay when you stay
Get rates
This motel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Business travelers can take advantage of the express check-out. Laundry facilities are provided for your convenience.
Breakfast included
Parking included
Flagship Inn and Suites

Flagship Inn and Suites

2.5 out of 5
200 Townsend Avenue, Boothbay Harbor, ME
Get rates
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a terrace, and a garden are also on offer.
Pool
Pet friendly
The Freeport Hotel, Ascend Hotel Collection

The Freeport Hotel, Ascend Hotel Collection

2 out of 5
506 Us Route 1, Freeport, ME
Free Cancellation
Reserve now, pay when you stay
Get rates
This motel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Business travelers can take advantage of the 24-hour business center. Dry cleaning, laundry facilities, and free newspapers are also on offer.
Breakfast included
Parking included
Holiday Inn Express Hotel & Suites Freeport by IHG

Holiday Inn Express Hotel & Suites Freeport by IHG

2.5 out of 5
450 U.S. Route 1, Freeport, ME
Free Cancellation
Get rates
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Woolwich
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.

Popular places to visit

Montsweag Flea Market

You can find the perfect gifts to bring home at Montsweag Flea Market during your stay in Woolwich. While you're in the area, stroll along the waterfront.

Montsweag Flea Market

Frequently asked questions

How much are vacation packages to Woolwich?
With deals starting as low as $570, hotel and flight packages are an excellent way to stretch your travel budget. Get ready Woolwich --- here you come!
How long should my Woolwich vacation be?
Many visitors pack their bags and see the sights of Woolwich for about 2 nights. That gives you an idea of time frames, but don't let it restrict you. Whether you stay for a day or two to see the major sights or linger a while to experience this place like a local, an amazing adventure awaits.
Where can I get the best vacation package deals for Woolwich?
Travelocity will be able to help you lock in a terrific Woolwich package deal. With 400 partner airlines and 1,000,000 properties across the globe, we know you'll be able to craft the perfect itinerary.
Why should I book my Woolwich vacation package with Travelocity?
With fantastic service, 24/7 customer support and some of the most incredible getaways around, you'll never wander alone. And if you happen to find a lower price, we'll match it. That's our Price Match Guarantee.
Can I save money on my Woolwich car rental if I bundle it with hotels and flights?
With a Woolwich vacation package, you can bundle your car, hotel and flight bookings and save tons. If you can't wait to see the best of this wonderful destination, why not make tracks to USS Constitution Museum? This renowned attraction is 120 mi from Woolwich. With a rental car, you'll be there in the blink of an eye.
Which airport is best for Woolwich?
For plenty of travelers, a stay in Woolwich means stepping off the plane at Portland Intl. Jetport Airport (PWM). This buzzing airport is located 30 mi southwest of the downtown area. You could also choose to jet into Knox County Regional Airport (RKD) (35 mi away from central Woolwich) or Augusta State Airport (AUG) (30 mi away from central Woolwich).
What is there to do in Woolwich?
Montsweag Flea Market is one of the memorable sights that make Woolwich such a great place to visit. But allow some extra time to experience its lesser-known attractions too. This is sometimes where the best memories are created.
Where should I stay when visiting Woolwich?
The Quiet Home with River Views in Woolwich is the top choice of many visitors. Book soon before it's too late.

Photos of local treasures

Browse Woolwich vacation photos for more inspiration