Woolwich Vacations from $773
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Your Woolwich Vacation
Let our vacation packages to Woolwich inspire your next great adventure. There's lots to like about this captivating city, starting with the neighborhood of Harpswell, which is good for nature and culture. If your trip to Woolwich includes a little sightseeing, take in renowned attractions like Chocolate Church, Waterfront Park and Maine Maritime Museum. Whatever your travel plans or budget, putting together the ultimate tailored Woolwich vacation is a walk in the park with Expedia.
The Latest Woolwich Vacation Packages
- Portland Harbor Hotel
Dec 26 - Jan 1Portland Harbor Hotel + Flight
Downtown Portland6 nights4.0 star property9.2/10 - Wonderful (1,872 reviews)"Our second time staying at the Portland Harbor Hotel did not disappoint. The staff is friendly and attentive, rooms are spacious and clean, and the bed is comfortable. 10/10 will always stay at PHH every time we visit Portland."Reviewed November 9, 2026Roundtrip • Atlanta (ATL) - Portland (PWM)ATL - BOS • Nonstop BOS - ATL • Nonstop$1,016$773found 1 day agoper traveler - 84 Main
Dec 26 - Jan 184 Main + Flight
Kennebunk6 nights4.0 star property9.8/10 - Exceptional (58 reviews)"The property was very spacious, well equipped, and well taken care of. There was lots of natural light and a very large outdoor deck accessible from all bedrooms and the living room."Reviewed July 17, 2026Roundtrip • Atlanta (ATL) - Portland (PWM)ATL - BOS • Nonstop BOS - ATL • Nonstop$1,212$872found 1 day agoper traveler - Blind Tiger Portland - Danforth Street.
Dec 26 - Jan 1Blind Tiger Portland - Danforth Street. + Flight
West End6 nights3.5 star property9.6/10 - Exceptional (206 reviews)Roundtrip • Atlanta (ATL) - Portland (PWM)ATL - BOS • Nonstop BOS - ATL • Nonstop$2,040$1,506found 1 day agoper traveler - Evalina Hotel
Dec 26 - Jan 1Evalina Hotel + Flight
Downtown Portland6 nights2.5 star property10/10 - Exceptional (19 reviews)Roundtrip • Atlanta (ATL) - Portland (PWM)ATL - BOS • Nonstop BOS - ATL • Nonstop$1,969$1,472found 1 day agoper traveler - The Docent's Collection at 121 Middle Street
Dec 26 - Jan 1The Docent's Collection at 121 Middle Street + Flight
Downtown Portland6 nights3.5 star property9.6/10 - Exceptional (429 reviews)"Pros: Room was nice and spacious. Kitchen had everything we needed. Location was awesome - very close to all the things we wanted to do. Excellent proximity to some of the best restaurants, including LB Kitchen, Fore Street, Central Provisions. Con’s: Couches could have benefited from some throw pillows - kinda weird without any. Bed wasn’t that comfortable - you sink in way too much. Parking was ok - just some weird communication before our arrival about where to park. Text messages from the..."Reviewed November 8, 2026Roundtrip • Atlanta (ATL) - Portland (PWM)ATL - BOS • Nonstop BOS - ATL • Nonstop$1,587$1,211found 1 day agoper traveler
Where to stay near Woolwich
Boothbay Harbor
Boothbay Harbor is a charming destination for travelers seeking outdoor adventures and scenic beauty. This coastal gem offers breathtaking experiences, from exploring the lush Coastal Maine Botanical Gardens to enjoying the picturesque views at Cabbage Island. Families and couples alike will appreciate the recreational activities available, such as hiking trails and golf. Located about 17 miles by car from Woolwich, Boothbay Harbor makes for an ideal base to create unforgettable memories. It's a smart choice for your vacation stay!
Brunswick
Experience the charm of Brunswick, a perfect hub for travelers seeking a blend of cultural, family, and outdoor adventures. With attractions like the historic Bowdoin College, the vibrant Maine Street for shopping, and the scenic Thomas Point Beach, Brunswick offers a delightful getaway year-round. Located about 10 miles by car from Woolwich, this city makes for easy access to a variety of experiences, making it a smart choice for your vacation stay.
Bath
If you are a family or outdoor enthusiast, look no further than Bath, known for its charming scenery and cultural attractions. Immerse yourself in local history at Bowdoin College, explore the stunning flora at the Coastal Maine Botanical Gardens, or relax at Thomas Point Beach. Bath is about a 1-mile drive from Woolwich, making it a convenient base for your adventures. With its rich offerings, Bath is a smart choice for your stay in Maine.
Harpswell
Harpswell stands out as a prime spot for families and nature enthusiasts interested in a weekend getaway. This charming coastal town offers stunning beaches like Popham Beach and scenic views, perfect for outdoor adventures and romantic strolls. Visitors can explore the historic Bowdoin College and enjoy the local atmosphere on Maine Street. Located about 9 miles from Woolwich, Harpswell is an excellent choice for travelers looking to immerse themselves in natural beauty and vibrant community life.
Georgetown
Travelers visiting the area often choose Georgetown, especially families and nature lovers seeking close proximity to stunning outdoor scenery and cultural experiences. With attractions like Popham Beach, the Coastal Maine Botanical Gardens, and Reid State Park, Georgetown offers a variety of recreational activities year-round, peaking in July and during the holiday season. Just about a 10-mile drive from Woolwich, Georgetown makes for a smart choice for those looking to immerse themselves in Maine’s natural beauty and charm.
Discover the most popular places to visit in Woolwich
Woolwich Hotel Deals
Hampton Inn Bath (Brunswick Area)
Hampton Inn Bath (Brunswick Area)
Residence Inn Bath Brunswick Area
Residence Inn Bath Brunswick Area"Staff and everything was exceptional . The tv remote was dead though. Had to go down to front desk for replacement. The tv wasnt plugged in. Grease. Smaller all over the cupboards above the microwave. Cobwebs etc. Was otherwise really nice stay and affordable"
Days Inn by Wyndham Brunswick Bath Area
Days Inn by Wyndham Brunswick Bath Area
Best Western Plus Brunswick Bath
Best Western Plus Brunswick Bath"Convenient location. We had no issues. Staff was friendly. Breakfast was great. Room was spacious and beds comfy. Fridge was useful. I'm too short to adjust showerhead but it was set ok. Lots of hot water. Don't like that I had to take a shower just to wash my hair. I have future stays booked here."
"This is a wonderful bed and breakfast! I highly recommend and I would stay here again and again!"
Fairfield Inn & Suites by Marriott Brunswick Freeport
Fairfield Inn & Suites by Marriott Brunswick Freeport
Frequently Asked Questions
How much does a Woolwich vacation package cost?
You'll find cheap prices from $773 on Expedia for your Woolwich getaway. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Woolwich costs.
What are the cheapest months to go to Woolwich?
You're likely to find reduced prices and greater availability in January, April and December. Explore our cheap Woolwich vacation packages and you could score some great off-season discounts.
How many days is enough for Woolwich?
Usually, a handful of days is enough to tick off the main attractions during your Woolwich vacation. However, if you prefer to have some time to chill out or take day tours, think about extending your itinerary.
How to find the best Woolwich package deals?
Use Expedia's filters to find some terrific Woolwich package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Woolwich package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Woolwich vacation as a package?
You can enjoy significant savings on your Woolwich escape by booking a personalized vacation package. Click on the "Package" heading, then enter your travel dates and destination to see some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Woolwich?
If you're planning a spur-of-the-moment Woolwich adventure, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Woolwich vacation packages?
Secure your perfect escape to Woolwich with Expedia's Book Now, Pay Later vacations. There's no need to save like crazy or wait for your next paycheck — we've joined forces with online lender Affirm to give you flexibility and choice. Our vacation packages with payment plans mean you can spread the cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's a breeze to stick to your budget and snap up bargains before they disappear.