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A wooden signpost with 'WINTHROP' written on it, surrounded by greenery and trees.

Winthrop
Maine
United States of America
North America
Hotwire.com

Winthrop Flight + Hotel Packages

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

Senator Inn & Spa

3 out of 5

Price was $457, price is now $402 per person

$402

per person

Nov 21 - Nov 24

found 20 hours ago

Roundtrip flight included

Nashville (BNA) to Augusta (AUG)

Book a stay at this spa hotel in Augusta. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Turnpike Mall and Kennebec Ice Arena are located nearby.

Topside Inn

3 out of 5

Price was $957, price is now $734 per person

$734

per person

Oct 22 - Oct 25

found 24 hours ago

Roundtrip flight included

Nashville (BNA) to Augusta (AUG)

Stay at this hotel in Boothbay Harbor. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Coastal Maine Botanical Gardens and Burnt Island Living Lighthouse are located nearby.

Delightful place and beautiful small town. The amenities and staff were great!

Reviewed on Sep 14, 2026

210 Main St

3 out of 5

Price was $1,299, price is now $1,033 per person

$1,033

per person

Oct 19 - Oct 24

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to Augusta (AUG)

Stay at this apartment in Ellsworth. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Grand Theatre and Downeast Scenic Railroad are located nearby.

Beautiful property, nice area. Quiet and family friendly town.

Reviewed on Sep 3, 2026

Stone Park

4 out of 5

Price was $829, price is now $660 per person

$660

per person

Nov 21 - Nov 25

just found

Roundtrip non-stop flight included

Nashville (BNA) to Augusta (AUG)

Stay at this aparthotel in Ellsworth. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Seacoast Fun Park and Indian Point Trailhead are located nearby.

Reviewed on Sep 15, 2026

The Brunswick Hotel

3 out of 5

Price was $502, price is now $406 per person

$406

per person

Nov 21 - Nov 24

found 20 hours ago

Roundtrip flight included

Nashville (BNA) to Augusta (AUG)

Book a stay at this business-friendly hotel in Brunswick. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions First Parish Church and Pickard Theater are located nearby.

OneSixtyFive

3 out of 5

Price was $1,311, price is now $1,115 per person

$1,115

per person

Oct 18 - Oct 24

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to Augusta (AUG)

Stay at this hotel in Brunswick. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Skolfield-Whittier House and Pejepscot Museum are located nearby.

Small but very quaint, clean and attentive. We just stayed for one night but would stay again if needed. Tiny room - but enough for what we needed. Nice breakfast in the morning in the dining room.

Reviewed on Sep 1, 2026

Newly Renovated Acadia Apartment Maple Street

3 out of 5

Price was $1,797, price is now $1,538 per person

$1,538

per person

Oct 18 - Oct 24

found 1 day ago

Roundtrip flight included

Charlotte (CLT) to Augusta (AUG)

Stay at this apartment in Ellsworth. Enjoy free WiFi, free parking, and an in-room coffeemaker. Popular attractions Woodlawn Museum and Rooster Brother Coffee Roasters are located nearby.

Very cute and clean. Very accessible to bar harbor and hiking areas.

Reviewed on Aug 4, 2026

Smuggler's Cove Inn

2.5 out of 5

Price was $654, price is now $576 per person

$576

per person

Oct 22 - Oct 25

found 24 hours ago

Roundtrip flight included

Nashville (BNA) to Augusta (AUG)

Book a stay at this beach hotel in East Boothbay. Enjoy free breakfast, free parking, and a private beach. Popular attractions Coastal Maine Botanical Gardens and Linekin Bay are located nearby.

Staff was very helpful. Nice breakfast. Could use some hooks or another towel rack in bathroom.

Reviewed on Sep 16, 2026

Winthrop Vacation Packages 3-4 Night Stays

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

The Brunswick Hotel

3 out of 5

Price was $502, price is now $406 per person

$406

per person

Nov 21 - Nov 24

found 20 hours ago

Roundtrip flight included

Nashville (BNA) to Augusta (AUG)