Oxford County Vacations & Trips from $863
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The Latest Oxford County Vacation Packages
Price found within the past 48 hours. Click for updated prices.
- Chebeague Island Inn
Aug 23 - Aug 27Chebeague Island Inn + Flight
Chebeague Island4 nights4.0 star property8.8/10 - Excellent (81 reviews)"Pros: ease of ferry, views, staff (mostly) apps on porch, breakfast eggs were delicious, veteran taxi was awesome, locals, golf which has nothing to do with hotel they told us many times…. so mostly island pros Cons: cocktail sauce ewww, bikes… a total joke and dangerous, the cheesecake not good, the fact that a pack of men partied all night and we got 0 sleep on a random Thursday night?! The biggest con was when we answered staff when they asked they didn’t really care, definitely felt like..."Reviewed July 18, 2026Roundtrip • New York (EWR) - Portland (PWM)EWR - PWM • Nonstop PWM - EWR • Nonstop - Blind Tiger Portland - Danforth Street.
Sep 21 - Sep 23Blind Tiger Portland - Danforth Street. + Flight
West End2 nights3.5 star property9.6/10 - Exceptional (188 reviews)"We were only there for 1 night, but the innkeeper made a great suggestion for dinner. Overall a great place and would stay again."Reviewed June 26, 2026Roundtrip • Atlanta (ATL) - Portland (PWM)ATL - PWM • 1 stop PWM - ATL • 1 stop - Evalina Hotel
Sep 19 - Sep 22Evalina Hotel + Flight
Downtown Portland3 nights2.5 star property10/10 - Exceptional (5 reviews)"I want to give this a 5 plus! Gorgeous apartment with new and reclaimed touches. It has everything you need and more to feel right at home. The location could not be better. Steps to the best dining and shopping. Communication was thoughtful, easy, and fast. Definitely will return!"Reviewed June 19, 2026Roundtrip • Atlanta (ATL) - Portland (PWM)ATL - PWM • 1 stop PWM - ATL • 1 stop - Inn By The Sea
Aug 30 - Sep 4Inn By The Sea + Flight
Cape Elizabeth5 nights4.0 star property9.6/10 - Exceptional (325 reviews)Roundtrip • New York (EWR) - Portland (PWM)EWR - PWM • Nonstop PWM - EWR • Nonstop - Waldo Emerson Inn
Aug 30 - Sep 4Waldo Emerson Inn + Flight
Kennebunk5 nights3.0 star property8.8/10 - Excellent (344 reviews)"Amelia was outstanding. Other B&B owners should go here so they can see the proper way to run their business. Amelia went out of her way to tell us what to see and places to go. She personally cooked breakfast on all 3 mornings that we were there and they were all top notch. We highly recommend this B&B and we will be back."Reviewed July 16, 2026Roundtrip • New York (EWR) - Portland (PWM)EWR - PWM • Nonstop PWM - EWR • Nonstop
Discover the most popular places to visit in Oxford County
What to do in Oxford County
Kancamagus Scenic Byway Self-Guided Audio Driving Tour Guide
$17
per traveler
90% of travelers recommend
Oxford County Hotel Deals
9.0 out of 10, Wonderful, (1,002 reviews)
9.0/10
Wonderful
(1,002 reviews)
"Great night sleep"
$114 nightly
The price is $124
$124 total
Aug 2 - Aug 3
Total with taxes and fees
8.6 out of 10, Excellent, (1,002 reviews)
8.6/10
Excellent
(1,002 reviews)
$125 nightly
The price is $136
$136 total
Jul 20 - Jul 21
Total with taxes and fees
7.8 out of 10, Good, (81 reviews)
7.8/10
Good
(81 reviews)
"A unique place—I recommend it. We will definitely come back again."
$83 nightly
The price is $90
$90 total
Jul 23 - Jul 24
Total with taxes and fees
9.2 out of 10, Wonderful, (483 reviews)
9.2/10
Wonderful
(483 reviews)
"Very nice place, recently renovated, all the materials were crisp and clean, warm and inviting. Plenty of space to sit (2 bar top areas with bar stools), comfy couch, very comfy king size bed… Property was very quiet. There was a hot tub but it was not maintained well (water was mirky) but nice to have. Be careful if booking on Expedia- it may not send you check-in info."
$138 nightly
The price is $150
$150 total
Jul 20 - Jul 21
Total with taxes and fees
Evergreen Valley Inn by Coolvacay
Evergreen Valley Inn by Coolvacay3.0 star property
21.4 mi from Oxford County
8.2 out of 10, Very Good, (185 reviews)
8.2/10
Very Good
(185 reviews)
"Super clean and friendly people at the desk"
$109 nightly
The price is $118
$118 total
Jul 22 - Jul 23
Total with taxes and fees
Holidae House Bed & Breakfast
Holidae House Bed & Breakfast3.5 star property
17.5 mi from Oxford County
10.0 out of 10, Exceptional, (351 reviews)
10/10
Exceptional
(351 reviews)
"Very knowledgeable and friendly owners. very clean property all though aged. most pieces are proudly original. Very cute property and was a great stay."
$155 nightly
The price is $169
$169 total
Jul 21 - Jul 22
Total with taxes and fees
7.8 out of 10, Good, (404 reviews)
7.8/10
Good
(404 reviews)
"The room was clean. The staff was helpful."
$136 nightly
The price is $148
$148 total
Jul 21 - Jul 22
Total with taxes and fees
9.8 out of 10, Exceptional, (174 reviews)
9.8/10
Exceptional
(174 reviews)
"This place is great! Bruce is a wonderful host-very hospitable and knowledgeable about the area. Beth , the breakfast chef, makes the most delicious breakfasts! The grounds are beautiful and well groomed! Sitting on the screen porch at night with a cocktail was very relaxing! Cannot say enough good things about the inn and the people there! Highly recommend!"
$221 nightly
The price is $241
$241 total
Jul 21 - Jul 22
Total with taxes and fees
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.
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.