Anchor Vacations from $297

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest Anchor vacation packages

Price found within the past 48 hours. Click for updated prices.
Home Inn and Suites Olive Branch

Home Inn and Suites Olive Branch

2.5 out of 5
per person
Oct 26 - Oct 29
found 1 hour ago
Roundtrip non-stop flight included
Chicago (ORD) to Tupelo (TUP)
8.8/10 Excellent! (628 reviews)
My son had a very restful night in your facility after a hard day at work.

Reviewed on Aug 8, 2025

Holiday Inn Express & Suites Olive Branch by IHG

Holiday Inn Express & Suites Olive Branch by IHG

2.5 out of 5
per person
Oct 22 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Tupelo (TUP)
8.6/10 Excellent! (1,003 reviews)
Staff was very kind, helpful and friendly! Wish the pool would have been open past 10pm, it's summer.

Reviewed on Aug 10, 2025

Home Inn Woods Hotel

Home Inn Woods Hotel

2.5 out of 5
per person
Sep 25 - Sep 29
found 17 hours ago
Roundtrip flight included
Chicago (CHI) to Tupelo (TUP)
8.6/10 Excellent! (39 reviews)
See the whispering woods since that is the real name of the hotel. You will get a more accurate rating of the hotel. It was out dated needs work and missing basics like luggage stand and cups.

Reviewed on Aug 4, 2025

OYO Hotel Holly Springs MS

OYO Hotel Holly Springs MS

2.5 out of 5
per person
Sep 25 - Sep 29
found 17 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Tupelo (TUP)
5/10 (84 reviews)
Its an affordable nights rest. Bed was clean and comfortable

Reviewed on Jul 26, 2025

Hometown Place Olive Branch

Hometown Place Olive Branch

2.5 out of 5
per person
Sep 25 - Sep 29
found 17 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Tupelo (TUP)
8.2/10 Very Good! (45 reviews)
This is a fantastic hotel that is very clean, quiet, nice pool/hot tub and easy to get in/out of. Stayed 2x amazing.

Reviewed on Aug 12, 2025

Don't see what you're looking for?
See all available trips from Columbus to Anchor
View all trips

Anchor Hotel Deals

Holiday Terrace Motel

Holiday Terrace Motel

2.5 out of 5
950 E Madison St, Houston, MS
Fully refundableReserve now, pay when you stay
$65 nightly
The price is $71 total per night from Aug 13 to Aug 14
$71 total
Aug 13 - Aug 14
Total includes taxes and fees
7.2/10 Good! (109 reviews)
"My go to spot every time i'm in houston"

Reviewed on Jul 6, 2025

Holiday Terrace Motel
Relaxing Prairie Home, 29 Mi to Starkville!

Relaxing Prairie Home, 29 Mi to Starkville!

3 out of 5
5983 Lake Grove Rd, Prairie, MS
Get rates
Relaxing Prairie Home, 29 Mi to Starkville!
See all 4 properties in Anchor
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.

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does an Anchor vacation package cost?
You'll find cheap prices from $297 on Expedia for your Anchor getaway. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your vacation to Anchor costs.
What are the cheapest months to go to Anchor?
November, December and January are great times to look for cheap Anchor vacation packages. Traveling in quieter months means you can usually find reduced prices on flights and hotels.
How many days is enough for Anchor?
With a well-organized schedule, you can easily tick off the top Anchor attractions in a handful of days. But if you'd like to discover hidden gems or go on day trips, think about booking your Anchor vacation for longer.
How to find the best Anchor package deals?
Landing a cheap Anchor package deal is a cinch with Expedia. Once you've entered your travel dates and destination under our "Packages" tab, set your budget range, apply a few filters and see what's available. You can tailor your search by "Amenities," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most economical Anchor package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are often lower.
Is it cheaper to book an Anchor vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking accommodations and flights separately. Better still, you can tailor your Anchor getaway to match your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Anchor?
If you've got your Anchor vacation dates finalized, book as soon as you can to score some incredible deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are perfect for impromptu escapes.
How to plan a trip to Anchor?

  1. Choose when to get away: Check your diary and get your bags packed. Your preferred season and the type of activities available will also help you decide when to visit Anchor.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and dining out to flights and activities. Your accommodations will likely be the largest expense during your trip to Anchor.
  3. Use Expedia's trip planning tool to explore Anchor: Research every part of your trip to Anchor with this handy planner. Invite your family and friends to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Decide your trip length: Think about how long you'd like to spend exploring Anchor. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  5. Bundle your bookings: With your travel dates in place, you can combine your flights, car rental, hotels and more into a tailored Anchor vacation package.
  6. Book activities and experiences in advance: Whether it's entrance to a major attraction or a day trip in nature, you won't have to worry about missing out on Anchor's best offerings. Find all the fun things to do in Anchor with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Anchor vacation packages?
Jet off on your dream trip to Anchor with help from Expedia's Book Now, Pay Later vacations. No need to save up or hold off until your next payday — we've partnered with online lender Affirm to give you more financial flexibility. Our vacation packages with payment plans mean you can spread the cost across 3, 6 or 12 months. With no late payment fees or hidden charges, it's a breeze to stick to your budget and snap up travel deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.